
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

Downtown Concerts at Port Clinton
The City of Highland Park’s Downtown Event Series presents:
Downtown Concerts at Port Clinton
September 12 | 6 PM - 8 PM
Port Clinton Square | 600 Central Ave.
What’s better than a summertime Friday evening? A summertime Friday evening with a concert! The City of Highland Park is excited to announce the return of free, City-sponsored Downtown concerts at Port Clinton Square (600 Central Ave.) on select Friday evenings July 11 through September 26. Bring a lawn chair and kickoff your weekend with live music from a diverse range of artists and genres including: folk, reggae, blues, soul, classic rock, Latin, and more.
SEPTEMBER 12 LINEUP
Entertainment
Don Stiernberg Quartet, Feat. Petra van Nuis | Jazz
Food & Beverage
Steep Ravine Brewing Company
Fluffy Bunny
Awesome Mini Donuts

Ravinia Farmers Market
Ravinia Farmers Market
Wednesdays, June 4 - October 29 | 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.
ENTERTAINMENT
9 AM – 10 AM | Jazzman Jeff
10:30 AM – 11:30 AM | Pierce Crask
12 PM – 1 PM | Albie Powers & Friends

Food Truck Thursdays
Food Truck Thursdays
June 5 - September 18 | 4:30 PM - Dusk
Jens Jensen Park | 540 Roger Williams Ave.
Mark your calendars: Food Truck Thursdays returns to the Ravinia District this summer, June 5 through September 18, at Jens Jensen Park! Savor fresh flavors from a variety of food trucks, including Highland Park vendors Abigail’s American Bistro, Indus Progressive Indian, Michael’s Grill & Salad Bar, Shaevitz Kosher Market & BBQ, and Steep Ravine Brewing Company while enjoying warm summer evenings and dancing to great music every Thursday night, 4:30 PM to dusk in the Ravinia District!
We can’t imagine a better way to spend a summer evening than good friends, good food, and of course, great music.
SEPTEMBER 18 LINEUP
5 PM - 7 PM | JP & Jenny And The Flames
FEATURED TRUCKS
Bumbu Roux, Chessie Struck, Chicago Lunch Box, Chill’s Italian Ice, Cousins Maine Lobster, Culinary Gangster Glenview, Frankie Da Pizza Dude, Goodstuff Eats, Hawaiian Food Truck, Hello Boba Truck, Kona Ice, La Cocinita, Limoni Belli, Little Louies, Mamalicous Cooking, Maiztify, My Funnel Truck, Nettle Creek Foods, Royal Ice Cream, San Judas Food Truck, Sausage Fest Truck, Taco Motora, Taste Greek Good, Tievoli Pizza Bar, and Yum Dum Truck
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. Additional event sponsors include Wayfarer Theaters. For more information on how to be a part of the 2025 event season as a participating or sponsoring business, please contact the Ravinia District’s event management team, Ripple Public Relations, info@ripplepublicrelations.com, or call 847.432.6000.

Downtown Concerts at Port Clinton
The City of Highland Park’s Downtown Event Series presents:
Downtown Concerts at Port Clinton
September 19 | 6 PM - 8 PM
Port Clinton Square | 600 Central Ave.
What’s better than a summertime Friday evening? A summertime Friday evening with a concert! The City of Highland Park is excited to announce the return of free, City-sponsored Downtown concerts at Port Clinton Square (600 Central Ave.) on select Friday evenings July 11 through September 26. Bring a lawn chair and kickoff your weekend with live music from a diverse range of artists and genres including: folk, reggae, blues, soul, classic rock, Latin, and more.
SEPTEMBER 19 LINEUP
Entertainment
Dave Specter | Chicago Blues
Food & Beverage
Steep Ravine Brewing Company
Fluffy Bunny
Yana’s Speakeasy

Oktoberfest
Celebrate fall and all things German with beer, bites, and Bavarian music at Highland Park’s fourth annual Oktoberfest! The fun takes place in the Ravinia District on Saturday, September 20 from 10 AM - 10 PM. From a BBQ contest to Oktoberfest Games and of course the beloved stein holding contest, plenty of family-friendly activities, dancing, food, live entertainment, and contests are on tap at this year’s celebration!
We’re seeking local business sponsors to help make our upcoming BBQ competition a sizzling success—would your company be interested in partnering with us? If so, please contact Noah@liferhythmsinc.com. Click here to download an informational flyer about the BBQ competition!
Check back soon for more information!
Oktoberfest is produced by Life Rhythms, Inc. and Steep Ravine Brewing Co, and sponsored by the City of Highland Park and the Ravinia Business District.

