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
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.
5 PM - 5:50 PM | Anderlik, Church, & Littel
Folk Country
6 PM - 8:30 PM | Aimont Moondance
Celebrating the Music of Van Morrison
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 City contractor, Life Rhythms, Inc., and is co-sponsored by the Highland Park Community Foundation.
America250 at Ravinia Festival - CSO: On the Movies
America250 at Ravinia Festival - On the Movies with the Chicago Symphony Orchestra
JUL. 24 | 8 PM
Ravinia Festival | Hunter Pavilion
America250 at Ravinia Festival
Ravinia Festival has been an American institution since 1904; an unofficial summer home of the Midwest where artists come to share and celebrate the joy of live music. For the 250th anniversary of our Declaration of Independence this summer, a wide range of artists, genres, and reflections in American music—from hip-hop and pop to classical and country—will be celebrated across Ravinia Festival concerts, including compositions focused on American themes that honor the history of the nation.
Chief Conductor Marin Alsop and composer Laura Karpman rack focus on one of America’s leading features in global culture—the movies!—for an evening with the Chicago Symphony Orchestra that illuminates film-music perspectives by and about women.
America250 at Ravinia Festival - Chanticleer: Our American Journey
America250 at Ravinia Festival - Chanticleer: Our American Journey
JUL. 26 | 1:30 PM
Ravinia Festival | Martin Theater
America250 at Ravinia Festival
Ravinia Festival has been an American institution since 1904; an unofficial summer home of the Midwest where artists come to share and celebrate the joy of live music. For the 250th anniversary of our Declaration of Independence this summer, a wide range of artists, genres, and reflections in American music—from hip-hop and pop to classical and country—will be celebrated across Ravinia Festival concerts, including compositions focused on American themes that honor the history of the nation.
The Grammy-winning ensemble Chanticleer traces centuries of musical heritage, exploring spirituals, shape-note songs, barbershop, and vocal jazz alongside bluegrass, folksong, and more as blueprints of contemporary classics.
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.
5 PM - 5:50 PM | Brandon Reisdorf Duo
Bluegrass
6 PM - 8:30 PM | Miles Over Mountains
Bluegrass
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 City contractor, Life Rhythms, Inc., and is co-sponsored by the Highland Park Community Foundation.
Downtown Concert at Port Clinton: Treasures of Thailand
Get ready for a Taste of Thailand with cuisine from Ruby of Siam and perfectly paired wine selections from Lynfred Winery. In addition to sidewalk chalk, bubbles, and bean bag tic tac toe for the kids, entertainment will include music from The Muzik Engine, Thai dancers, and trivia from Wayfarer Theaters & J. Blanton Plumbing.
Downtown Concerts at Port Clinton: Treasures of Thailand
JUL. 31 | 6 PM - 8 PM
Port Clinton Square | 600 Central Ave.
Dine & dance your way across the globe this summer in the heart of Highland Park. No passport necessary.
The City of Highland Park's FREE Friday evening concert series returns in 2026 with a special, global twist. Grab your friends, neighbors, and family and head to Port Clinton Square. Over the course of 10 Friday evenings this summer, enjoy world cuisine from HP restaurants with accompanying music and cultural performances.
From Thailand to France to Mexico, Ukraine, Italy, America, India, and beyond, you're invited to experience the flavors that make Highland Park's culinary scene one of the most diverse on Chicago's North Shore.
America250 at Ravinia Festival - CSO: Carlos Simon’s Good News Mass
America250 at Ravinia Festival - Chicago Symphony Orchestra: Carlos Simon’s Good News Mass
JUL. 31 | 7:30 PM
Ravinia Festival | Hunter Pavilion
America250 at Ravinia Festival
Ravinia Festival has been an American institution since 1904; an unofficial summer home of the Midwest where artists come to share and celebrate the joy of live music. For the 250th anniversary of our Declaration of Independence this summer, a wide range of artists, genres, and reflections in American music—from hip-hop and pop to classical and country—will be celebrated across Ravinia Festival concerts, including compositions focused on American themes that honor the history of the nation.
Chief Conductor Marin Alsop leads the Chicago Symphony Orchestra in Carlos Simon’s Good News Mass, combining African American spirituality and classical music tradition, and dovetails to the American-heartland inspirations in Dvořák’s “New World” Symphony.
