Calendar
What’s Happening?
There’s always something to see or do in Highland Park! Check out our calendar to plan your next visit.
Note: The sponsoring organization for each event is included in the event listing. The City does not sponsor or endorse events listed on the calendar except those attributed to the City of Highland Park. Please direct any questions to the sponsoring organization.
To have your Highland Park event featured, please email Marketing Coordinator Diane Larson.
Individual Event Listings
Winter Farmers Market - Braeside
Winter Farmers Market - Braeside
FRIDAY, JAN. 16 - APR. 24 | 10:30 AM - 2:30 PM
Braeside Market | St. Johns Ave.
Can’t wait for warmer weather and the return of the Ravinia Farmers Market this summer? Looking for a warm place to shop local, shielded from the elements, throughout the colder months? Want to discover exciting vendors offering fresh microgreens, handcrafted foods, baked treats, seasonal plants and artisan-made goods from local growers and makers, and a plethora of other finds?
The Ravinia Winter Farmers Market will take place weekly on Fridays from 10:30 AM - 2:30 PM through April 24 at Braeside Market (55 St. Johns Ave.).
For more information, visit RaviniaFarmersMarket.com. For vendor inquiries, call Ed Kugler at 847-579-9080.
Winter Farmers Market - Wayfarer
Winter Farmers Market - Wayfarer
SATURDAYS, JAN. 10 - APR. 25 | 10:30 AM - 2:30 PM
Wayfarer Theaters | 1850 Second St.
Can’t wait for warmer weather and the return of the Ravinia Farmers Market this summer? Looking for a warm place to shop local, shielded from the elements, throughout the colder months? Want to discover exciting vendors offering fresh microgreens, handcrafted foods, baked treats, seasonal plants and artisan-made goods from local growers and makers, and a plethora of other finds?
The Ravinia Winter Farmers Market will take place weekly on Saturdays from 10:30 AM - 2:30 PM through April 25 at Wayfarer Theaters (1850 Second St.).
For more information, visit RaviniaFarmersMarket.com. For vendor inquiries, call Ed Kugler at 847-579-9080.
Winter Farmers Market - Braeside
Winter Farmers Market - Braeside
FRIDAY, JAN. 16 - APR. 24 | 10:30 AM - 2:30 PM
Braeside Market | St. Johns Ave.
Can’t wait for warmer weather and the return of the Ravinia Farmers Market this summer? Looking for a warm place to shop local, shielded from the elements, throughout the colder months? Want to discover exciting vendors offering fresh microgreens, handcrafted foods, baked treats, seasonal plants and artisan-made goods from local growers and makers, and a plethora of other finds?
The Ravinia Winter Farmers Market will take place weekly on Fridays from 10:30 AM - 2:30 PM through April 24 at Braeside Market (55 St. Johns Ave.).
For more information, visit RaviniaFarmersMarket.com. For vendor inquiries, call Ed Kugler at 847-579-9080.
Winter Farmers Market - Wayfarer
Winter Farmers Market - Wayfarer
SATURDAYS, JAN. 10 - APR. 25 | 10:30 AM - 2:30 PM
Wayfarer Theaters | 1850 Second St.
Can’t wait for warmer weather and the return of the Ravinia Farmers Market this summer? Looking for a warm place to shop local, shielded from the elements, throughout the colder months? Want to discover exciting vendors offering fresh microgreens, handcrafted foods, baked treats, seasonal plants and artisan-made goods from local growers and makers, and a plethora of other finds?
The Ravinia Winter Farmers Market will take place weekly on Saturdays from 10:30 AM - 2:30 PM through April 25 at Wayfarer Theaters (1850 Second St.).
For more information, visit RaviniaFarmersMarket.com. For vendor inquiries, call Ed Kugler at 847-579-9080.
Winter Farmers Market - Braeside
Winter Farmers Market - Braeside
FRIDAY, JAN. 16 - APR. 24 | 10:30 AM - 2:30 PM
Braeside Market | St. Johns Ave.
Can’t wait for warmer weather and the return of the Ravinia Farmers Market this summer? Looking for a warm place to shop local, shielded from the elements, throughout the colder months? Want to discover exciting vendors offering fresh microgreens, handcrafted foods, baked treats, seasonal plants and artisan-made goods from local growers and makers, and a plethora of other finds?
The Ravinia Winter Farmers Market will take place weekly on Fridays from 10:30 AM - 2:30 PM through April 24 at Braeside Market (55 St. Johns Ave.).
For more information, visit RaviniaFarmersMarket.com. For vendor inquiries, call Ed Kugler at 847-579-9080.
Winter Farmers Market - Wayfarer
Winter Farmers Market - Wayfarer
SATURDAYS, JAN. 10 - APR. 25 | 10:30 AM - 2:30 PM
Wayfarer Theaters | 1850 Second St.
Can’t wait for warmer weather and the return of the Ravinia Farmers Market this summer? Looking for a warm place to shop local, shielded from the elements, throughout the colder months? Want to discover exciting vendors offering fresh microgreens, handcrafted foods, baked treats, seasonal plants and artisan-made goods from local growers and makers, and a plethora of other finds?
The Ravinia Winter Farmers Market will take place weekly on Saturdays from 10:30 AM - 2:30 PM through April 25 at Wayfarer Theaters (1850 Second St.).
For more information, visit RaviniaFarmersMarket.com. For vendor inquiries, call Ed Kugler at 847-579-9080.
Winter Farmers Market - Braeside
Winter Farmers Market - Braeside
FRIDAY, JAN. 16 - APR. 24 | 10:30 AM - 2:30 PM
Braeside Market | St. Johns Ave.
Can’t wait for warmer weather and the return of the Ravinia Farmers Market this summer? Looking for a warm place to shop local, shielded from the elements, throughout the colder months? Want to discover exciting vendors offering fresh microgreens, handcrafted foods, baked treats, seasonal plants and artisan-made goods from local growers and makers, and a plethora of other finds?
The Ravinia Winter Farmers Market will take place weekly on Fridays from 10:30 AM - 2:30 PM through April 24 at Braeside Market (55 St. Johns Ave.).
For more information, visit RaviniaFarmersMarket.com. For vendor inquiries, call Ed Kugler at 847-579-9080.
Winter Farmers Market - Wayfarer
Winter Farmers Market - Wayfarer
SATURDAYS, JAN. 10 - APR. 25 | 10:30 AM - 2:30 PM
Wayfarer Theaters | 1850 Second St.
Can’t wait for warmer weather and the return of the Ravinia Farmers Market this summer? Looking for a warm place to shop local, shielded from the elements, throughout the colder months? Want to discover exciting vendors offering fresh microgreens, handcrafted foods, baked treats, seasonal plants and artisan-made goods from local growers and makers, and a plethora of other finds?
The Ravinia Winter Farmers Market will take place weekly on Saturdays from 10:30 AM - 2:30 PM through April 25 at Wayfarer Theaters (1850 Second St.).
For more information, visit RaviniaFarmersMarket.com. For vendor inquiries, call Ed Kugler at 847-579-9080.
Winter Farmers Market - Braeside
Winter Farmers Market - Braeside
FRIDAY, JAN. 16 - APR. 24 | 10:30 AM - 2:30 PM
Braeside Market | St. Johns Ave.
Can’t wait for warmer weather and the return of the Ravinia Farmers Market this summer? Looking for a warm place to shop local, shielded from the elements, throughout the colder months? Want to discover exciting vendors offering fresh microgreens, handcrafted foods, baked treats, seasonal plants and artisan-made goods from local growers and makers, and a plethora of other finds?
The Ravinia Winter Farmers Market will take place weekly on Fridays from 10:30 AM - 2:30 PM through April 24 at Braeside Market (55 St. Johns Ave.).
For more information, visit RaviniaFarmersMarket.com. For vendor inquiries, call Ed Kugler at 847-579-9080.
Winter Farmers Market - Wayfarer
Winter Farmers Market - Wayfarer
SATURDAYS, JAN. 10 - APR. 25 | 10:30 AM - 2:30 PM
Wayfarer Theaters | 1850 Second St.
Can’t wait for warmer weather and the return of the Ravinia Farmers Market this summer? Looking for a warm place to shop local, shielded from the elements, throughout the colder months? Want to discover exciting vendors offering fresh microgreens, handcrafted foods, baked treats, seasonal plants and artisan-made goods from local growers and makers, and a plethora of other finds?
The Ravinia Winter Farmers Market will take place weekly on Saturdays from 10:30 AM - 2:30 PM through April 25 at Wayfarer Theaters (1850 Second St.).