Ravinia Farmers Market
Ravinia Farmers Market
Wednesdays, June 4 - October 29 | 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.
ENTERTAINMENT
9 AM – 10 AM | Jazzman Jeff
10:30 AM – 11:30 AM | Pierce Crask
12 PM – 1 PM | Albie Powers & Friends

Scarecrow Fest & Downtown Concerts at Port Clinton Finale
Wrap up the 2025 Downtown Concert series with a fun fall afternoon. Interact with giant, live scarecrow puppets at Port Clinton Square and jam out to awesome tunes:
4 PM - 4:30 PM | Mary Macaroni
4:45 PM - 5:15 PM | Istvan & His Imaginary Band
5:30 PM - 6:30 PM | Ben Tatar & the Tatar Tots
6:30 PM - 8 PM | Saturday June Band
End the afternoon by embarking on a magical Scarecrow Trail! Find over two dozen festive scarecrows across Downtown Highland Park, all decorated by local businesses and sponsored by Mariani Landscape. Be sure to vote for best in show! See the gallery below for last year’s scarecrows.

Ravinia Farmers Market
Ravinia Farmers Market
Wednesdays, June 4 - October 29 | 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.
ENTERTAINMENT
9 AM – 10 AM | Jazzman Jeff
10:30 AM – 11:30 AM | Pierce Crask
12 PM – 1 PM | Albie Powers & Friends

Ravinia Farmers Market
Ravinia Farmers Market
Wednesdays, June 4 - October 29 | 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.
ENTERTAINMENT
9 AM – 10 AM | Jazzman Jeff
10:30 AM – 11:30 AM | Pierce Crask
12 PM – 1 PM | Albie Powers & Friends

Stews & Brews
Stews & Brews
OCT. 11 | 5 PM - 9 PM
PORT CLINTON SQUARE | 600 CENTRAL AVE.
Midwestern fan-favorite festival, Stews & Brews, returns to Downtown Highland Park for a fourth year on October 11 at Port Clinton Square (600 Central Ave.). Cool weather means hearty comfort foods and hot beverages; Stews & Brews is the perfect event to warm your body and soul! Wrap up the City’s 2025 event season with savory stews and delicious brews, live music, and a cozy atmosphere.
Stews & Brews is not your ordinary chili cook-off or craft beer fest. This free, all-ages event offers attendees an array of cold weather comfort foods like chili, pozole, lamb stew, beef stroganoff, Hungarian goulash, potpies, and a variety of soups. Attendees can pair their dish of choice with dozens of unique brews including craft beers, spiced wine, hot toddies, mulled ciders and more!

Ravinia Farmers Market
Ravinia Farmers Market
Wednesdays, June 4 - October 29 | 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.
ENTERTAINMENT
9 AM – 10 AM | Jazzman Jeff
10:30 AM – 11:30 AM | Pierce Crask
12 PM – 1 PM | Albie Powers & Friends

Ravinia Farmers Market
Ravinia Farmers Market
Wednesdays, June 4 - October 29 | 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.
ENTERTAINMENT
9 AM – 10 AM | Jazzman Jeff
10:30 AM – 11:30 AM | Pierce Crask
12 PM – 1 PM | Albie Powers & Friends

Ravinia Farmers Market
Ravinia Farmers Market
Wednesdays, June 4 - October 29 | 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.
ENTERTAINMENT
9 AM – 10 AM | Jazzman Jeff
10:30 AM – 11:30 AM | Pierce Crask
12 PM – 1 PM | Albie Powers & Friends

Food Truck Thursdays
Food Truck Thursdays
June 5 - September 18 | 4:30 PM - Dusk
Jens Jensen Park | 540 Roger Williams Ave.
Mark your calendars: Food Truck Thursdays returns to the Ravinia District this summer, June 5 through September 18, at Jens Jensen Park! Savor fresh flavors from a variety of food trucks, including Highland Park vendors Abigail’s American Bistro, Indus Progressive Indian, Michael’s Grill & Salad Bar, Shaevitz Kosher Market & BBQ, and Steep Ravine Brewing Company while enjoying warm summer evenings and dancing to great music every Thursday night, 4:30 PM to dusk in the Ravinia District!
We can’t imagine a better way to spend a summer evening than good friends, good food, and of course, great music.
SEPTEMBER 11 LINEUP
5 PM - 7:30 PM | Dr. Mark and The Sutures
FEATURED TRUCKS
Bumbu Roux, Chessie Struck, Chicago Lunch Box, Chill’s Italian Ice, Cousins Maine Lobster, Culinary Gangster Glenview, Frankie Da Pizza Dude, Goodstuff Eats, Hawaiian Food Truck, Hello Boba Truck, Kona Ice, La Cocinita, Limoni Belli, Little Louies, Mamalicous Cooking, Maiztify, My Funnel Truck, Nettle Creek Foods, Royal Ice Cream, San Judas Food Truck, Sausage Fest Truck, Taco Motora, Taste Greek Good, Tievoli Pizza Bar, and Yum Dum Truck
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. Additional event sponsors include Wayfarer Theaters. For more information on how to be a part of the 2025 event season as a participating or sponsoring business, please contact the Ravinia District’s event management team, Ripple Public Relations, info@ripplepublicrelations.com, or call 847.432.6000.