America250 at Ravinia Festival - Emanuel Ax with CSO: John Adams & Rachmaninoff
America250 at Ravinia Festival - Emanuel Ax with Chicago Symphony Orchestra: John Adams & Rachmaninoff
AUG. 1 | 7:30 PM
Ravinia Festival | Hunter Pavilion
America250 at Ravinia Festival
Ravinia Festival has been an American institution since 1904; an unofficial summer home of the Midwest where artists come to share and celebrate the joy of live music. For the 250th anniversary of our Declaration of Independence this summer, a wide range of artists, genres, and reflections in American music—from hip-hop and pop to classical and country—will be celebrated across Ravinia Festival concerts, including compositions focused on American themes that honor the history of the nation.
Emanuel Ax guests with the Chicago Symphony Orchestra, playing the new Piano Concerto written for him by John Williams. Chief Conductor Marin Alsop also leads music by John Adams and Rachmaninoff’s Symphonic Dances, written shortly before he became an American citizen.
America250 at Ravinia Festival - This Land: America in Song
America250 at Ravinia Festival - This Land: America in Song
AUG. 2 | 5 PM
Ravinia Festival | Hunter Pavilion
America250 at Ravinia Festival
Ravinia Festival has been an American institution since 1904; an unofficial summer home of the Midwest where artists come to share and celebrate the joy of live music. For the 250th anniversary of our Declaration of Independence this summer, a wide range of artists, genres, and reflections in American music—from hip-hop and pop to classical and country—will be celebrated across Ravinia Festival concerts, including compositions focused on American themes that honor the history of the nation.
Ted Sperling hosts and conducts “This Land,” traversing two centuries-plus of popular music across U.S. history with the Chicago Symphony Orchestra—Stephen Foster gems, Sam Cooke and Bob Dylan anthems, songs from stage and screen, and more.
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.
5 PM - 5:50 PM | Lucky Pickers
Folk
6 PM - 8:30 PM | Big Sadie
Western Swing
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 City contractor, Life Rhythms, Inc., and is co-sponsored by the Highland Park Community Foundation.
Downtown Concert at Port Clinton: American Melting Pot
Downtown Concerts at Port Clinton: American Melting Pot
AUG. 7 | 6 PM - 8 PM
Port Clinton Square | 600 Central Ave.
Celebrate our great American melting pot with a variety of fusion menu items inspired from around the world from BWB Shakes. Steep Ravine Brewing Company will offer a selection of craft beers. Enjoy classic American hits and covers spanning a vast number of genres from Uptown Shakedown.
America250 at Ravinia Festival - America the Elusive
America250 at Ravinia Festival - This Land: America in Song
AUG. 8 | 1:30 PM
Ravinia Festival | Bennett Gordon Hall
America250 at Ravinia Festival
Ravinia Festival has been an American institution since 1904; an unofficial summer home of the Midwest where artists come to share and celebrate the joy of live music. For the 250th anniversary of our Declaration of Independence this summer, a wide range of artists, genres, and reflections in American music—from hip-hop and pop to classical and country—will be celebrated across Ravinia Festival concerts, including compositions focused on American themes that honor the history of the nation.
Ravinia Festival’s Steans Institute performance-study fellowship program for emerging professional classical singers presents an afternoon concert featuring a kaleidoscope of musical impressions of America from diverse times, places, and viewpoints, including music by Ives, Weill, Puccini, Britten, Montsalvatge, Dvořák, and Rameau.
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.
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 City contractor, Life Rhythms, Inc., and is co-sponsored by the Highland Park Community Foundation.
Downtown Concert at Port Clinton: Bon AppétEAT
Downtown Concerts at Port Clinton: Bon AppétEAT
AUG. 14 | 6 PM - 8 PM
Port Clinton Square | 600 Central Ave.
This week will make you think that you’re enjoying a warm summer evening in Montmartre. Enjoy authentic French flavors from That Little French Guy and curated wines from Lynfred Winery. Jazz ensemble Lush Life will provide the perfect Parisian ambiance.
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 - 90s Theme Night
Food Truck Thursdays - 90s Theme Night
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.
5 PM - 5:50 PM | Laura Glyda
90s Folk
6 PM - 8:30 PM | Ren Patrick & the Players
90s Pop & Rock
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 City contractor, Life Rhythms, Inc., and is co-sponsored by the Highland Park Community Foundation.
Downtown Concert at Port Clinton: Bollywood Beats & Eats
Downtown Concerts at Port Clinton: Bollywood Beats & Eats
AUG. 21 | 6 PM - 8 PM
Port Clinton Square | 600 Central Ave.