For more information, visit RaviniaFarmersMarket.com. For vendor inquiries, call Ed Kugler at 847-579-9080.
Winter Farmers Market - Braeside
Winter Farmers Market - Braeside
FRIDAY, JAN. 16 - APR. 24 | 10:30 AM - 2:30 PM
Braeside Market | St. Johns Ave.
Can’t wait for warmer weather and the return of the Ravinia Farmers Market this summer? Looking for a warm place to shop local, shielded from the elements, throughout the colder months? Want to discover exciting vendors offering fresh microgreens, handcrafted foods, baked treats, seasonal plants and artisan-made goods from local growers and makers, and a plethora of other finds?
The Ravinia Winter Farmers Market will take place weekly on Fridays from 10:30 AM - 2:30 PM through April 24 at Braeside Market (55 St. Johns Ave.).
For more information, visit RaviniaFarmersMarket.com. For vendor inquiries, call Ed Kugler at 847-579-9080.
Winter Farmers Market - Wayfarer
Winter Farmers Market - Wayfarer
SATURDAYS, JAN. 10 - APR. 25 | 10:30 AM - 2:30 PM
Wayfarer Theaters | 1850 Second St.
Can’t wait for warmer weather and the return of the Ravinia Farmers Market this summer? Looking for a warm place to shop local, shielded from the elements, throughout the colder months? Want to discover exciting vendors offering fresh microgreens, handcrafted foods, baked treats, seasonal plants and artisan-made goods from local growers and makers, and a plethora of other finds?
The Ravinia Winter Farmers Market will take place weekly on Saturdays from 10:30 AM - 2:30 PM through April 25 at Wayfarer Theaters (1850 Second St.).
For more information, visit RaviniaFarmersMarket.com. For vendor inquiries, call Ed Kugler at 847-579-9080.
Highland Park Awards
Highland Park Awards
APR. 23 | 6:30 PM - 9 PM
Highland Park High School Auditorium | 433 Vine Ave.
The City of Highland Park is pleased to announce the 2026 Highland Park Awards recipients. Presented annually, the awards recognize those who have made positive, sustained, and impactful contributions to the community in their respective category. The Arts Award, Environmental Award, Humanitarian Award, Character Counts Pillar Awards, photography contest awards and Highland Park business anniversary recognition will be presented by the City of Highland Park, the Park District of Highland Park, North Shore School District 112, and Highland Park High School at a ceremony on April 23 at 6:30 PM at Highland Park High School.
Arts Award
This award recognizes outstanding achievements in, or contributions to, the arts in Highland Park. For the award, arts can include visual arts, such as drawing, painting, printmaking, or sculpture; performance, such as dance, theater, or music; architecture; literature, including poetry, fiction or script writing; and web production and graphic design.
Environmental Award
This award recognizes individuals and businesses who have made substantial contributions to improve the environment.
Humanitarian Award
The Highland Park Humanitarian Award is presented to an outstanding Highland Park individual who has rendered significant personal service to the Highland Park community. Selection is based on personal and community service.
Character Counts! Pillar Awards
These awards are designed to recognize community members who have demonstrated the Six Pillars of Character: Trustworthiness, Respect, Responsibility, Fairness, Caring and Citizenship. The Character Counts Steering Committee is made up of representatives from the City of Highland Park, the Park District of Highland Park, North Shore School District 112, and Highland Park High School.
Winter Farmers Market - Braeside
Winter Farmers Market - Braeside
FRIDAY, JAN. 16 - APR. 24 | 10:30 AM - 2:30 PM
Braeside Market | St. Johns Ave.
Can’t wait for warmer weather and the return of the Ravinia Farmers Market this summer? Looking for a warm place to shop local, shielded from the elements, throughout the colder months? Want to discover exciting vendors offering fresh microgreens, handcrafted foods, baked treats, seasonal plants and artisan-made goods from local growers and makers, and a plethora of other finds?
The Ravinia Winter Farmers Market will take place weekly on Fridays from 10:30 AM - 2:30 PM through April 24 at Braeside Market (55 St. Johns Ave.).
For more information, visit RaviniaFarmersMarket.com. For vendor inquiries, call Ed Kugler at 847-579-9080.
Arbor Day
Arbor Day
APR. 25 | 9 AM - 11 AM
301 Ravinia Park Rd.
Join the City of Highland Park on Saturday April 25th from 9 AM -11 AM for exhibits, demos, and giveaways to brighten up your home and garden this Spring!
Plant & Tree Giveaways to green up your home & garden
Tree Planting Demonstration/Q & A Session
"Meet & Greet" with birds of prey hosted by Northern Illinois Raptor Rehab & Education
Bicycle Recycling courtesy of Working Bikes
(Adult bikes accepted in repairable condition or gently-used kids bikes, bike parts, tools, and accessories)
Touch-A-Truck Exhibit
Insect Safety Kits courtesy of North Shore Mosquito Abatement District
Electric Vehicle Showcase
And More...
Winter Farmers Market - Wayfarer
Winter Farmers Market - Wayfarer
SATURDAYS, JAN. 10 - APR. 25 | 10:30 AM - 2:30 PM
Wayfarer Theaters | 1850 Second St.
Can’t wait for warmer weather and the return of the Ravinia Farmers Market this summer? Looking for a warm place to shop local, shielded from the elements, throughout the colder months? Want to discover exciting vendors offering fresh microgreens, handcrafted foods, baked treats, seasonal plants and artisan-made goods from local growers and makers, and a plethora of other finds?
The Ravinia Winter Farmers Market will take place weekly on Saturdays from 10:30 AM - 2:30 PM through April 25 at Wayfarer Theaters (1850 Second St.).
For more information, visit RaviniaFarmersMarket.com. For vendor inquiries, call Ed Kugler at 847-579-9080.
Memorial Day
Memorial Day Observance
MAY 31 | 11 AM
Location TBA
Save the date for the City of Highland Park’s 2026 Memorial Day Observance on Monday, May 31 2026. Location and program details TBA.
North Shore Classic
North Shore Classic Half Marathon 5K & Kids Dash
MAY 31 | 7 AM 5K Start / 7:30 AM Half Marathon Start | Register by MAY 15
Starting Line | Intersection of St. Johns Ave. & Central Ave.
The annual North Shore Classic will take place on Sunday, May 31, 2026. Celebrate community and sportsmanship as you run through the picturesque streets of Highland Park.
Whether you’re charging the half marathon or hustling the 5K, the excitement doesn’t end at the finish line. Join thousands of fellow runners for a post-race picnic packed with live music, delicious grilled bites, refreshing drinks, and plenty of fun to cap off an unforgettable day.
Ravinia Farmers Market
Ravinia Farmers Market
WEDNESDAYS, JUN. 3 - OCT. 28 | 7 AM - 1 PM
Jens Jensen Park | 540 Roger Williams Ave.
Head to the heart of Highland Park’s Ravinia District for your favorite local farmers market! Shop seasonal produce, meet local vendors, and enjoy live performances throughout the morning.
Food Truck Thursdays
Food Truck Thursdays
THURSDAYS, JUN. 4 - SEPT. 3 | 4:30 PM - DUSK
Jens Jensen Park | 540 Roger Williams Ave.
Food Truck Thursdays are the spot to be in the Ravinia District this summer, June 4 through September 3, at Jens Jensen Park! Savor fresh flavors from a variety of food trucks, select Highland Park vendors. Enjoy warm summer evenings and dance to great music every Thursday night, 4:30 PM to dusk.
We can’t imagine a better way to spend a summer evening than good friends, good food, and of course, great music.
Lineup and entertainment coming soon
Food Truck Thursdays are presented by the City of Highland Park and the Ravinia District Special Service Area 17 property owners, and are managed by Bensidoun USA. The music for Food Truck Thursdays is coordinated by Life Rhythms, Inc., and is co-sponsored by the Highland Park Community Foundation.
20th Anniversary Bitter Jester Music Festival Preliminary Concert: Night One
20th Anniversary
Bitter Jester Music Festival Preliminary Concert - Night One
JUN. 5 | 5 PM - 10 PM | FREE
Port Clinton Square | 600 Central Ave.
Discover your next favorite band at Bitter Jester! This free, family-friendly concert series has been taking place in Downtown Highland Park since 2006! What started as a small "battle of the bands" for local performers has evolved into the Midwest's largest showcase for emerging artists. With performers coming from nearly a dozen states and vying for $3,500 in cash prizes, the Bitter Jester Music Fest is a must-see event!
As 101.9 The Mix put it: "Come out and say hi! It's going to be an incredible concert with a bunch of future headliners!" So check out some of your next favorite bands and be able to say "I saw them when..."