Ravinia Farmers Market
Ravinia Farmers Market
Wednesdays, June 4 - October 29 | 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.
ENTERTAINMENT
9 AM – 10 AM | Jazzman Jeff
10:30 AM – 11:30 AM | Pierce Crask
12 PM – 1 PM | Albie Powers & Friends

Vintage Car Show
Vintage Car Show
SEPT. 6 | 12 PM - 4 PM
525 CENTRAL AVE.
Step back in time and experience the elegance, craftsmanship, and the nostalgia of a bygone era. Relive the golden age of automobiles at the Vintage Car Show on Saturday, September 6. Head to the St. John’s lot (525 Central Ave.) and peruse a fabulous array of vintage vehicles, while enjoying a live radio broadcast, kid-friendly activities, delicious food, and ice cold beverages.
Whether you’re a seasoned collector or simply curious, you will definitely enjoy this journey through automotive excellence. Expect to see a diverse line up of cars featuring vintage and antique models, unique classics, muscle cars, hot rods, and pop culture icons.

Downtown Concerts at Port Clinton
The City of Highland Park’s Downtown Event Series presents:
Downtown Concerts at Port Clinton
September 5 | 6 PM - 8 PM
Port Clinton Square | 600 Central Ave.
What’s better than a summertime Friday evening? A summertime Friday evening with a concert! The City of Highland Park is excited to announce the return of free, City-sponsored Downtown concerts at Port Clinton Square (600 Central Ave.) on select Friday evenings July 11 through September 26. Bring a lawn chair and kickoff your weekend with live music from a diverse range of artists and genres including: folk, reggae, blues, soul, classic rock, Latin, and more.
SEPTEMBER 5 LINEUP
Entertainment
Radio Free Honduras | Latin Rock
Food & Beverage
Steep Ravine Brewing Company
Fluffy Bunny
Yellow Duck Truck

Food Truck Thursdays
SEPTEMBER 4 LINEUP
5 PM - 7 PM | Railheart | Ultimate Grateful Dead Cover Band
Food Truck Thursdays
June 5 - September 18 | 4:30 PM - Dusk
Jens Jensen Park | 540 Roger Williams Ave.
Mark your calendars: Food Truck Thursdays returns to the Ravinia District this summer, June 5 through September 18, at Jens Jensen Park! Savor fresh flavors from a variety of food trucks, including Highland Park vendors Abigail’s American Bistro, Indus Progressive Indian, Michael’s Grill & Salad Bar, Shaevitz Kosher Market & BBQ, and Steep Ravine Brewing Company while enjoying warm summer evenings and dancing to great music every Thursday night, 4:30 PM to dusk in the Ravinia District!
We can’t imagine a better way to spend a summer evening than good friends, good food, and of course, great music.
FEATURED TRUCKS
Bumbu Roux, Chessie Struck, Chicago Lunch Box, Chill’s Italian Ice, Cousins Maine Lobster, Culinary Gangster Glenview, Frankie Da Pizza Dude, Goodstuff Eats, Hawaiian Food Truck, Hello Boba Truck, Kona Ice, La Cocinita, Limoni Belli, Little Louies, Mamalicous Cooking, Maiztify, My Funnel Truck, Nettle Creek Foods, Royal Ice Cream, San Judas Food Truck, Sausage Fest Truck, Taco Motora, Taste Greek Good, Tievoli Pizza Bar, and Yum Dum Truck
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. Additional event sponsors include Wayfarer Theaters. For more information on how to be a part of the 2025 event season as a participating or sponsoring business, please contact the Ravinia District’s event management team, Ripple Public Relations, info@ripplepublicrelations.com, or call 847.432.6000.

