There’s nothing like summertime in Downtown Kankakee! Whether you're looking for live music, local eats, or a laid-back night out with friends and family, there’s something happening almost every week. Here's a quick guide to the can't-miss events lighting up our streets all season long:
🚗 Cruis’n the Square
Classic cars, great music, and community vibes—Cruis’n the Square brings vintage style to Downtown Kankakee! Enjoy an evening of showstopping rides, special guests like the Kankakee County Speedway Dirt Cars, and tunes that keep the good times rolling. It's the perfect event for car enthusiasts and casual cruisers alike!
🌇 Sunset Stroll
Twice a year, Sunset Stroll transforms North and South Schuyler into vibrant festival zones with live music, local food, slow roll bike rides, street performers, and more. Adults 21+ can even sip their favorite beverages along the route with a wristband. It’s a highlight of the season—don’t miss either edition!
🎶 Friday Night Concert Series
End your week on a high note with the Friday Night Concert Series at the Hill Stage in Downtown Kankakee. Each show features new bands, local flavors, and a relaxed outdoor vibe. If it rains, we just move the party to the Depot Patio! From bluegrass to jazz, these concerts are a Friday night favorite.
🥪 Sandwiches with a Side of Jam
Looking for a fun lunch break? Stop by Harold & Jean Miner Festival Square for Sandwiches with a Side of Jam—a free lunchtime concert series featuring live performances and rotating local food vendors. Bring a blanket, grab a bite, and soak in the midday music.
🥕 The Kankakee Farmers' Market
Every Saturday morning, The Kankakee Farmers' Market takes over Downtown with fresh produce, handmade goods, and live entertainment. It’s the perfect way to start your weekend—shop local, meet your neighbors, and enjoy the open-air charm of the market scene.
🎤 Merchant Street MusicFest
Save the date for one of Kankakee’s biggest summer events—Merchant Street MusicFest! This two-day festival features multiple stages of live music, food trucks, drinks, artisan vendors, and fun for the whole family. It’s a celebration of community, creativity, and summer energy.
See You Downtown!
No matter your vibe—foodie, music lover, vintage car fan, or weekend adventurer—Downtown Kankakee has an event for you. Mark your calendar, bring your crew, and get ready to make the most of summer right here in the heart of Kankakee.
For full schedules and updates, follow Downtown Kankakee on Facebook!