Multiple high-quality acts perform each night and receive detailed feedback from industry professionals. A winner is selected at each of the four Preliminary Concerts and four "Wild Cards" are chosen at the end of the summer by Festival Producers. Those eight acts then compete at a Grand Finale Concert.
Select Bitter Jester Finalists are chosen to open for national headliners on Ravinia's Carousel Stage and also perform a "Best Of" show at Navy Pier's Beer Garden on Labor Day each year.
Stay tuned for additional details regarding the 2026 Bitter Jester Music Festival.
20th Anniversary Bitter Jester Music Festival Preliminary Concert: Night Two
20th Anniversary
Bitter Jester Music Festival Preliminary Concert - Night Two
JUN. 6 | 5 PM - 10 PM | FREE
Port Clinton Square | 600 Central Ave.
Discover your next favorite band at Bitter Jester! This free, family-friendly concert series has been taking place in Downtown Highland Park since 2006! What started as a small "battle of the bands" for local performers has evolved into the Midwest's largest showcase for emerging artists. With performers coming from nearly a dozen states and vying for $3,500 in cash prizes, the Bitter Jester Music Fest is a must-see event!
As 101.9 The Mix put it: "Come out and say hi! It's going to be an incredible concert with a bunch of future headliners!" So check out some of your next favorite bands and be able to say "I saw them when..."
Multiple high-quality acts perform each night and receive detailed feedback from industry professionals. A winner is selected at each of the four Preliminary Concerts and four "Wild Cards" are chosen at the end of the summer by Festival Producers. Those eight acts then compete at a Grand Finale Concert.
Select Bitter Jester Finalists are chosen to open for national headliners on Ravinia's Carousel Stage and also perform a "Best Of" show at Navy Pier's Beer Garden on Labor Day each year.
Stay tuned for additional details regarding the 2026 Bitter Jester Music Festival.
Ravinia Farmers Market
Ravinia Farmers Market
WEDNESDAYS, JUN. 3 - OCT. 28 | 7 AM - 1 PM
Jens Jensen Park | 540 Roger Williams Ave.
Head to the heart of Highland Park’s Ravinia District for your favorite local farmers market! Shop seasonal produce, meet local vendors, and enjoy live performances throughout the morning.
Food Truck Thursdays
Food Truck Thursdays
THURSDAYS, JUN. 4 - SEPT. 3 | 4:30 PM - DUSK
Jens Jensen Park | 540 Roger Williams Ave.
Food Truck Thursdays are the spot to be in the Ravinia District this summer, June 4 through September 3, at Jens Jensen Park! Savor fresh flavors from a variety of food trucks, select Highland Park vendors. Enjoy warm summer evenings and dance to great music every Thursday night, 4:30 PM to dusk.
We can’t imagine a better way to spend a summer evening than good friends, good food, and of course, great music.
Lineup and entertainment coming soon
Food Truck Thursdays are presented by the City of Highland Park and the Ravinia District Special Service Area 17 property owners, and are managed by Bensidoun USA. The music for Food Truck Thursdays is coordinated by Life Rhythms, Inc., and is co-sponsored by the Highland Park Community Foundation.
20th Anniversary Bitter Jester Music Festival Preliminary Concert: Night Three
20th Anniversary
Bitter Jester Music Festival Preliminary Concert - Night Three
JUN. 12 | 5 PM - 10 PM | FREE
Port Clinton Square | 600 Central Ave.
Discover your next favorite band at Bitter Jester! This free, family-friendly concert series has been taking place in Downtown Highland Park since 2006! What started as a small "battle of the bands" for local performers has evolved into the Midwest's largest showcase for emerging artists. With performers coming from nearly a dozen states and vying for $3,500 in cash prizes, the Bitter Jester Music Fest is a must-see event!
As 101.9 The Mix put it: "Come out and say hi! It's going to be an incredible concert with a bunch of future headliners!" So check out some of your next favorite bands and be able to say "I saw them when..."
Multiple high-quality acts perform each night and receive detailed feedback from industry professionals. A winner is selected at each of the four Preliminary Concerts and four "Wild Cards" are chosen at the end of the summer by Festival Producers. Those eight acts then compete at a Grand Finale Concert.
Select Bitter Jester Finalists are chosen to open for national headliners on Ravinia's Carousel Stage and also perform a "Best Of" show at Navy Pier's Beer Garden on Labor Day each year.
Stay tuned for additional details regarding the 2026 Bitter Jester Music Festival.
20th Anniversary Bitter Jester Music Festival Preliminary Concert: Night Four
20th Anniversary
Bitter Jester Music Festival Preliminary Concert - Night Four
JUN. 13 | 5 PM - 10 PM | FREE
Port Clinton Square | 600 Central Ave.
Discover your next favorite band at Bitter Jester! This free, family-friendly concert series has been taking place in Downtown Highland Park since 2006! What started as a small "battle of the bands" for local performers has evolved into the Midwest's largest showcase for emerging artists. With performers coming from nearly a dozen states and vying for $3,500 in cash prizes, the Bitter Jester Music Fest is a must-see event!
As 101.9 The Mix put it: "Come out and say hi! It's going to be an incredible concert with a bunch of future headliners!" So check out some of your next favorite bands and be able to say "I saw them when..."
Multiple high-quality acts perform each night and receive detailed feedback from industry professionals. A winner is selected at each of the four Preliminary Concerts and four "Wild Cards" are chosen at the end of the summer by Festival Producers. Those eight acts then compete at a Grand Finale Concert.
Select Bitter Jester Finalists are chosen to open for national headliners on Ravinia's Carousel Stage and also perform a "Best Of" show at Navy Pier's Beer Garden on Labor Day each year.
Stay tuned for additional details regarding the 2026 Bitter Jester Music Festival.
Ravinia Farmers Market
Ravinia Farmers Market
WEDNESDAYS, JUN. 3 - OCT. 28 | 7 AM - 1 PM
Jens Jensen Park | 540 Roger Williams Ave.
Head to the heart of Highland Park’s Ravinia District for your favorite local farmers market! Shop seasonal produce, meet local vendors, and enjoy live performances throughout the morning.
Food Truck Thursdays
Food Truck Thursdays
THURSDAYS, JUN. 4 - SEPT. 3 | 4:30 PM - DUSK
Jens Jensen Park | 540 Roger Williams Ave.
Food Truck Thursdays are the spot to be in the Ravinia District this summer, June 4 through September 3, at Jens Jensen Park! Savor fresh flavors from a variety of food trucks, select Highland Park vendors. Enjoy warm summer evenings and dance to great music every Thursday night, 4:30 PM to dusk.
We can’t imagine a better way to spend a summer evening than good friends, good food, and of course, great music.
Lineup and entertainment coming soon
Food Truck Thursdays are presented by the City of Highland Park and the Ravinia District Special Service Area 17 property owners, and are managed by Bensidoun USA. The music for Food Truck Thursdays is coordinated by Life Rhythms, Inc., and is co-sponsored by the Highland Park Community Foundation.
Taste of Highland Park
Taste of Highland Park
FRIDAY, JUN. 19 | 5 PM - 10 PM & SATURDAY, JUN. 20 | 3 PM - 10 PM
Port Clinton Square | 600 Central Ave.
More info coming soon!
Ravinia Farmers Market
Ravinia Farmers Market
WEDNESDAYS, JUN. 3 - OCT. 28 | 7 AM - 1 PM
Jens Jensen Park | 540 Roger Williams Ave.
Head to the heart of Highland Park’s Ravinia District for your favorite local farmers market! Shop seasonal produce, meet local vendors, and enjoy live performances throughout the morning.
Food Truck Thursdays
Food Truck Thursdays
THURSDAYS, JUN. 4 - SEPT. 3 | 4:30 PM - DUSK
Jens Jensen Park | 540 Roger Williams Ave.
Food Truck Thursdays are the spot to be in the Ravinia District this summer, June 4 through September 3, at Jens Jensen Park! Savor fresh flavors from a variety of food trucks, select Highland Park vendors. Enjoy warm summer evenings and dance to great music every Thursday night, 4:30 PM to dusk.
We can’t imagine a better way to spend a summer evening than good friends, good food, and of course, great music.
Lineup and entertainment coming soon
Food Truck Thursdays are presented by the City of Highland Park and the Ravinia District Special Service Area 17 property owners, and are managed by Bensidoun USA. The music for Food Truck Thursdays is coordinated by Life Rhythms, Inc., and is co-sponsored by the Highland Park Community Foundation.
20th Anniversary Bitter Jester Music Festival Preliminary Concert: Grand Finale
20th Anniversary
Bitter Jester Music Festival Preliminary Concert - Grand Finale
JUN. 27 | 2 PM - 10 PM | FREE
Downtown Highland Park | Second St.