Ravinia Farmers Market
Ravinia Farmers Market
Wednesdays, June 4 - October 29 | 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.
ENTERTAINMENT
9 AM – 10 AM | Jazzman Jeff
10:30 AM – 11:30 AM | Pierce Crask
12 PM – 1 PM | Albie Powers & Friends

Downtown Concerts at Port Clinton
The City of Highland Park’s Downtown Event Series presents:
Downtown Concerts at Port Clinton
August 29 | 6 PM - 8 PM
Port Clinton Square | 600 Central Ave.
What’s better than a summertime Friday evening? A summertime Friday evening with a concert! The City of Highland Park is excited to announce the return of free, City-sponsored Downtown concerts at Port Clinton Square (600 Central Ave.) on select Friday evenings July 11 through September 26. Bring a lawn chair and kickoff your weekend with live music from a diverse range of artists and genres including: folk, reggae, blues, soul, classic rock, Latin, and more.
AUGUST 29 LINEUP
Entertainment
Guitarra Azul | Flamenco
Food & Beverage
Steep Ravine Brewing Company
Fluffy Bunny
Awesome Mini Donuts

Food Truck Thursdays
AUGUST 28 LINEUP
4:30 PM - 5:45 PM | Noah’s Jam Jam Band Bourée | Children’s entertainer
6 PM - 8:30 PM | K-Nein | 10-piece Americana rock’n’roll band with horns
Food Truck Thursdays
June 5 - September 18 | 4:30 PM - Dusk
Jens Jensen Park | 540 Roger Williams Ave.
Mark your calendars: Food Truck Thursdays returns to the Ravinia District this summer, June 5 through September 18, at Jens Jensen Park! Savor fresh flavors from a variety of food trucks, including Highland Park vendors Abigail’s American Bistro, Indus Progressive Indian, Michael’s Grill & Salad Bar, Shaevitz Kosher Market & BBQ, and Steep Ravine Brewing Company while enjoying warm summer evenings and dancing to great music every Thursday night, 4:30 PM to dusk in the Ravinia District!
We can’t imagine a better way to spend a summer evening than good friends, good food, and of course, great music.
FEATURED TRUCKS
Bumbu Roux, Chessie Struck, Chicago Lunch Box, Chill’s Italian Ice, Cousins Maine Lobster, Culinary Gangster Glenview, Frankie Da Pizza Dude, Goodstuff Eats, Hawaiian Food Truck, Hello Boba Truck, Kona Ice, La Cocinita, Limoni Belli, Little Louies, Mamalicous Cooking, Maiztify, My Funnel Truck, Nettle Creek Foods, Royal Ice Cream, San Judas Food Truck, Sausage Fest Truck, Taco Motora, Taste Greek Good, Tievoli Pizza Bar, and Yum Dum Truck
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. Additional event sponsors include Wayfarer Theaters. For more information on how to be a part of the 2025 event season as a participating or sponsoring business, please contact the Ravinia District’s event management team, Ripple Public Relations, info@ripplepublicrelations.com, or call 847.432.6000.

Ravinia Farmers Market
Ravinia Farmers Market
Wednesdays, June 4 - October 29 | 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.
ENTERTAINMENT
9 AM – 10 AM | Jazzman Jeff
10:30 AM – 11:30 AM | Pierce Crask
12 PM – 1 PM | Albie Powers & Friends

Port Clinton Art Festival
Amdur Productions presents
Port Clinton Art Festival
August 23 & 24 | 10 AM - 5 PM
Downtown Highland Park
See paintings, sculpture, mixed media work and more. Get your steps in while browsing thousands of art pieces from over 200 of the best artists in the country. Have kids? Get creative at the Kids Art Zone with art projects, face painting, giant bubbles, painting classes and more. Take a break with a cold beverage, specialty coffee, tasty treats and live music. Look for Kid Friendly Art Tent & Live Art Demo stations and interact with our artists!
Celebrate 42 years of art at Port Clinton Art Festival in Highland Park

Food Truck Thursdays
AUGUST 21 LINEUP
4:30 PM - 5:45 PM | Wincanton | Local jam band duo
6 PM - 8:30 PM | Sara Jean Stevens & the Swamp Angels | Country soul
Food Truck Thursdays
June 5 - September 18 | 4:30 PM - Dusk
Jens Jensen Park | 540 Roger Williams Ave.
Mark your calendars: Food Truck Thursdays returns to the Ravinia District this summer, June 5 through September 18, at Jens Jensen Park! Savor fresh flavors from a variety of food trucks, including Highland Park vendors Abigail’s American Bistro, Indus Progressive Indian, Michael’s Grill & Salad Bar, Shaevitz Kosher Market & BBQ, and Steep Ravine Brewing Company while enjoying warm summer evenings and dancing to great music every Thursday night, 4:30 PM to dusk in the Ravinia District!
We can’t imagine a better way to spend a summer evening than good friends, good food, and of course, great music.
FEATURED TRUCKS
Bumbu Roux, Chessie Struck, Chicago Lunch Box, Chill’s Italian Ice, Cousins Maine Lobster, Culinary Gangster Glenview, Frankie Da Pizza Dude, Goodstuff Eats, Hawaiian Food Truck, Hello Boba Truck, Kona Ice, La Cocinita, Limoni Belli, Little Louies, Mamalicous Cooking, Maiztify, My Funnel Truck, Nettle Creek Foods, Royal Ice Cream, San Judas Food Truck, Sausage Fest Truck, Taco Motora, Taste Greek Good, Tievoli Pizza Bar, and Yum Dum Truck
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. Additional event sponsors include Wayfarer Theaters. For more information on how to be a part of the 2025 event season as a participating or sponsoring business, please contact the Ravinia District’s event management team, Ripple Public Relations, info@ripplepublicrelations.com, or call 847.432.6000.

