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Main Street Fair

June 27, 2026 11am - 9pm
The Main Dempster Mile
700 block of Main Street, Evanston, IL
(847) 448-0748

The Main Street Fair returns for a second year of celebrating summer on Main Street in Evanston, continuing, a decades-long Evanston tradition. It’s a day full of local art, music, food, and community fun. Music will fill three stages throughout the event. Plus, roving musicians, performers, and artists will entertain throughout the festival grounds. Visitors will also find artistic wares from over 100 artisans from across the country. The Main Street Fair also features an area dedicated to kids and teens, including vendors and activities for both age groups. 


Free Admission

25
July

Skylight Vintage Festival on Sidewalk Sale Weekend

July 25, 2026
This new family-friendly festival, which includes 15 Vintage Vendors, Live Music and ... MORE

Free Admission

24
July

Main-Dempster Mile Summer Sidewalk Sale

July 24, 2026 - July 26, 2026
Find the best prices of the year during our Annual Sidewalk Sale and Clearance Event.... MORE

Free Admission

10
Sep

Evanston Wine Walk

September 10, 2026
Enjoy wine tastings in dozens of locally, independently-owned shops on Main Street an... MORE

Admission Fee $20 - $30.

24
Oct

Spooky Saturday on the Main Dempster Mile

October 24, 2026
Kids of all ages are invited to trick or treat the businesses of the Main-Dempster Mi... MORE

Free Admission



Area Map