Discover your next favorite band at Bitter Jester! This free, family-friendly concert series has been taking place in Downtown Highland Park since 2006! What started as a small "battle of the bands" for local performers has evolved into the Midwest's largest showcase for emerging artists. With performers coming from nearly a dozen states and vying for $3,500 in cash prizes, the Bitter Jester Music Fest is a must-see event!
As 101.9 The Mix put it: "Come out and say hi! It's going to be an incredible concert with a bunch of future headliners!" So check out some of your next favorite bands and be able to say "I saw them when..."
Multiple high-quality acts perform each night and receive detailed feedback from industry professionals. A winner is selected at each of the four Preliminary Concerts and four "Wild Cards" are chosen at the end of the summer by Festival Producers. Those eight acts then compete at a Grand Finale Concert.
Select Bitter Jester Finalists are chosen to open for national headliners on Ravinia's Carousel Stage and also perform a "Best Of" show at Navy Pier's Beer Garden on Labor Day each year.
Stay tuned for additional details regarding the 2026 Bitter Jester Music Festival.
Ravinia Farmers Market
Ravinia Farmers Market
WEDNESDAYS, JUN. 3 - OCT. 28 | 7 AM - 1 PM
Jens Jensen Park | 540 Roger Williams Ave.
Head to the heart of Highland Park’s Ravinia District for your favorite local farmers market! Shop seasonal produce, meet local vendors, and enjoy live performances throughout the morning.
Food Truck Thursdays
Food Truck Thursdays
THURSDAYS, JUN. 4 - SEPT. 3 | 4:30 PM - DUSK
Jens Jensen Park | 540 Roger Williams Ave.
Food Truck Thursdays are the spot to be in the Ravinia District this summer, June 4 through September 3, at Jens Jensen Park! Savor fresh flavors from a variety of food trucks, select Highland Park vendors. Enjoy warm summer evenings and dance to great music every Thursday night, 4:30 PM to dusk.
We can’t imagine a better way to spend a summer evening than good friends, good food, and of course, great music.
Lineup and entertainment coming soon
Food Truck Thursdays are presented by the City of Highland Park and the Ravinia District Special Service Area 17 property owners, and are managed by Bensidoun USA. The music for Food Truck Thursdays is coordinated by Life Rhythms, Inc., and is co-sponsored by the Highland Park Community Foundation.
Ravinia Farmers Market
Ravinia Farmers Market
WEDNESDAYS, JUN. 3 - OCT. 28 | 7 AM - 1 PM
Jens Jensen Park | 540 Roger Williams Ave.
Head to the heart of Highland Park’s Ravinia District for your favorite local farmers market! Shop seasonal produce, meet local vendors, and enjoy live performances throughout the morning.
Food Truck Thursdays
Food Truck Thursdays
THURSDAYS, JUN. 4 - SEPT. 3 | 4:30 PM - DUSK
Jens Jensen Park | 540 Roger Williams Ave.
Food Truck Thursdays are the spot to be in the Ravinia District this summer, June 4 through September 3, at Jens Jensen Park! Savor fresh flavors from a variety of food trucks, select Highland Park vendors. Enjoy warm summer evenings and dance to great music every Thursday night, 4:30 PM to dusk.
We can’t imagine a better way to spend a summer evening than good friends, good food, and of course, great music.
Lineup and entertainment coming soon
Food Truck Thursdays are presented by the City of Highland Park and the Ravinia District Special Service Area 17 property owners, and are managed by Bensidoun USA. The music for Food Truck Thursdays is coordinated by Life Rhythms, Inc., and is co-sponsored by the Highland Park Community Foundation.
Downtown Concert at Port Clinton: Kick Off
Downtown Concerts at Port Clinton: Kick Off
JUL. 10 | 5 PM - 7 PM
Port Clinton Square | 600 Central Ave.
More info coming soon!
Ravinia Farmers Market
Ravinia Farmers Market
WEDNESDAYS, JUN. 3 - OCT. 28 | 7 AM - 1 PM
Jens Jensen Park | 540 Roger Williams Ave.
Head to the heart of Highland Park’s Ravinia District for your favorite local farmers market! Shop seasonal produce, meet local vendors, and enjoy live performances throughout the morning.
Food Truck Thursdays
Food Truck Thursdays
THURSDAYS, JUN. 4 - SEPT. 3 | 4:30 PM - DUSK
Jens Jensen Park | 540 Roger Williams Ave.
Food Truck Thursdays are the spot to be in the Ravinia District this summer, June 4 through September 3, at Jens Jensen Park! Savor fresh flavors from a variety of food trucks, select Highland Park vendors. Enjoy warm summer evenings and dance to great music every Thursday night, 4:30 PM to dusk.
We can’t imagine a better way to spend a summer evening than good friends, good food, and of course, great music.
Lineup and entertainment coming soon
Food Truck Thursdays are presented by the City of Highland Park and the Ravinia District Special Service Area 17 property owners, and are managed by Bensidoun USA. The music for Food Truck Thursdays is coordinated by Life Rhythms, Inc., and is co-sponsored by the Highland Park Community Foundation.
Downtown Concert at Port Clinton
Downtown Concerts at Port Clinton
JUL. 17 | 6 PM - 8 PM
Port Clinton Square | 600 Central Ave.
More info coming soon!
Ravinia Farmers Market
Ravinia Farmers Market
WEDNESDAYS, JUN. 3 - OCT. 28 | 7 AM - 1 PM
Jens Jensen Park | 540 Roger Williams Ave.
Head to the heart of Highland Park’s Ravinia District for your favorite local farmers market! Shop seasonal produce, meet local vendors, and enjoy live performances throughout the morning.
Food Truck Thursdays
Food Truck Thursdays
THURSDAYS, JUN. 4 - SEPT. 3 | 4:30 PM - DUSK
Jens Jensen Park | 540 Roger Williams Ave.
Food Truck Thursdays are the spot to be in the Ravinia District this summer, June 4 through September 3, at Jens Jensen Park! Savor fresh flavors from a variety of food trucks, select Highland Park vendors. Enjoy warm summer evenings and dance to great music every Thursday night, 4:30 PM to dusk.
We can’t imagine a better way to spend a summer evening than good friends, good food, and of course, great music.
Lineup and entertainment coming soon
Food Truck Thursdays are presented by the City of Highland Park and the Ravinia District Special Service Area 17 property owners, and are managed by Bensidoun USA. The music for Food Truck Thursdays is coordinated by Life Rhythms, Inc., and is co-sponsored by the Highland Park Community Foundation.
Ravinia Farmers Market
Ravinia Farmers Market
WEDNESDAYS, JUN. 3 - OCT. 28 | 7 AM - 1 PM
Jens Jensen Park | 540 Roger Williams Ave.
Head to the heart of Highland Park’s Ravinia District for your favorite local farmers market! Shop seasonal produce, meet local vendors, and enjoy live performances throughout the morning.
Food Truck Thursdays
Food Truck Thursdays
THURSDAYS, JUN. 4 - SEPT. 3 | 4:30 PM - DUSK
Jens Jensen Park | 540 Roger Williams Ave.
Food Truck Thursdays are the spot to be in the Ravinia District this summer, June 4 through September 3, at Jens Jensen Park! Savor fresh flavors from a variety of food trucks, select Highland Park vendors. Enjoy warm summer evenings and dance to great music every Thursday night, 4:30 PM to dusk.
We can’t imagine a better way to spend a summer evening than good friends, good food, and of course, great music.
Lineup and entertainment coming soon
Food Truck Thursdays are presented by the City of Highland Park and the Ravinia District Special Service Area 17 property owners, and are managed by Bensidoun USA. The music for Food Truck Thursdays is coordinated by Life Rhythms, Inc., and is co-sponsored by the Highland Park Community Foundation.
Downtown Concert at Port Clinton
Downtown Concerts at Port Clinton
JUL. 31 | 6 PM - 8 PM
Port Clinton Square | 600 Central Ave.
More info coming soon!
Ravinia Farmers Market
Ravinia Farmers Market
WEDNESDAYS, JUN. 3 - OCT. 28 | 7 AM - 1 PM
Jens Jensen Park | 540 Roger Williams Ave.
Head to the heart of Highland Park’s Ravinia District for your favorite local farmers market! Shop seasonal produce, meet local vendors, and enjoy live performances throughout the morning.
Food Truck Thursdays
Food Truck Thursdays
THURSDAYS, JUN. 4 - SEPT. 3 | 4:30 PM - DUSK
Jens Jensen Park | 540 Roger Williams Ave.