Taste of Ravinia
Wednesday, August 20 | 7 AM - 1PM
Jens Jensen Park | 450 Roger Williams Ave.
4 PM - 9 PM
Ravinia Festival Grounds | 200 Ravinia Park

Downtown Concerts at Port Clinton
The City of Highland Park’s Downtown Event Series presents:
Downtown Concerts at Port Clinton
August 15 | 6 PM - 8 PM
Port Clinton Square | 600 Central Ave.
What’s better than a summertime Friday evening? A summertime Friday evening with a concert! The City of Highland Park is excited to announce the return of free, City-sponsored Downtown concerts at Port Clinton Square (600 Central Ave.) on select Friday evenings July 11 through September 26. Bring a lawn chair and kickoff your weekend with live music from a diverse range of artists and genres including: folk, reggae, blues, soul, classic rock, Latin, and more.
AUGUST 15 LINEUP
Entertainment
Guy King | Vocal Jazz Classics
Food & Beverage
Steep Ravine Brewing Company
Fluffy Bunny
Yellow Duck Truck

Food Truck Thursdays - Elton John & Billy Joel Nite
AUGUST 14 LINEUP
4:30 PM - Dusk | Sing along to all the hits from Elton John and Billy Joel with tribute artist and impersonator, Simply Elton
Sponsored by Banner Kitchen & Bath
Food Truck Thursdays - Elton John & Billy Joel Nite
August 14 | 4:30 PM - Dusk
Jens Jensen Park | 540 Roger Williams Ave.
Mark your calendars: Food Truck Thursdays returns to the Ravinia District this summer, June 5 through September 18, at Jens Jensen Park! Savor fresh flavors from a variety of food trucks, including Highland Park vendors Abigail’s American Bistro, Indus Progressive Indian, Michael’s Grill & Salad Bar, Shaevitz Kosher Market & BBQ, and Steep Ravine Brewing Company while enjoying warm summer evenings and dancing to great music every Thursday night, 4:30 PM to dusk in the Ravinia District!
We can’t imagine a better way to spend a summer evening than good friends, good food, and of course, great music.
FEATURED TRUCKS
Bumbu Roux, Chessie Struck, Chicago Lunch Box, Chill’s Italian Ice, Cousins Maine Lobster, Culinary Gangster Glenview, Frankie Da Pizza Dude, Goodstuff Eats, Hawaiian Food Truck, Hello Boba Truck, Kona Ice, La Cocinita, Limoni Belli, Little Louies, Mamalicous Cooking, Maiztify, My Funnel Truck, Nettle Creek Foods, Royal Ice Cream, San Judas Food Truck, Sausage Fest Truck, Taco Motora, Taste Greek Good, Tievoli Pizza Bar, and Yum Dum Truck
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. Additional event sponsors include Wayfarer Theaters. For more information on how to be a part of the 2025 event season as a participating or sponsoring business, please contact the Ravinia District’s event management team, Ripple Public Relations, info@ripplepublicrelations.com, or call 847.432.6000.

Ravinia Farmers Market
Ravinia Farmers Market
Wednesdays, June 4 - October 29 | 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.
ENTERTAINMENT
9 AM – 10 AM | Jazzman Jeff
10:30 AM – 11:30 AM | Pierce Crask
12 PM – 1 PM | Albie Powers & Friends

Downtown Concerts at Port Clinton
The City of Highland Park’s Downtown Event Series presents:
Downtown Concerts at Port Clinton
August 8 | 6 PM - 8 PM
Port Clinton Square | 600 Central Ave.
What’s better than a summertime Friday evening? A summertime Friday evening with a concert! The City of Highland Park is excited to announce the return of free, City-sponsored Downtown concerts at Port Clinton Square (600 Central Ave.) on select Friday evenings July 11 through September 26. Bring a lawn chair and kickoff your weekend with live music from a diverse range of artists and genres including: folk, reggae, blues, soul, classic rock, Latin, and more.
AUGUST 8 LINEUP
Entertainment
Michelle Hallman Band | Classic Rock & Pop

