Community Festival  ·  Waterloo, IL

Waterloo PumpkinFest

When
October 10, 2026
Hours
9 AM–4 PM
Where
Historic Downtown Waterloo, Courthouse Square, 100 S. Main St, Waterloo, IL 62298
Open in Maps
Admission
Free
Size
150+ Booths

City-run fall festival around the courthouse square with over 150 crafter and merchant booths, food, and entertainment. The same town as the Waterloo band flea markets. It is free to get in, and food and drink are for sale on the square. For vendors: 2026 spaces are sold out, but the city keeps a waitlist, and you join it by sending the registration form with payment. A 10 by 10 space is $50, or $60 after September 25, with a limit of three, and electricity is $20 more where outlets allow. No tables or chairs are provided, and set-up is 6:30 to 8:30 that morning.

Organizer’s page See every market

Run by local vendors who work these shows. We check dates with organizers where we can reach them, and take the rest from show flyers and posted notices, so confirm before you load the car.

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