Eat to the Bollywood Beat with elevated Indian cuisine from the award-winning Indus Progressive Indian. Bollywood dancers and music from Manmeet Kaur will be the evening’s entertainment.
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.
5 PM - 5:50 PM | Petra van Nuis Duo
Jazz Duo
6 PM - 8:30 PM | Bumpus
9-Piece Funk Band
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 City contractor, 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.
5 PM - 5:30 PM | Mr. Dave
Children’s Entertainment
5:45 PM - 8 PM | WHKW (feat. members of Family Groove Company & 56 Hope Road)
Covering Classics by CSNY & Other Laurel Canyon Favorites
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 City contractor, Life Rhythms, Inc., and is co-sponsored by the Highland Park Community Foundation.
Downtown Concert at Port Clinton: Nashville Nosh
Downtown Concerts at Port Clinton: Nashville Nosh
SEPT. 4 | 6 PM - 8 PM
Port Clinton Square | 600 Central Ave.
Nothing makes you feel like family quite like Southern hospitality! Enjoy a family-friendly Nashville-inspired evening with The Barn Steakhouse, County Line String Band, Line Dancing with Heather, along with a Dolly Parton tribute artist.
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: Notte Italiana
Downtown Concerts at Port Clinton: Notte Italiana
SEPT. 11 | 6 PM - 8 PM
Port Clinton Square | 600 Central Ave.
One of Highland Park’s newest restaurants, Nico Trattoria & Pizzeria will share your favorite Italian cuisine and cocktails while Steep Ravine Brewing Company serves craft beer. Rat Pack-inspired entertainment from the Diva Montell & Jeorge Holmes Duo will provide the perfect romantic atmosphere for the evening.
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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: Sabor de Libertad
Downtown Concerts at Port Clinton: Sabor de Libertad
SEPT. 18 | 6 PM - 8 PM
Port Clinton Square | 600 Central Ave.
Tamales is turning up the heat in all the best ways with their beloved Mexican cuisine. Grab a drink from Lynfred Winery to toast Mexican Independence Day while salsa dancers groove to the tunes of the Cecy Santana Trio and Orquesta Alta Vida. This is one fiesta you won’t want to miss.
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.
Commemorate fall with scarecrows, pumpkins, great food, live music, and family fun! The Downtown Concerts Season Finale features a line-up of family-friendly music and activities, seasonal decor, and a Scarecrow Trail through town to see over two dozen festive scarecrows, each uniquely decorated by local businesses, to cast a vote for “Best in Show.” Close out this year’s season of Friday night concerts with world cuisine from Las Torres Mexican Restaurant, Michael’s Grill & Salad Bar, and Indus Progressive Indian. Take part in facepainting, airbrush tattoos, and pumpkin crafts, interact with larger-than-life scarecrow puppets, and jam out to Miss Jamie’s Farm, Istvan & His Imaginary Band, Ben Tatar & the Tatar Tots, and Taylor & Mane.
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.
Holiday Lighting
Holiday Lighting
NOV. 21 | 4 PM - 6 PM
Port Clinton Square | 600 Central Ave.
More info coming soon!
Downtown Concert at Port Clinton: Slavic Savor
Downtown Concerts at Port Clinton: Slavic Savor
JUL. 17 | 6 PM - 8 PM
Port Clinton Square | 600 Central Ave.
Dine & dance your way across the globe this summer in the heart of Highland Park. No passport necessary.
The City of Highland Park's FREE Friday evening concert series returns in 2026 with a special, global twist. Grab your friends, neighbors, and family and head to Port Clinton Square. Over the course of 10 Friday evenings this summer, enjoy world cuisine from HP restaurants with accompanying music and cultural performances.
From Thailand to France to Mexico, Ukraine, Italy, America, India, and beyond, you're invited to experience the flavors that make Highland Park's culinary scene one of the most diverse on Chicago's North Shore.
JUL. 17 | SLAVIC SAVOR
We're headed to Eastern Europe this week with SLAVIC SAVOR. Cafe Dacha will be serving up all your Eastern European favorites and Steep Ravine Brewing Company will offer a selection of craft beers for those 21+. In addition to sidewalk chalk, bubbles, and bean bag tic tac toe for the kids, entertainment will include music from Paul Strolia and Volodymyr Okilko, Ukrainian dancers, and trivia from Wayfarer Theaters & J. Blanton Plumbing.