Food Truck Thursdays
AUGUST 7 LINEUP
4:30 PM - 5:45 PM | James Conway Duo | Irish folk
6 PM - 8:30 PM | Extra Crispy Brass Band | 8-piece New Orleans-inspired brass band
Food Truck Thursdays
June 5 - September 18 | 4:30 PM - Dusk
Jens Jensen Park | 540 Roger Williams Ave.
Mark your calendars: Food Truck Thursdays returns to the Ravinia District this summer, June 5 through September 18, at Jens Jensen Park! Savor fresh flavors from a variety of food trucks, including Highland Park vendors Abigail’s American Bistro, Indus Progressive Indian, Michael’s Grill & Salad Bar, Shaevitz Kosher Market & BBQ, and Steep Ravine Brewing Company while enjoying warm summer evenings and dancing to great music every Thursday night, 4:30 PM to dusk in the Ravinia District!
We can’t imagine a better way to spend a summer evening than good friends, good food, and of course, great music.
FEATURED TRUCKS
Bumbu Roux, Chessie Struck, Chicago Lunch Box, Chill’s Italian Ice, Cousins Maine Lobster, Culinary Gangster Glenview, Frankie Da Pizza Dude, Goodstuff Eats, Hawaiian Food Truck, Hello Boba Truck, Kona Ice, La Cocinita, Limoni Belli, Little Louies, Mamalicous Cooking, Maiztify, My Funnel Truck, Nettle Creek Foods, Royal Ice Cream, San Judas Food Truck, Sausage Fest Truck, Taco Motora, Taste Greek Good, Tievoli Pizza Bar, and Yum Dum Truck
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. Additional event sponsors include Wayfarer Theaters. For more information on how to be a part of the 2025 event season as a participating or sponsoring business, please contact the Ravinia District’s event management team, Ripple Public Relations, info@ripplepublicrelations.com, or call 847.432.6000.

Ravinia Farmers Market
Ravinia Farmers Market
Wednesdays, June 4 - October 29 | 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.
ENTERTAINMENT
9 AM – 10 AM | Jazzman Jeff
10:30 AM – 11:30 AM | Pierce Crask
12 PM – 1 PM | Albie Powers & Friends

National Night Out
The City of Highland Park Police Department will host the annual National Night Out on August 5, 2025 from 6 PM - 8:30 PM.
NEW THIS YEAR: National Night Out will take place at the Hidden Creek Aquapark (1220 Fredrickson Place). Meet the men & women of the Highland Park Police Department and take part in family-friendly games and activities, giveaways, demonstrations, and more.

Downtown Concerts at Port Clinton
The City of Highland Park’s Downtown Event Series presents:
Downtown Concerts at Port Clinton
August 1 | 6 PM - 8 PM
Port Clinton Square | 600 Central Ave.
What’s better than a summertime Friday evening? A summertime Friday evening with a concert! The City of Highland Park is excited to announce the return of free, City-sponsored Downtown concerts at Port Clinton Square (600 Central Ave.) on select Friday evenings July 11 through September 26. Bring a lawn chair and kickoff your weekend with live music from a diverse range of artists and genres including: folk, reggae, blues, soul, classic rock, Latin, and more.
AUGUST 1 LINEUP
Entertainment
Kaleidoscope Eyes | Beatles Tribute Band
Food & Beverage
Steep Ravine Brewing Company
Fluffy Bunny

Food Truck Thursdays
JULY 31 LINEUP
4:30 PM - 5:45 PM | Pierce Crask & Ellis Clark | Delta blues folk
6 PM - 8:30 PM | Basement Band | Local classic rock band covering the Beatles, Elvis, the Eagles, and more
Food Truck Thursdays
June 5 - September 18 | 4:30 PM - Dusk
Jens Jensen Park | 540 Roger Williams Ave.
Mark your calendars: Food Truck Thursdays returns to the Ravinia District this summer, June 5 through September 18, at Jens Jensen Park! Savor fresh flavors from a variety of food trucks, including Highland Park vendors Abigail’s American Bistro, Indus Progressive Indian, Michael’s Grill & Salad Bar, Shaevitz Kosher Market & BBQ, and Steep Ravine Brewing Company while enjoying warm summer evenings and dancing to great music every Thursday night, 4:30 PM to dusk in the Ravinia District!
We can’t imagine a better way to spend a summer evening than good friends, good food, and of course, great music.
FEATURED TRUCKS
Bumbu Roux, Chessie Struck, Chicago Lunch Box, Chill’s Italian Ice, Cousins Maine Lobster, Culinary Gangster Glenview, Frankie Da Pizza Dude, Goodstuff Eats, Hawaiian Food Truck, Hello Boba Truck, Kona Ice, La Cocinita, Limoni Belli, Little Louies, Mamalicous Cooking, Maiztify, My Funnel Truck, Nettle Creek Foods, Royal Ice Cream, San Judas Food Truck, Sausage Fest Truck, Taco Motora, Taste Greek Good, Tievoli Pizza Bar, and Yum Dum Truck
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. Additional event sponsors include Wayfarer Theaters. For more information on how to be a part of the 2025 event season as a participating or sponsoring business, please contact the Ravinia District’s event management team, Ripple Public Relations, info@ripplepublicrelations.com, or call 847.432.6000.

