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

Filtering by: “festivals”
Port Clinton Art Festival
Aug
23
to Aug 24

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

View Event →
Ravinia Farmers Market
Aug
27

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

View Event →
Food Truck Thursdays
Aug
28

Food Truck Thursdays

AUGUST 28 LINEUP

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.

View Event →
Downtown Concerts at Port Clinton
Aug
29

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

View Event →
Ravinia Farmers Market
Sep
3

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

View Event →
Food Truck Thursdays
Sep
4

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.

View Event →
Downtown Concerts at Port Clinton
Sep
5

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

View Event →
Vintage Car Show
Sep
6

Vintage Car Show

  • 525 Central Avenue Highland Park, IL, 60035 United States (map)
  • Google Calendar ICS

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.



View Event →
Ravinia Farmers Market
Sep
10

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

View Event →
Food Truck Thursdays
Sep
11

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.

View Event →
Downtown Concerts at Port Clinton
Sep
12

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

View Event →
Ravinia Farmers Market
Sep
17

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

View Event →
Food Truck Thursdays
Sep
18

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.

View Event →
Downtown Concerts at Port Clinton
Sep
19

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

View Event →
Ravinia Farmers Market
Sep
24

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

View Event →
Ravinia Farmers Market
Oct
1

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

View Event →
Ravinia Farmers Market
Oct
8

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

View Event →
Stews & Brews
Oct
11

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!



View Event →
Ravinia Farmers Market
Oct
15

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

View Event →
Ravinia Farmers Market
Oct
22

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

View Event →
Ravinia Farmers Market
Oct
29

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

View Event →

Food Truck Thursdays
Aug
21

Food Truck Thursdays

AUGUST 21 LINEUP

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.

View Event →
Downtown Concerts at Port Clinton
Aug
15

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

View Event →
Food Truck Thursdays - Elton John & Billy Joel Nite
Aug
14

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.

View Event →
Ravinia Farmers Market
Aug
13

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

View Event →
Downtown Concerts at Port Clinton
Aug
8

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

View Event →
Food Truck Thursdays
Aug
7

Food Truck Thursdays

AUGUST 7 LINEUP

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.

View Event →
Ravinia Farmers Market
Aug
6

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

View Event →
Downtown Concerts at Port Clinton
Aug
1

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

View Event →
Food Truck Thursdays
Jul
31

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.

View Event →
Ravinia Farmers Market
Jul
30

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

View Event →
Food Truck Thursdays
Jul
24

Food Truck Thursdays

JULY 24 LINEUP

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.

View Event →
Ravinia Farmers Market
Jul
23

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

View Event →
Downtown Concerts at Port Clinton
Jul
18

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

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Food Truck Thursdays
Jul
17

Food Truck Thursdays

JULY 17 LINEUP

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.

View Event →
Ravinia Farmers Market
Jul
16

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

View Event →
Downtown Concerts at Port Clinton
Jul
11

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

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Food Truck Thursdays - Broadway Nite
Jul
10

Food Truck Thursdays - Broadway Nite

JULY 10 LINEUP

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.

View Event →
Ravinia Farmers Market
Jul
9

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

View Event →
Ravinia Farmers Market
Jul
2

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

View Event →
Bitter Jester Music Festival Grand Finale
Jun
28

Bitter Jester Music Festival Grand Finale

  • Downtown Highland Park - Second Street between Central & Laurel (map)
  • Google Calendar ICS

Bitter Jester Foundation for the Arts presents

Bitter Jester Music Festival Grand Finale

June 28 | 2 PM - 10:30 PM
Second St. from Central Ave. to Laurel Ave.


Looking for something fun to do on the weekend? How about live music near you…

The Grand Finale concert will be co-emceed by NPR's Peter Sagal (host of "Wait Wait... Don't Tell Me!") and Bitter Jester's Nicolas DeGrazia (Emmy-winning Producer/Director). Come out and meet Peter in person while you discover your next favorite band! Twelve musical acts from half a dozen states will be featured.

Eight musical acts from half a dozen states compete alongside four Showcase Artists. Kick back with a cool drink from Steep Ravine Brewing Company or a great bite to eat from Judy’s Pizza, BWB Shakes, or Curt’s Cafe while you enjoy this FREE, vibrant, and family-friendly show. You’ll be sure to discover your next favorite band or solo artist to add to your personal playlists after the festival!