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.
5 PM - 5:50 PM | Layni Katz Duo
Broadway Pop & Jazz
6 PM - 8:30 PM | Todd Kessler Band
5-Piece Folk Rock
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 City contractor, 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.
Downtown Concert at Port Clinton: Kosher & Klezmer
JULY 10 | KOSHER & KLEZMER
Kick off the series by exploring the Jewish diaspora with KOSHER & KLEZMER. Mizrahi Grill will be serving up kosher cuisine while the Maxwell Street Klezmer Band entertains. Steep Ravine Brewing Company will also be onsite offering libations for those 21+. PLUS, flex your knowledge with trivia during the intermission with Wayfarer Theaters. Kids and adults alike can also enjoy sidewalk chalk, bubbles, and bean bag tic tac toe throughout the evening.
Downtown Concerts at Port Clinton: Kosher & Klezmer
JUL. 10 | 5 PM - 7 PM
Port Clinton Square | 600 Central Ave.
Dine & dance your way across the globe this summer in the heart of Highland Park. No passport necessary.
The City of Highland Park's FREE Friday evening concert series returns in 2026 with a special, global twist. Grab your friends, neighbors, and family and head to Port Clinton Square. Over the course of 10 Friday evenings this summer, enjoy world cuisine from HP restaurants with accompanying music and cultural performances.
From Thailand to France to Mexico, Ukraine, Italy, America, India, and beyond, you're invited to experience the flavors that make Highland Park's culinary scene one of the most diverse on Chicago's North Shore.
Food Truck Thursdays: America250 Night
Food Truck Thursdays: America250 Theme Night
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.
5 PM - 5:50 PM | Diamondback Trio
Country
6 PM - 8:30 PM | Blue Rose Band
6-Piece Americana & Country
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 City contractor, 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.
Independence Fest
The Park District of Highland Park presents
Canceled: Independence Fest
JUL. 3 | 5:30 PM - 9:30 PM
The Preserve of Highland Park - 1207 Park Ave. W.
Update, July 3: For the safety of our community, performers, vendors, and staff, the City of Highland Park and the Park District of Highland Park, in consultation with the fireworks contractor, have made the difficult decision to cancel Independence Fest and to reschedule the fireworks display to a later date. At this time, no changes are anticipated for the Independence Day parade, scheduled for 10:30 AM and the Star-Spangled Pool Party, scheduled for 11 AM, on Saturday, July 4.
If you pre-purchased an Independence Fest wristband and would like a refund, please reach out to the Park District's customer service office at registrations@pdhp.org. If you choose not to request a refund, your wristband purchase will be donated to the Parks Foundation of Highland Park Scholarship Fund.
The City will announce the rescheduled fireworks display once a new date has been confirmed.
We apologize for the inconvenience, and we wish you and your family a safe and happy holiday weekend. We look forward to celebrating with you at the Independence Day Parade and the Star-Spangled Pool Party!
The Park District of Highland Park invites you to enjoy an evening packed with live entertainment, thrilling rides, carnival games, great food, and exciting activities for all ages! This year’s celebration proudly aligns with America250 to commemorate 250 years of American independence.
Participate in a variety of attractions and games*, get a bite to eat from onsite food & beverage vendors, and dance along to live music from Dancing Queen: An ABBA Salute.
*Wristbands are required for games & attractions. Avoid the lines and pre-purchase your wristbands for $10 from Monday, June 15-Friday, July 3 at 3pm at these locations:
West Ridge Center - 636 Ridge Road
Park Fitness - 1207 Park Ave. W.
Highland Park Bank & Trust - 1949 St. Johns Ave.
Wristbands are available on site at The Preserve for $15.
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.
20th Anniversary Bitter Jester Music Festival: Grand Finale
20th Anniversary
Bitter Jester Music Festival - Grand Finale
JUN. 27 | 2 PM - 10 PM | FREE
Downtown Highland Park | Second St.
Discover your next favorite band at Bitter Jester, Highland Park's other great music festival! Sponsored by the City of Highland Park, IL, This free, family-friendly concert series has been taking place in Downtown HP annually since 2006. What started as a small "battle of the bands" for local performers has evolved into the nation's largest live festival showcasing emerging artists under the age of 25. Hundreds of performers from all across the nation apply every winter/spring and the festival invites about 40 musical acts from over a dozen states to perform. A "battle of the bands" style event (featuring the top 20% of applicants) has the top acts vying for almost $15,000 in cash and other prizes. With food, craft beer, wine, great coffee, and free parking, the Bitter Jester Music Fest is a must-see event in Downtown Highland Park!