Food Truck Thursdays are the spot to be in the Ravinia District this summer, June 4 through September 3, at Jens Jensen Park! Savor fresh flavors from a variety of food trucks, select Highland Park vendors. Enjoy warm summer evenings and dance to great music every Thursday night, 4:30 PM to dusk.
We can’t imagine a better way to spend a summer evening than good friends, good food, and of course, great music.
Lineup and entertainment coming soon
Food Truck Thursdays are presented by the City of Highland Park and the Ravinia District Special Service Area 17 property owners, and are managed by Bensidoun USA. The music for Food Truck Thursdays is coordinated by Life Rhythms, Inc., and is co-sponsored by the Highland Park Community Foundation.
Downtown Concert at Port Clinton
Downtown Concerts at Port Clinton
AUG. 7 | 6 PM - 8 PM
Port Clinton Square | 600 Central Ave.
More info coming soon!
Ravinia Farmers Market
Ravinia Farmers Market
WEDNESDAYS, JUN. 3 - OCT. 28 | 7 AM - 1 PM
Jens Jensen Park | 540 Roger Williams Ave.
Head to the heart of Highland Park’s Ravinia District for your favorite local farmers market! Shop seasonal produce, meet local vendors, and enjoy live performances throughout the morning.
Food Truck Thursdays
Food Truck Thursdays
THURSDAYS, JUN. 4 - SEPT. 3 | 4:30 PM - DUSK
Jens Jensen Park | 540 Roger Williams Ave.
Food Truck Thursdays are the spot to be in the Ravinia District this summer, June 4 through September 3, at Jens Jensen Park! Savor fresh flavors from a variety of food trucks, select Highland Park vendors. Enjoy warm summer evenings and dance to great music every Thursday night, 4:30 PM to dusk.
We can’t imagine a better way to spend a summer evening than good friends, good food, and of course, great music.
Lineup and entertainment coming soon
Food Truck Thursdays are presented by the City of Highland Park and the Ravinia District Special Service Area 17 property owners, and are managed by Bensidoun USA. The music for Food Truck Thursdays is coordinated by Life Rhythms, Inc., and is co-sponsored by the Highland Park Community Foundation.
Downtown Concert at Port Clinton
Downtown Concerts at Port Clinton
AUG. 14 | 6 PM - 8 PM
Port Clinton Square | 600 Central Ave.
More info coming soon!
Ravinia Farmers Market
Ravinia Farmers Market
WEDNESDAYS, JUN. 3 - OCT. 28 | 7 AM - 1 PM
Jens Jensen Park | 540 Roger Williams Ave.
Head to the heart of Highland Park’s Ravinia District for your favorite local farmers market! Shop seasonal produce, meet local vendors, and enjoy live performances throughout the morning.
Food Truck Thursdays
Food Truck Thursdays
THURSDAYS, JUN. 4 - SEPT. 3 | 4:30 PM - DUSK
Jens Jensen Park | 540 Roger Williams Ave.
Food Truck Thursdays are the spot to be in the Ravinia District this summer, June 4 through September 3, at Jens Jensen Park! Savor fresh flavors from a variety of food trucks, select Highland Park vendors. Enjoy warm summer evenings and dance to great music every Thursday night, 4:30 PM to dusk.
We can’t imagine a better way to spend a summer evening than good friends, good food, and of course, great music.
Lineup and entertainment coming soon
Food Truck Thursdays are presented by the City of Highland Park and the Ravinia District Special Service Area 17 property owners, and are managed by Bensidoun USA. The music for Food Truck Thursdays is coordinated by Life Rhythms, Inc., and is co-sponsored by the Highland Park Community Foundation.
Downtown Concert at Port Clinton
Downtown Concerts at Port Clinton
AUG. 21 | 6 PM - 8 PM
Port Clinton Square | 600 Central Ave.
More info coming soon!
Vintage Car Show
Vintage Car Show
AUG. 22 | 12 PM - 4 PM
St. Johns North Parking Lot | 525 Central Ave.
More info coming soon!
Ravinia Farmers Market
Ravinia Farmers Market
WEDNESDAYS, JUN. 3 - OCT. 28 | 7 AM - 1 PM
Jens Jensen Park | 540 Roger Williams Ave.
Head to the heart of Highland Park’s Ravinia District for your favorite local farmers market! Shop seasonal produce, meet local vendors, and enjoy live performances throughout the morning.
Food Truck Thursdays
Food Truck Thursdays
THURSDAYS, JUN. 4 - SEPT. 3 | 4:30 PM - DUSK
Jens Jensen Park | 540 Roger Williams Ave.
Food Truck Thursdays are the spot to be in the Ravinia District this summer, June 4 through September 3, at Jens Jensen Park! Savor fresh flavors from a variety of food trucks, select Highland Park vendors. Enjoy warm summer evenings and dance to great music every Thursday night, 4:30 PM to dusk.
We can’t imagine a better way to spend a summer evening than good friends, good food, and of course, great music.
Lineup and entertainment coming soon
Food Truck Thursdays are presented by the City of Highland Park and the Ravinia District Special Service Area 17 property owners, and are managed by Bensidoun USA. The music for Food Truck Thursdays is coordinated by Life Rhythms, Inc., and is co-sponsored by the Highland Park Community Foundation.
Ravinia Farmers Market
Ravinia Farmers Market
WEDNESDAYS, JUN. 3 - OCT. 28 | 7 AM - 1 PM
Jens Jensen Park | 540 Roger Williams Ave.
Head to the heart of Highland Park’s Ravinia District for your favorite local farmers market! Shop seasonal produce, meet local vendors, and enjoy live performances throughout the morning.
Food Truck Thursdays
Food Truck Thursdays
THURSDAYS, JUN. 4 - SEPT. 3 | 4:30 PM - DUSK
Jens Jensen Park | 540 Roger Williams Ave.
Food Truck Thursdays are the spot to be in the Ravinia District this summer, June 4 through September 3, at Jens Jensen Park! Savor fresh flavors from a variety of food trucks, select Highland Park vendors. Enjoy warm summer evenings and dance to great music every Thursday night, 4:30 PM to dusk.
We can’t imagine a better way to spend a summer evening than good friends, good food, and of course, great music.
Lineup and entertainment coming soon
Food Truck Thursdays are presented by the City of Highland Park and the Ravinia District Special Service Area 17 property owners, and are managed by Bensidoun USA. The music for Food Truck Thursdays is coordinated by Life Rhythms, Inc., and is co-sponsored by the Highland Park Community Foundation.
Downtown Concert at Port Clinton
Downtown Concerts at Port Clinton
SEPT. 4 | 6 PM - 8 PM
Port Clinton Square | 600 Central Ave.
More info coming soon!
Ravinia Farmers Market
Ravinia Farmers Market
WEDNESDAYS, JUN. 3 - OCT. 28 | 7 AM - 1 PM
Jens Jensen Park | 540 Roger Williams Ave.
Head to the heart of Highland Park’s Ravinia District for your favorite local farmers market! Shop seasonal produce, meet local vendors, and enjoy live performances throughout the morning.
Downtown Concert at Port Clinton
Downtown Concerts at Port Clinton
SEPT. 11 | 6 PM - 8 PM
Port Clinton Square | 600 Central Ave.
More info coming soon!
Ravinia Farmers Market
Ravinia Farmers Market
WEDNESDAYS, JUN. 3 - OCT. 28 | 7 AM - 1 PM
Jens Jensen Park | 540 Roger Williams Ave.
Head to the heart of Highland Park’s Ravinia District for your favorite local farmers market! Shop seasonal produce, meet local vendors, and enjoy live performances throughout the morning.
Downtown Concert at Port Clinton
Downtown Concerts at Port Clinton
SEPT. 18 | 6 PM - 8 PM
Port Clinton Square | 600 Central Ave.
More info coming soon!
Ravinia Farmers Market
Ravinia Farmers Market
WEDNESDAYS, JUN. 3 - OCT. 28 | 7 AM - 1 PM
Jens Jensen Park | 540 Roger Williams Ave.
Head to the heart of Highland Park’s Ravinia District for your favorite local farmers market! Shop seasonal produce, meet local vendors, and enjoy live performances throughout the morning.
Downtown Concert at Port Clinton: Finale
Downtown Concerts at Port Clinton: Finale & Scarecrow Trail
SEPT. 25 | 4 PM - 8 PM
Port Clinton Square | 600 Central Ave.
More info coming soon!
Oktoberfest
Oktoberfest
SEPT. 26 | 4 PM - 8 PM
Jens Jensen Park | 540 Roger Williams Ave.
More info coming soon!