FINALE LINEUP

In Competition:
Cabin Fever (NY)
Charlieboy (WI)
Exit 122 (IL)
Meera Raphael (RI)
Patches & Albo (IL)
Platinum Moon (NY)
Tikimen of Berlin (MI)
Zeke Rowan (MI)

Featured Showcases:
Crowd Vulture (IL)
North Grove (IL)
The Orchids (IL)
Rae (TN)

View Event →
Wine Stroll
Jun
26

Wine Stroll

The Highland Park Chamber of Commerce presents:

Wine Stroll

June 26 | 5 PM - 7:30 PM
Check in at First Bank of Highland Park | 1835 First St.


Stroll the streets of downtown Highland Park and visit the participating businesses while sipping, shopping, and savoring!
Be a part of one of Highland Park’s most anticipated community events! The Highland Park Wine Stroll draws residents and visitors alike to our vibrant downtown for an evening of wine tastings, shopping, and fun! As a participating business, you’ll have the unique opportunity to showcase your brand, drive foot traffic, and connect with new customers in a fun and festive atmosphere.

View Event →
Food Truck Thursdays
Jun
26

Food Truck Thursdays

JUNE 26 LINEUP

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.

View Event →
Ravinia Farmers Market
Jun
25

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

View Event →
Taste of Highland Park
Jun
20
to Jun 21

Taste of Highland Park

Taste of Highland Park

JUNE 20 & 21 | 5 PM - 10 PM BOTH DAYS
PORT CLINTON SQUARE | 600 CENTRAL AVE.

The Taste of Highland Park is downtown Highland Park’s premier dining and music festival. Mark your calendars for 2025’s event: Friday, June 20 and Saturday, June 21 from 5 PM - 10 PM both nights, at Port Clinton Square (600 Central Ave.).



View Event →
Food Truck Thursdays
Jun
19

Food Truck Thursdays

JUNE 19 LINEUP

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.

View Event →
Ravinia Farmers Market
Jun
18

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

View Event →
Bitter Jester Music Festival Preliminary Concert - Night 4
Jun
14

Bitter Jester Music Festival Preliminary Concert - Night 4

Bitter Jester Foundation for the Arts presents

Bitter Jester Music Festival Preliminary Concert Night 4

June 14 | 5:30 PM - 10:30 PM
Port Clinton Square | 600 Central Ave.


Looking for something fun to do on the weekend? How about live music near you…

Each week, six bands/solo artists from across the Midwest and beyond battle for a spot in the June 28, 2025, Grand Finale for a $2,000 cash prize, gear, incredible additional performance opportunities, and the title of Grand Champion! One BJMF Finalist will be selected to open for a National Headliner at Ravinia Festival in 2026!

These FREE concerts are vibrant and fun variety acts that the whole family can enjoy. You’ll be sure to discover your next favorite band or solo artist to add to your personal playlists after the festival!

NIGHT 4 LINEUP:

Belle Vista (Showcase)
Cabin Fever
Control the Sound (Showcase)
Crowd Vulture
Elle of the Wilds (Guest Artist)
Exit 122
The Orchids
Party Hat Club
rae
TUMI (Guest Artist)

View Event →
Arts on Sheridan
Jun
14
to Jun 15

Arts on Sheridan

Amdur Productions presents

Arts on Sheridan

June 14 - June 15 | 10 AM - 5 PM
Downtown Highland Park | Sheridan Rd. from The Art Center to Central Ave., & Central Ave. from Chase Bank (corner of Central & St. Johns) to Public Parking at 442 & 421 Central Ave.


Plan Your Day at Arts on Sheridan in Highland Park!

This June 14 and 15, join us at Arts on Sheridan, a brand new art festival in beautiful Highland Park, IL! Stroll through East Highland Park and explore a curated selection of art from talented artists across all mediums. Whether you're looking for the perfect gift for Father's Day or want to enjoy a summer day surrounded by beautiful art, Arts on Sheridan is the place for you. Don't miss out on this exciting new festival in this beautiful North Shore community! With a Kids Art Zone, live music, food + drink and Live Art Demos, there is something for the whole family all weekend long!

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