Multiple genres are featured each night with musicians receiving highly detailed feedback from industry professionals in the process. A winner is selected at each of four Preliminary Concerts with four additional "Wild Cards" selected by Festival Producers. Those eight acts then compete head to head at a Grand Finale Concert co-hosted by Nicolas DeGrazia (an Emmy-winning TV director and HP native - the festival's founder) and Peter Sagal (host of "Wait Wait... Don't Tell Me!" on NPR). Come to the Finale for the music and stay to hear Peter interview performers after their sets!
As 101.9 The Mix put it: "It's 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..."
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.
Grand Finale Lineup
IN COMPETITION:
WINNERS: Exit 122, Taranis, Threegon, Tripsitter
WILDCARDS: Mistrophia, Cabin Fever, Hammerhead, Belle Vista
FEATURED SHOWCASE:
Billy Schaumann, Izzy Savides, Mystik, The Strolls
GUEST ARTIST:
Claire McKenna
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.
5 PM - 5:50 PM | Jeanie B.!
Children’s Entertainment
6 PM - 8:30 PM | Billy Nixon Band
1950s Rock’n Roll
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 City contractor, 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.
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.
FREE
The Taste of Highland Park is downtown Highland Park’s premiere, all-ages dining and music festival.
The City of Highland Park is bringing the ultimate outdoor entertainment and dining experience to Downtown Highland Park with the Taste of Highland Park June 19 from 5 PM - 10 PM & June 20 from 3 PM - 10 PM. Located along Central Avenue, between Second St. and St. Johns Ave., and in Port Clinton Square (600 Central Ave.), sample over a dozen local food and beverage vendors and get a taste of what sets Highland Park’s restaurant scene apart on Chicago’s North Shore.
Get ready for more food, more music, and even more fun for 2026!
New for 2026: Enhance your experience with air conditioned seating & dining areas, as well as an all-new photography exhibit showcasing the winners of the Capture the Heart of Highland Park photography contest. Plus, families will enjoy special children-focused programming from 3 PM - 5 PM on Saturday. Lastly, Highland Park’s very own Bitter Jester Music Festival, celebrating 20 years in HP, will program 5:30 PM - 6:30 PM on Saturday.
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.
5 PM - 5:50 PM | Highland Park Players
Local Theater Group
6 PM - 8:30 PM | Nikki O’Neill Band
Blues Rock
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 City contractor, 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.
20th Anniversary Bitter Jester Music Festival Preliminary Concert: Night Four
IN COMPETITION:
Cam Martin & the Lost Hearts, Intrepid Cat, Izzy Savides, Mistrophia, The Strolls, Tripsitter
FEATURED SHOWCASE:
Brady Lorince, Resting in Headlights, Sofia Devitt
GUEST ARTISTS:
20th Anniversary
Bitter Jester Music Festival Preliminary Concert - Night Four
JUN. 13 | 5:30 PM - 10:30 PM | FREE
Port Clinton Square | 600 Central Ave.
Discover your next favorite band at Bitter Jester, Highland Park's other great music festival! Sponsored by the City of Highland Park, IL, This free, family-friendly concert series has been taking place in Downtown HP annually since 2006. What started as a small "battle of the bands" for local performers has evolved into the nation's largest live festival showcasing emerging artists under the age of 25. Hundreds of performers from all across the nation apply every winter/spring and the festival invites about 40 musical acts from over a dozen states to perform. A "battle of the bands" style event (featuring the top 20% of applicants) has the top acts vying for almost $15,000 in cash and other prizes. With food, craft beer, wine, great coffee, and free parking, the Bitter Jester Music Fest is a must-see event in Downtown Highland Park!
Multiple genres are featured each night with musicians receiving highly detailed feedback from industry professionals in the process. A winner is selected at each of four Preliminary Concerts with four additional "Wild Cards" selected by Festival Producers. Those eight acts then compete head to head at a Grand Finale Concert co-hosted by Nicolas DeGrazia (an Emmy-winning TV director and HP native - the festival's founder) and Peter Sagal (host of "Wait Wait... Don't Tell Me!" on NPR). Come to the Finale for the music and stay to hear Peter interview performers after their sets!