Ravinia Farmers Market
Ravinia Farmers Market
Wednesdays, June 4 - October 29 | 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.
ENTERTAINMENT
9 AM – 10 AM | Jazzman Jeff
10:30 AM – 11:30 AM | Pierce Crask
12 PM – 1 PM | Albie Powers & Friends

Sidewalk Sale
The Highland Park Chamber of Commerce presents:
Sidewalk Sale
July 25 & 26 | 10 AM - 5 PM
Downtown Highland Park
More info coming soon!

Food Truck Thursdays
JULY 24 LINEUP
4:30 PM - 5:45 PM | Despina Pafralides | Bluegrass folk
6 PM - 8:30 PM | Jared Rabin Band | Local Americana rock’n’roll
Food Truck Thursdays
June 5 - September 18 | 4:30 PM - Dusk
Jens Jensen Park | 540 Roger Williams Ave.
Mark your calendars: Food Truck Thursdays returns to the Ravinia District this summer, June 5 through September 18, at Jens Jensen Park! Savor fresh flavors from a variety of food trucks, including Highland Park vendors Abigail’s American Bistro, Indus Progressive Indian, Michael’s Grill & Salad Bar, Shaevitz Kosher Market & BBQ, and Steep Ravine Brewing Company while enjoying warm summer evenings and dancing to great music every Thursday night, 4:30 PM to dusk in the Ravinia District!
We can’t imagine a better way to spend a summer evening than good friends, good food, and of course, great music.
FEATURED TRUCKS
Bumbu Roux, Chessie Struck, Chicago Lunch Box, Chill’s Italian Ice, Cousins Maine Lobster, Culinary Gangster Glenview, Frankie Da Pizza Dude, Goodstuff Eats, Hawaiian Food Truck, Hello Boba Truck, Kona Ice, La Cocinita, Limoni Belli, Little Louies, Mamalicous Cooking, Maiztify, My Funnel Truck, Nettle Creek Foods, Royal Ice Cream, San Judas Food Truck, Sausage Fest Truck, Taco Motora, Taste Greek Good, Tievoli Pizza Bar, and Yum Dum Truck
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. Additional event sponsors include Wayfarer Theaters. For more information on how to be a part of the 2025 event season as a participating or sponsoring business, please contact the Ravinia District’s event management team, Ripple Public Relations, info@ripplepublicrelations.com, or call 847.432.6000.

Ravinia Farmers Market
Ravinia Farmers Market
Wednesdays, June 4 - October 29 | 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.
ENTERTAINMENT
9 AM – 10 AM | Jazzman Jeff
10:30 AM – 11:30 AM | Pierce Crask
12 PM – 1 PM | Albie Powers & Friends

Downtown Concerts at Port Clinton
The City of Highland Park’s Downtown Event Series presents:
Downtown Concerts at Port Clinton
July 18 | 6 PM - 8 PM
Port Clinton Square | 600 Central Ave.
What’s better than a summertime Friday evening? A summertime Friday evening with a concert! The City of Highland Park is excited to announce the return of free, City-sponsored Downtown concerts at Port Clinton Square (600 Central Ave.) on select Friday evenings July 11 through September 26. Bring a lawn chair and kickoff your weekend with live music from a diverse range of artists and genres including: folk, reggae, blues, soul, classic rock, Latin, and more.
JULY 18 LINEUP
Entertainment
Urban Roots Band | Reggae
Food & Beverage
Yana’s Speakeasy
Fluffy Bunny

