Signature Events

Cultural Caffeine Tour

April 22 @ 7:00 am - April 28 @ 5:00 pm

During this week-long celebration, try signature caffeinated drinks from local businesses and collect stamps for each new drink you try.

Thursday Night Out

June 6 @ 4:00 pm - August 29 @ 9:00 pm

Downtown Oak Park’s popular dine-around series Thursday Night Out takes on new ...

Shop Outdoor Sidewalk Sale

July 18 @ 11:00 am - July 21 @ 5:00 pm

End-of-season sales at select businesses!

Oaktoberfest

September 13 @ 4:00 pm - September 14 @ 10:00 pm

Join in to celebrate the changing seasons at Oaktoberfest in Downtown Oak Park ...

Shopper’s Reward

November 5 - December 29

Save your receipts when you support a Downtown Oak Park business between ...

Winterfest & Cookie Walk

December 7 @ 10:00 am - 3:00 pm

Participate in Downtown Oak Park’s annual Cookie Walk, enjoy hot cocoa, meet Santa, and...

Home for the Holidays

December 21 @ 11:00 am - 3:00 pm

Families, friends and shoppers are all invited to catch the old-fashioned holiday ...

Jazz Thaw

March 9, 2025 @ 5:00 pm - March 10, 2025 @ 2:00 pm

Sip, sizzle and swing during Jazz Thaw! Enjoy free live music performances inside ...