As 101.9 The Mix put it: "It's 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..."
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.
Arts on Sheridan
Amdur Productions presents
Arts on Sheridan
JUN. 13 & JUN. 14 | 10 AM - 5 PM | FREE
Downtown Highland Park
This June 13 and 14, join Amdur Productions at the second annual Arts on Sheridan! Stroll through the art and design district in east Highland Park and explore a curated selection of art from talented artists across all mediums. Don’t miss out on this exciting art festival! With a Kids Art Zone, live music, food and beverage, and live art demonstrations, there is something for the whole family all weekend long!
20th Anniversary Bitter Jester Music Festival Preliminary Concert: Night Three
IN COMPETITION:
Billy Schaumann, Hammerhead, Mystik, Threegon, Zion Ari, Zoloft
FEATURED SHOWCASES:
Fank!, Palm of Your Hand, Party Hat Club
GUEST ARTISTS:
20th Anniversary
Bitter Jester Music Festival Preliminary Concert - Night Three
JUN. 12 | 5:30 PM - 10:30 PM | FREE
Port Clinton Square | 600 Central Ave.
Discover your next favorite band at Bitter Jester, Highland Park's other great music festival! Sponsored by the City of Highland Park, IL, This free, family-friendly concert series has been taking place in Downtown HP annually since 2006. What started as a small "battle of the bands" for local performers has evolved into the nation's largest live festival showcasing emerging artists under the age of 25. Hundreds of performers from all across the nation apply every winter/spring and the festival invites about 40 musical acts from over a dozen states to perform. A "battle of the bands" style event (featuring the top 20% of applicants) has the top acts vying for almost $15,000 in cash and other prizes. With food, craft beer, wine, great coffee, and free parking, the Bitter Jester Music Fest is a must-see event in Downtown Highland Park!
Multiple genres are featured each night with musicians receiving highly detailed feedback from industry professionals in the process. A winner is selected at each of four Preliminary Concerts with four additional "Wild Cards" selected by Festival Producers. Those eight acts then compete head to head at a Grand Finale Concert co-hosted by Nicolas DeGrazia (an Emmy-winning TV director and HP native - the festival's founder) and Peter Sagal (host of "Wait Wait... Don't Tell Me!" on NPR). Come to the Finale for the music and stay to hear Peter interview performers after their sets!
As 101.9 The Mix put it: "It's 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..."
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.
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.
5 PM - 5:50 PM | Ravinia Festival’s Jazz Scholars
Student Jazz Band
6 PM - 8:30 PM | Nasty Snacks
Nine-Piece Funk & Soul
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.
20th Anniversary Bitter Jester Music Festival Preliminary Concert: Night Two
IN COMPETITION:
Cabin Fever, Caravan, Claire-McKenna, In the Attic, Sierra Sikora, Taranis
FEATURED SHOWCASE:
Cruze Campo, Nauvoo, Spider Lily
GUEST ARTISTS:
20th Anniversary
Bitter Jester Music Festival Preliminary Concert - Night Two
JUN. 6 | 5:30 PM - 10:30 PM | FREE
Port Clinton Square | 600 Central Ave.
Discover your next favorite band at Bitter Jester, Highland Park's other great music festival! Sponsored by the City of Highland Park, IL, This free, family-friendly concert series has been taking place in Downtown HP annually since 2006. What started as a small "battle of the bands" for local performers has evolved into the nation's largest live festival showcasing emerging artists under the age of 25. Hundreds of performers from all across the nation apply every winter/spring and the festival invites about 40 musical acts from over a dozen states to perform. A "battle of the bands" style event (featuring the top 20% of applicants) has the top acts vying for almost $15,000 in cash and other prizes. With food, craft beer, wine, great coffee, and free parking, the Bitter Jester Music Fest is a must-see event in Downtown Highland Park!
Multiple genres are featured each night with musicians receiving highly detailed feedback from industry professionals in the process. A winner is selected at each of four Preliminary Concerts with four additional "Wild Cards" selected by Festival Producers. Those eight acts then compete head to head at a Grand Finale Concert co-hosted by Nicolas DeGrazia (an Emmy-winning TV director and HP native - the festival's founder) and Peter Sagal (host of "Wait Wait... Don't Tell Me!" on NPR). Come to the Finale for the music and stay to hear Peter interview performers after their sets!
As 101.9 The Mix put it: "It's 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..."
