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Annual Chili Cook-off on Historic Windsor Town Green

October 6, 2018 @ 11:00 am - 3:00 pm

The 23rd annual Windsor Chamber of Commerce Chili Challenge will take place on Saturday, October 6th on the Windsor Town Green from 11:00 AM to 3:00 PM. People from local businesses, civic groups and other creative cooks will assemble at this year’s Chili Challenge to determine who has the right “hot stuff.”

Register or Sponsor a Chili Booth

Browse our Chili Challenge Photo Gallery

Rain date: October 7th

Join in on the tongue-tingling flavors, toe-tappin’ sounds and a great time at the annual Chili Challenge! Samples of delicious chili will be available for $1 each. Contestants work on their recipes all year and try new flavors and heat levels. There are no-bean traditional chilis, chili with beans, vegetarian chili, meaty chilis, and every heat from mild to way hot. Do you dare try them all?

Chairperson Kathy Kopacz, says about the event, “The Chili Challenge has developed over twenty years into a not-to-be-missed fall tradition. It is a great day for people of all ages from the Greater Hartford area to get together and enjoy a great variety of chili and enjoy the creativity of our participants!”

The recipes are amazing. “There is always a great variety of chili tastes, creative costumes and plenty of family fun at this popular event,” said Windsor Chamber of Commerce President Sarah Gilligan, “We are thrilled that so many cooks return again and again and we welcome our new chefs to the party as well.”

Each contestant’s booth includes costumed chefs reinforcing their booth’s theme, to put them in the running for “Best Booth.”

Prizes are awarded for 1st, 2nd and 3rd place best tasting chili. In addition, prizes for 1st, 2nd and 3rd place in the Best Booth category, always a crowd favorite, will be awarded. Those attending the event will have their say in determining 1st, 2nd and 3rd place winners for the “People’s Choice Award.”

Chili sample tickets are $1.00 each. Great live entertainment will be on the green from 11:00 am to 2:00 pm.

Windsor Chamber of Commerce is a business organization that helps businesses work together to support the local economy and enhance the quality of life in Windsor. Sign up to receive “What’s Going on in Windsor?” email newsletter


October 6, 2018
11:00 am - 3:00 pm
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Windsor Town Green
261 Broad Street
Windsor, CT
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