Ravinia Farmers Market
Ravinia Farmers Market
WEDNESDAYS, JUN. 3 - OCT. 28 | 7 AM - 1 PM
Jens Jensen Park | 540 Roger Williams Ave.
Head to the heart of Highland Park’s Ravinia District for your favorite local farmers market! Shop seasonal produce, meet local vendors, and enjoy live performances throughout the morning.
Ravinia Farmers Market
Ravinia Farmers Market
WEDNESDAYS, JUN. 3 - OCT. 28 | 7 AM - 1 PM
Jens Jensen Park | 540 Roger Williams Ave.
Head to the heart of Highland Park’s Ravinia District for your favorite local farmers market! Shop seasonal produce, meet local vendors, and enjoy live performances throughout the morning.
Stews & Brews
Stews & Brews
OCT. 10 | 4 PM - 9 PM
Port Clinton Square | 600 Central Ave.
More info coming soon!
Ravinia Farmers Market
Ravinia Farmers Market
WEDNESDAYS, JUN. 3 - OCT. 28 | 7 AM - 1 PM
Jens Jensen Park | 540 Roger Williams Ave.
Head to the heart of Highland Park’s Ravinia District for your favorite local farmers market! Shop seasonal produce, meet local vendors, and enjoy live performances throughout the morning.
Ravinia Farmers Market
Ravinia Farmers Market
WEDNESDAYS, JUN. 3 - OCT. 28 | 7 AM - 1 PM
Jens Jensen Park | 540 Roger Williams Ave.
Head to the heart of Highland Park’s Ravinia District for your favorite local farmers market! Shop seasonal produce, meet local vendors, and enjoy live performances throughout the morning.
Ravinia Farmers Market
Ravinia Farmers Market
WEDNESDAYS, JUN. 3 - OCT. 28 | 7 AM - 1 PM
Jens Jensen Park | 540 Roger Williams Ave.
Head to the heart of Highland Park’s Ravinia District for your favorite local farmers market! Shop seasonal produce, meet local vendors, and enjoy live performances throughout the morning.
Veteran's Day Observance
Veteran’s Day Observance
NOV. 11 | 11 AM
The City of Highland Park will hosts its annual Veterans Day Observance on Wednesday, November 11, 2026 at 11AM. Details on location and program TBA
Holiday Lighting
Holiday Lighting
NOV. 21 | 4 PM - 6 PM
Port Clinton Square | 600 Central Ave.
More info coming soon!
Winter Farmers Market - Wayfarer
Winter Farmers Market - Wayfarer
SATURDAYS, JAN. 10 - APR. 25 | 10:30 AM - 2:30 PM
Wayfarer Theaters | 1850 Second St.
Can’t wait for warmer weather and the return of the Ravinia Farmers Market this summer? Looking for a warm place to shop local, shielded from the elements, throughout the colder months? Want to discover exciting vendors offering fresh microgreens, handcrafted foods, baked treats, seasonal plants and artisan-made goods from local growers and makers, and a plethora of other finds?
The Ravinia Winter Farmers Market will take place weekly on Saturdays from 10:30 AM - 2:30 PM through April 25 at Wayfarer Theaters (1850 Second St.).
For more information, visit RaviniaFarmersMarket.com. For vendor inquiries, call Ed Kugler at 847-579-9080.
Winter Farmers Market - Braeside
Winter Farmers Market - Braeside
FRIDAY, JAN. 16 - APR. 24 | 10:30 AM - 2:30 PM
Braeside Market | St. Johns Ave.
Can’t wait for warmer weather and the return of the Ravinia Farmers Market this summer? Looking for a warm place to shop local, shielded from the elements, throughout the colder months? Want to discover exciting vendors offering fresh microgreens, handcrafted foods, baked treats, seasonal plants and artisan-made goods from local growers and makers, and a plethora of other finds?
The Ravinia Winter Farmers Market will take place weekly on Fridays from 10:30 AM - 2:30 PM through April 24 at Braeside Market (55 St. Johns Ave.).
For more information, visit RaviniaFarmersMarket.com. For vendor inquiries, call Ed Kugler at 847-579-9080.
The Art Center presents: Black History Reflections
The Art Center of Highland Park presents
Black History Reflections
FEB. 28 | 1 PM - 3 PM | FREE
The Art Center | 1957 Sheridan Rd.
Celebrate Black History Month with the Art Center. Join author, artist, and motivational speaker Janea D. Harris on Saturday, February 28 for a poetry reading with an open mic to follow. This event will be hosted by Lynn West and the Art Center.
Winter Farmers Market - Wayfarer
Winter Farmers Market - Wayfarer
SATURDAYS, JAN. 10 - APR. 25 | 10:30 AM - 2:30 PM
Wayfarer Theaters | 1850 Second St.
Can’t wait for warmer weather and the return of the Ravinia Farmers Market this summer? Looking for a warm place to shop local, shielded from the elements, throughout the colder months? Want to discover exciting vendors offering fresh microgreens, handcrafted foods, baked treats, seasonal plants and artisan-made goods from local growers and makers, and a plethora of other finds?
The Ravinia Winter Farmers Market will take place weekly on Saturdays from 10:30 AM - 2:30 PM through April 25 at Wayfarer Theaters (1850 Second St.).
For more information, visit RaviniaFarmersMarket.com. For vendor inquiries, call Ed Kugler at 847-579-9080.
Winter Farmers Market - Braeside
Winter Farmers Market - Braeside
FRIDAY, JAN. 16 - APR. 24 | 10:30 AM - 2:30 PM
Braeside Market | St. Johns Ave.
Can’t wait for warmer weather and the return of the Ravinia Farmers Market this summer? Looking for a warm place to shop local, shielded from the elements, throughout the colder months? Want to discover exciting vendors offering fresh microgreens, handcrafted foods, baked treats, seasonal plants and artisan-made goods from local growers and makers, and a plethora of other finds?
The Ravinia Winter Farmers Market will take place weekly on Fridays from 10:30 AM - 2:30 PM through April 24 at Braeside Market (55 St. Johns Ave.).
For more information, visit RaviniaFarmersMarket.com. For vendor inquiries, call Ed Kugler at 847-579-9080.
International Rotary Festival
Rotary Club of Highland Park presents
Annual International Rotary Festival
FEB. 21 | 1 PM - 3 PM | $10 / Kids 5 & under are free
The Art Center | 1957 Sheridan Rd.
The Art Center and the Rotary Club of Highland Park are teaming up on February 21 to present Rotary's flagship event: 2026's International Rotary Festival. This family-friendly celebration will feature global cuisine and drinks from local restaurants. Kids can take part in a number of engaging activities such as painting a peace mural, art stations, and a scavenger hunt. Celebrate the diversity that makes Highland Park special while learning how Rotary connects our community to global service projects.
Winter Farmers Market - Wayfarer
Winter Farmers Market - Wayfarer
SATURDAYS, JAN. 10 - APR. 25 | 10:30 AM - 2:30 PM
Wayfarer Theaters | 1850 Second St.
Can’t wait for warmer weather and the return of the Ravinia Farmers Market this summer? Looking for a warm place to shop local, shielded from the elements, throughout the colder months? Want to discover exciting vendors offering fresh microgreens, handcrafted foods, baked treats, seasonal plants and artisan-made goods from local growers and makers, and a plethora of other finds?
The Ravinia Winter Farmers Market will take place weekly on Saturdays from 10:30 AM - 2:30 PM through April 25 at Wayfarer Theaters (1850 Second St.).
For more information, visit RaviniaFarmersMarket.com. For vendor inquiries, call Ed Kugler at 847-579-9080.
Winter Farmers Market - Braeside
Winter Farmers Market - Braeside
FRIDAY, JAN. 16 - APR. 24 | 10:30 AM - 2:30 PM
Braeside Market | St. Johns Ave.
Can’t wait for warmer weather and the return of the Ravinia Farmers Market this summer? Looking for a warm place to shop local, shielded from the elements, throughout the colder months? Want to discover exciting vendors offering fresh microgreens, handcrafted foods, baked treats, seasonal plants and artisan-made goods from local growers and makers, and a plethora of other finds?
The Ravinia Winter Farmers Market will take place weekly on Fridays from 10:30 AM - 2:30 PM through April 24 at Braeside Market (55 St. Johns Ave.).
For more information, visit RaviniaFarmersMarket.com. For vendor inquiries, call Ed Kugler at 847-579-9080.
Gabriel Datcu Live at Braeside Market
Live Music feat. Gabriel Datcu
FEB. 14 | 12 PM - 2 PM
Braeside Market | 55 St. Johns Ave.