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.
20th Anniversary Bitter Jester Music Festival Preliminary Concert: Night One
IN COMPETITION:
Belle Vista, Claimursa, Exit 122, Left for Last, Plastic Summer, Versus Vitality,
FEATURED SHOWCASE:
Ambiance, The Industrialists, Youth
GUEST ARTISTS:
20th Anniversary
Bitter Jester Music Festival Preliminary Concert - Night One
JUN. 5 | 5:30 PM - 10:30 PM | FREE
Port Clinton Square | 600 Central Ave.
Discover your next favorite band at Bitter Jester, Highland Park's other great music festival! Sponsored by the City of Highland Park, IL, This free, family-friendly concert series has been taking place in Downtown HP annually since 2006. What started as a small "battle of the bands" for local performers has evolved into the nation's largest live festival showcasing emerging artists under the age of 25. Hundreds of performers from all across the nation apply every winter/spring and the festival invites about 40 musical acts from over a dozen states to perform. A "battle of the bands" style event (featuring the top 20% of applicants) has the top acts vying for almost $15,000 in cash and other prizes. With food, craft beer, wine, great coffee, and free parking, the Bitter Jester Music Fest is a must-see event in Downtown Highland Park!
Multiple genres are featured each night with musicians receiving highly detailed feedback from industry professionals in the process. A winner is selected at each of four Preliminary Concerts with four additional "Wild Cards" selected by Festival Producers. Those eight acts then compete head to head at a Grand Finale Concert co-hosted by Nicolas DeGrazia (an Emmy-winning TV director and HP native - the festival's founder) and Peter Sagal (host of "Wait Wait... Don't Tell Me!" on NPR). Come to the Finale for the music and stay to hear Peter interview performers after their sets!
As 101.9 The Mix put it: "It's 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..."
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.
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.
5 PM - 5:50 PM | Ben Tatar & the Tatar Tots
Children’s Entertainer
6 PM - 8:30 PM | Jared Rabin Band
Classic Rock & Americana
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 City contractor, 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.
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...
Holiday Lighting
Holiday Lighting
NOV. 22 | 4 PM - 6 PM
Port Clinton Square | 600 Central Ave.
Join the City on November 22 for a revamped and enhanced Holiday Lighting, featuring an updated tree and menorah display. The fun will take place at Port Clinton Square (600 Central Ave.) between 4 PM – 6 PM.
Welcome Hanukkah Harry and Santa Claus beginning at 4 PM, with a special Highland Park Fire Department escort. Meet them both, share what’s on your holiday wish list, find out if you’re on the nice list, and take a photo!
Stroll around Port Clinton Square and meet Anna and Elsa from Frozen, enjoy the Frozen Robin Carolers, visit a facepainter for a festive holiday look, grab some complementary popcorn and cocoa, and enjoy the holiday cheer while DJ Julian Emcees and spins your favorite holiday tunes.
The Highland Park High School Choir will perform from 4:30 PM - 4:45 PM, just before Mayor Nancy Rotering waves the magic wand and the lights go on! Be sure to pop into one or more of the holly jolly photo vignettes throughout the plaza - they’re perfect for family photos and Instagram.
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
Día de los Muertos Week
Día de los Muertos Week
OCT. 25 - NOV. 2
Día de los Muertos Week returns for a second year to Downtown Highland Park October 25 - November 2, 2025. Take part in a week-long celebration featuring various workshops, cultural experiences, and installations.
Día de los Muertos is a Mexican holiday, held November 1 & 2, honoring the lives of deceased loved ones.
Día de los Muertos Week will kick off on October 25 with a free community celebration from 3 PM – 5 PM at the Memorial Park Gazebo (405 Prospect Ave.), where a large-scale Ofrenda (altar) will serve as the anchor of the festivities. This vibrant celebration of life will continue throughout the week with cultural experiences ranging from Latino food and drink tastings and cooking demos to craft workshops and performances.
A limited number of experience passes are available for $35 in advance ($45 at the kick-off event), offering access to wine and tequila tastings, pan de muerto baking, sugar skull decorating, papel picado workshops, cempasúchil flower arranging, VIP admission to the Catrina fashion show, and more.
Día de los Muertos Week will conclude with a Catrina fashion show and contest on November 2 from 2 PM - 4 PM. Community members are invited to share their own interpretations of “La Catrina” through elegant costumes, elaborate makeup, and floral headdresses.
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.