Food Truck Thursdays
JULY 17 LINEUP
4:30 PM - 5:45 PM | Jeanie B! | Children’s entertainer
6 PM - 8:30 PM | The Ravinia Ramblers | Local family-friendly rock’n’roll
Food Truck Thursdays
June 5 - September 18 | 4:30 PM - Dusk
Jens Jensen Park | 540 Roger Williams Ave.
Mark your calendars: Food Truck Thursdays returns to the Ravinia District this summer, June 5 through September 18, at Jens Jensen Park! Savor fresh flavors from a variety of food trucks, including Highland Park vendors Abigail’s American Bistro, Indus Progressive Indian, Michael’s Grill & Salad Bar, Shaevitz Kosher Market & BBQ, and Steep Ravine Brewing Company while enjoying warm summer evenings and dancing to great music every Thursday night, 4:30 PM to dusk in the Ravinia District!
We can’t imagine a better way to spend a summer evening than good friends, good food, and of course, great music.
FEATURED TRUCKS
Bumbu Roux, Chessie Struck, Chicago Lunch Box, Chill’s Italian Ice, Cousins Maine Lobster, Culinary Gangster Glenview, Frankie Da Pizza Dude, Goodstuff Eats, Hawaiian Food Truck, Hello Boba Truck, Kona Ice, La Cocinita, Limoni Belli, Little Louies, Mamalicous Cooking, Maiztify, My Funnel Truck, Nettle Creek Foods, Royal Ice Cream, San Judas Food Truck, Sausage Fest Truck, Taco Motora, Taste Greek Good, Tievoli Pizza Bar, and Yum Dum Truck
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. Additional event sponsors include Wayfarer Theaters. For more information on how to be a part of the 2025 event season as a participating or sponsoring business, please contact the Ravinia District’s event management team, Ripple Public Relations, info@ripplepublicrelations.com, or call 847.432.6000.

Ravinia Farmers Market
Ravinia Farmers Market
Wednesdays, June 4 - October 29 | 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.
ENTERTAINMENT
9 AM – 10 AM | Jazzman Jeff
10:30 AM – 11:30 AM | Pierce Crask
12 PM – 1 PM | Albie Powers & Friends

Downtown Concerts at Port Clinton
The City of Highland Park’s Downtown Event Series presents:
Downtown Concerts at Port Clinton
July 11 | 6 PM - 8 PM
Port Clinton Square | 600 Central Ave.
What’s better than a summertime Friday evening? A summertime Friday evening with a concert! The City of Highland Park is excited to announce the return of free, City-sponsored Downtown concerts at Port Clinton Square (600 Central Ave.) on select Friday evenings July 11 through September 26. Bring a lawn chair and kickoff your weekend with live music from a diverse range of artists and genres including: folk, reggae, blues, soul, classic rock, Latin, and more.
JULY 11 LINEUP
Entertainment
The Oh Yeahs | Acoustic Vocal Trio
Food & Beverage
Steep Ravine Brewing Company
Fluffy Bunny
Awesome Mini Donuts

Food Truck Thursdays - Broadway Nite
JULY 10 LINEUP
4:30 PM - Dusk | Selections from Rent by Highland Park Players, selections from Wicked by Children’s Theatre Co., & selections from Hairspray by Uptown Music Theater
Dusk | Special screening of Hairspray in the park sponsored by the Park District of Highland Park
Food Truck Thursdays - Broadway Nite
July 10 | 4:30 PM - Dusk
Jens Jensen Park | 540 Roger Williams Ave.
Mark your calendars: Food Truck Thursdays returns to the Ravinia District this summer, June 5 through September 18, at Jens Jensen Park! Savor fresh flavors from a variety of food trucks, including Highland Park vendors Abigail’s American Bistro, Indus Progressive Indian, Michael’s Grill & Salad Bar, Shaevitz Kosher Market & BBQ, and Steep Ravine Brewing Company while enjoying warm summer evenings and dancing to great music every Thursday night, 4:30 PM to dusk in the Ravinia District!
We can’t imagine a better way to spend a summer evening than good friends, good food, and of course, great music.
FEATURED TRUCKS
Bumbu Roux, Chessie Struck, Chicago Lunch Box, Chill’s Italian Ice, Cousins Maine Lobster, Culinary Gangster Glenview, Frankie Da Pizza Dude, Goodstuff Eats, Hawaiian Food Truck, Hello Boba Truck, Kona Ice, La Cocinita, Limoni Belli, Little Louies, Mamalicous Cooking, Maiztify, My Funnel Truck, Nettle Creek Foods, Royal Ice Cream, San Judas Food Truck, Sausage Fest Truck, Taco Motora, Taste Greek Good, Tievoli Pizza Bar, and Yum Dum Truck
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. Additional event sponsors include Wayfarer Theaters. For more information on how to be a part of the 2025 event season as a participating or sponsoring business, please contact the Ravinia District’s event management team, Ripple Public Relations, info@ripplepublicrelations.com, or call 847.432.6000.