Enjoy an afternoon of live music this Valentine’s Day at Braeside Market. Gabriel Datcu will perform live from 12 PM - 2 PM. Gabriel is known for his unique, improvisations of classical, jazz, Latin, funk, R&B, Motown, acoustic rock, and current top hits.
Live music at Braeside Market is provided by Life Rhythms, Inc.
Winter Farmers Market - Wayfarer
Winter Farmers Market - Wayfarer
SATURDAYS, JAN. 10 - APR. 25 | 10:30 AM - 2:30 PM
Wayfarer Theaters | 1850 Second St.
Can’t wait for warmer weather and the return of the Ravinia Farmers Market this summer? Looking for a warm place to shop local, shielded from the elements, throughout the colder months? Want to discover exciting vendors offering fresh microgreens, handcrafted foods, baked treats, seasonal plants and artisan-made goods from local growers and makers, and a plethora of other finds?
The Ravinia Winter Farmers Market will take place weekly on Saturdays from 10:30 AM - 2:30 PM through April 25 at Wayfarer Theaters (1850 Second St.).
For more information, visit RaviniaFarmersMarket.com. For vendor inquiries, call Ed Kugler at 847-579-9080.
Winter Farmers Market - Braeside
Winter Farmers Market - Braeside
FRIDAY, JAN. 16 - APR. 24 | 10:30 AM - 2:30 PM
Braeside Market | St. Johns Ave.
Can’t wait for warmer weather and the return of the Ravinia Farmers Market this summer? Looking for a warm place to shop local, shielded from the elements, throughout the colder months? Want to discover exciting vendors offering fresh microgreens, handcrafted foods, baked treats, seasonal plants and artisan-made goods from local growers and makers, and a plethora of other finds?
The Ravinia Winter Farmers Market will take place weekly on Fridays from 10:30 AM - 2:30 PM through April 24 at Braeside Market (55 St. Johns Ave.).
For more information, visit RaviniaFarmersMarket.com. For vendor inquiries, call Ed Kugler at 847-579-9080.
Highland Park Players Present: The Lion King Kids
The Highland Park Players Present
The Lion King KIDS
FEB. 7 - FEB. 15
Heller Nature Center | 2821 Ridge Rd.
Travel to the Pride Lands with the Highland Park Players’ 2026 production of The Lion King KIDS, running February 7 – February 15 at the Heller Nature Center! This high-energy, family-friendly show is fun for all ages. Stick around after the show to meet your favorite characters and grab autographs!
Winter Farmers Market - Wayfarer
Winter Farmers Market - Wayfarer
SATURDAYS, JAN. 10 - APR. 25 | 10:30 AM - 2:30 PM
Wayfarer Theaters | 1850 Second St.
Can’t wait for warmer weather and the return of the Ravinia Farmers Market this summer? Looking for a warm place to shop local, shielded from the elements, throughout the colder months? Want to discover exciting vendors offering fresh microgreens, handcrafted foods, baked treats, seasonal plants and artisan-made goods from local growers and makers, and a plethora of other finds?
The Ravinia Winter Farmers Market will take place weekly on Saturdays from 10:30 AM - 2:30 PM through April 25 at Wayfarer Theaters (1850 Second St.).
For more information, visit RaviniaFarmersMarket.com. For vendor inquiries, call Ed Kugler at 847-579-9080.
Winter Farmers Market - Braeside
Winter Farmers Market - Braeside
FRIDAY, JAN. 16 - APR. 24 | 10:30 AM - 2:30 PM
Braeside Market | St. Johns Ave.
Can’t wait for warmer weather and the return of the Ravinia Farmers Market this summer? Looking for a warm place to shop local, shielded from the elements, throughout the colder months? Want to discover exciting vendors offering fresh microgreens, handcrafted foods, baked treats, seasonal plants and artisan-made goods from local growers and makers, and a plethora of other finds?
The Ravinia Winter Farmers Market will take place weekly on Fridays from 10:30 AM - 2:30 PM through April 24 at Braeside Market (55 St. Johns Ave.).
For more information, visit RaviniaFarmersMarket.com. For vendor inquiries, call Ed Kugler at 847-579-9080.
Winter Farmers Market - Wayfarer
Winter Farmers Market - Wayfarer
SATURDAYS, JAN. 10 - APR. 25 | 10:30 AM - 2:30 PM
Wayfarer Theaters | 1850 Second St.
Can’t wait for warmer weather and the return of the Ravinia Farmers Market this summer? Looking for a warm place to shop local, shielded from the elements, throughout the colder months? Want to discover exciting vendors offering fresh microgreens, handcrafted foods, baked treats, seasonal plants and artisan-made goods from local growers and makers, and a plethora of other finds?
The Ravinia Winter Farmers Market will take place weekly on Saturdays from 10:30 AM - 2:30 PM through April 25 at Wayfarer Theaters (1850 Second St.).
For more information, visit RaviniaFarmersMarket.com. For vendor inquiries, call Ed Kugler at 847-579-9080.
Winter Farmers Market - Braeside
Winter Farmers Market - Braeside
FRIDAY, JAN. 16 - APR. 24 | 10:30 AM - 2:30 PM
Braeside Market | St. Johns Ave.
Can’t wait for warmer weather and the return of the Ravinia Farmers Market this summer? Looking for a warm place to shop local, shielded from the elements, throughout the colder months? Want to discover exciting vendors offering fresh microgreens, handcrafted foods, baked treats, seasonal plants and artisan-made goods from local growers and makers, and a plethora of other finds?
The Ravinia Winter Farmers Market will take place weekly on Fridays from 10:30 AM - 2:30 PM through April 24 at Braeside Market (55 St. Johns Ave.).
For more information, visit RaviniaFarmersMarket.com. For vendor inquiries, call Ed Kugler at 847-579-9080.
Winter Farmers Market - Wayfarer
Winter Farmers Market - Wayfarer
SATURDAYS, JAN. 10 - APR. 25 | 10:30 AM - 2:30 PM
Wayfarer Theaters | 1850 Second St.
Can’t wait for warmer weather and the return of the Ravinia Farmers Market this summer? Looking for a warm place to shop local, shielded from the elements, throughout the colder months? Want to discover exciting vendors offering fresh microgreens, handcrafted foods, baked treats, seasonal plants and artisan-made goods from local growers and makers, and a plethora of other finds?
The Ravinia Winter Farmers Market will take place weekly on Saturdays from 10:30 AM - 2:30 PM through April 25 at Wayfarer Theaters (1850 Second St.).
For more information, visit RaviniaFarmersMarket.com. For vendor inquiries, call Ed Kugler at 847-579-9080.
Winter Farmers Market - Braeside
Winter Farmers Market - Braeside
FRIDAY, JAN. 16 - APR. 24 | 10:30 AM - 2:30 PM
Braeside Market | St. Johns Ave.
Can’t wait for warmer weather and the return of the Ravinia Farmers Market this summer? Looking for a warm place to shop local, shielded from the elements, throughout the colder months? Want to discover exciting vendors offering fresh microgreens, handcrafted foods, baked treats, seasonal plants and artisan-made goods from local growers and makers, and a plethora of other finds?
The Ravinia Winter Farmers Market will take place weekly on Fridays from 10:30 AM - 2:30 PM through April 24 at Braeside Market (55 St. Johns Ave.).
For more information, visit RaviniaFarmersMarket.com. For vendor inquiries, call Ed Kugler at 847-579-9080.
Day of Service
17th Annual Martin Luther King, Jr. Day of Service
JAN. 19 | 10 AM - 12:30 PM / Donation Drop Off 9 AM - 10:30 AM
Park Fitness | 1207 Park Ave. W
It's a day ON, not a day OFF!
The annual Day of Service program is a joint, signature event of the City of Highland Park, the City's Human Relations Advisory Group, and the Park District of Highland Park, bringing together Highland Park residents and neighbors throughout the North Shore.
Take part in the 17th annual Day of Service on January 19, and honor the legacy of Dr. Martin Luther King, Jr. while making a difference in our community. Participate in a variety of meaningful, impactful, and fun service projects for all ages, listen to keynote speakers, and spend your morning giving back alongside your neighbors and friends.
Click the “Learn More” button for more information, including a list of requested items for the donation drive through drop off taking place from 9 AM - 10:30 AM.
Winter Farmers Market - Wayfarer
Winter Farmers Market - Wayfarer
SATURDAYS, JAN. 10 - APR. 25 | 10:30 AM - 2:30 PM
Wayfarer Theaters | 1850 Second St.
Can’t wait for warmer weather and the return of the Ravinia Farmers Market this summer? Looking for a warm place to shop local, shielded from the elements, throughout the colder months? Want to discover exciting vendors offering fresh microgreens, handcrafted foods, baked treats, seasonal plants and artisan-made goods from local growers and makers, and a plethora of other finds?
The Ravinia Winter Farmers Market will take place weekly on Saturdays from 10:30 AM - 2:30 PM through April 25 at Wayfarer Theaters (1850 Second St.).
For more information, visit RaviniaFarmersMarket.com. For vendor inquiries, call Ed Kugler at 847-579-9080.
Winter Farmers Market - Braeside
Winter Farmers Market - Braeside
FRIDAY, JAN. 16 - APR. 24 | 10:30 AM - 2:30 PM
Braeside Market | St. Johns Ave.
Can’t wait for warmer weather and the return of the Ravinia Farmers Market this summer? Looking for a warm place to shop local, shielded from the elements, throughout the colder months? Want to discover exciting vendors offering fresh microgreens, handcrafted foods, baked treats, seasonal plants and artisan-made goods from local growers and makers, and a plethora of other finds?
The Ravinia Winter Farmers Market will take place weekly on Fridays from 10:30 AM - 2:30 PM through April 24 at Braeside Market (55 St. Johns Ave.).
For more information, visit RaviniaFarmersMarket.com. For vendor inquiries, call Ed Kugler at 847-579-9080.
Winter Farmers Market - Wayfarer
Winter Farmers Market - Wayfarer
SATURDAYS, JAN. 10 - APR. 25 | 10:30 AM - 2:30 PM
Wayfarer Theaters | 1850 Second St.
Can’t wait for warmer weather and the return of the Ravinia Farmers Market this summer? Looking for a warm place to shop local, shielded from the elements, throughout the colder months? Want to discover exciting vendors offering fresh microgreens, handcrafted foods, baked treats, seasonal plants and artisan-made goods from local growers and makers, and a plethora of other finds?
The Ravinia Winter Farmers Market will take place weekly on Saturdays from 10:30 AM - 2:30 PM through April 25 at Wayfarer Theaters (1850 Second St.).
For more information, visit RaviniaFarmersMarket.com. For vendor inquiries, call Ed Kugler at 847-579-9080.
Michael's Grill & Salad Bar NYE Party
Michael’s Grill & Salad Bar
NYE Party
DEC. 31 | 11 AM & 4:30 PM | $15 - $40
1879 Second St.
Join Michael's Grill & Salad Bar for the annual New Years Eve celebration! This is the perfect family-friendly way to welcome the New Year together: plan your holiday with both a lunch and evening party to choose from.
Hosted by the incomparable Magic By Randy, tickets ($15 - $40) include a magic show and balloon animals for kids, a balloon drop countdown, and an all-you-can-eat buffet that features all of your Michael's favorites:
Hot dogs & jumbo char dogs
Burgers
Teriyaki chicken sandwiches
Chicken tenders
Caesar & garden salads
And of course, Michael’s famous cheese fries!
A champagne/sparkling cider toast, kiddie cocktails, soda and orange juice are also included.
Create a memorable moment with your family with a 'New Year's Eve' countdown and balloon drop at 12 PM and 5:30 PM respectively. Join Michael's in bidding farewell to the past year and embracing the promise of a fresh start as you ring in 2026!
Fundraiser Screening: Home Alone
Fundraiser Screening: Home Alone
DEC. 22 | 11 AM | $15
Wayfarer Theaters | 1850 Second St.
Catch a special fundraiser screening of the classic holiday film, Home Alone, on December 22 at Wayfarer Theaters while enjoying FREE popcorn! All proceeds from this screening will benefit the Moraine Township Charitable Fund.
Holiday High Tea
Holiday High Tea
DEC. 13 | 4 PM - 6 PM (RSVP BY DEC. 5) | $40
Curt’s Cafe | 1766 Second St.
Join Secret World Books and Love That Spice at Curt’s Cafe (1766 Second St.) on December 13 for Holiday High Tea! Enjoy health-boosting teas from Love That Spice & Tea alongside savory and sweet treats from Curt’s Cafe. Discover the health benefits and ideal pairings of different teas, and grab some tea-related books from Secret World Books. This will be a delightful afternoon to spend with friends, family, and neighbors. Please RSVP by December 5.
Holiday Giving for Our Veterans
Holiday Giving for Our Veterans
Hosted by State Senator Julie Morrison
DEC. 13 | 10 AM - 1 PM
Highland Park Police Department - Training Room | 1677 Old Deerfield Rd.
Join State Senator Julie Morrison in supporting our veterans this holiday season. Drop off non-perishable food, new blankets, and new games to the Highland Park Police Department’s training room (1677 Old Deerfield Rd.) from 10 AM - 1 PM on December 13. Stick around to make no-sew fleece blankets (kits will be provided).
Donations and blankets will be donated to Midwest Veterans Closet in North Chicago. This 501c(3) non-profit that provides free clothing and food to veterans and service members in our community.
For more information, please contact Senator Morrison’s office by calling 847.945.5200.
Cookie & Cocoa Crawl
Cookie & Cocoa Crawl
DEC. 6 | 11:30 AM - 1 PM
Jens Jensen Park - 540 Roger Williams Ave.
Kick-off the Holiday season with the annual Ravinia District Cookie & Cocoa Crawl on Saturday, December 6. Visit participating businesses for warm cocoa and festive cookies and tons of fun The festivities will take place at Jens Jensen Park (540 Roger Williams Ave.) from 11:30 AM - 1 PM.
New this year: children accompanied by an adult can take part in an interactive Cookie Craft (and Cocoa) Scavenger Hunt of participating businesses throughout the District. Learn how it works here.
Thank you to our sponsors:
Bag Sponsor: Gilbert Orthodontics
DJ Sponsor: Arbor Terrace Highland Park
Guessing Game Sponsor: Carolyn Cerf, @ Properties
City of Highland Park, Conciurgent Care, Foss Swim School, Keyth Security, Matchmaker Bookshop, True Style Jiu Jitsu, and Wayfarer Theaters
The Cookie and Cocoa Crawl is presented by the City of Highland Park and the Ravinia District Special Service Area 17 property owners.
East End Holiday Market
East End Holiday Market
DEC. 6 & DEC. 7 | 10 AM - 4 PM & 11 AM - 4 PM
Upside Events | 444 Central Ave. (above ENAZ)
Make your holidays merrier at the second annual East End Holiday Market at Upside Events (444 Central Ave.), presented by ENAZ, Avant for Men, and Love That Spice. Shop over a dozen vendors and artists over the course of two days: December 6 from 10 AM - 4 PM and December 7 from 11 AM - 4 PM. Enjoy light bites and beverages, including free tastings of matcha, spiked cider, and holiday seltzers from Love That Spice, all while shopping outerwear, gifts for him and her, housewares, custom creations, sweets, charms, permanent jewelry, and more. Plus, treat yourself to ear piercing and nail art, too! Plus, enjoy live music from Phil Goldman and Jeff Libman on Saturday from 11 AM - 3 PM.
The $10 suggested entry donation will benefit the Moraine Township food pantry.
Holiday Market
Holiday Market
NOV. 29 & NOV. 30 | 10 AM - 4 PM
Atelier by elliestyled | 1900 Sheridan Rd.
Explore more than 20 magical vendors and a curated selection of gifts, holiday decor, jewelry, clothing, skin care, art, and sweet treats at the annual Holiday Market presented by Atelier by elliestyled. Enjoy live music by Liam Sheridan as you peruse and snack over the course of two days, November 29 and November 30. Proceeds from the 2025 Holiday Market will benefit Gratitude Generation. This nonprofit's mission is to instill the practice of giving and gratitude through a number of youth services.
North Shore Turkey Trot 2025
North Shore Turkey Trot 2025
Thanksgiving Day, NOV. 27 | 8 AM for 5K & 10K / 10 AM for Kids’ Trot
St. Johns North Lot - 525 Central Ave.
5K starts at 8 AM
10K starts at 8 AM
Kids’ Trot starts at 10 AM
Gather ‘round the starting line before the table this Thanksgiving for the North Shore Turkey Trot 5K, 10K and Kids’ Trot on November 27, 2025! Celebrate the Highland Park community with family and friends by coming together before the big feast.
When you cross the finish line, you’re in for a treat that’s as sweet as pie! The Turkey Trot Post-Race Party will be waiting for you, complete with warm apple cider, pie, music, games, and more!
The North Shore Turkey Trot is a special event held annually in the City of Highland Park. The event is not organized by the City. Find a list of FAQs here. For all other inquiries, please contact the race organizers at info@northshoreturkeytrot.com.