Windsor Chili Cook-off

Chili * Beer * Live Music

The highly anticipated 12th Annual Windsor Chili Cook Off will return Saturday, September 6, 2025, calling on chili enthusiasts and culinary wizards alike to showcase their skills in a savory showdown.
 

The Windsor Chili Cook-Off is an annual culinary event hosted by the Windsor Chamber of Commerce celebrating the rich tradition of chili making and community spirit. This Cook-Off brings together amateur and professional chili chefs from Windsor and beyond, showcasing their unique recipes for a chance to win cash prizes, trophies, bragging rights, and to have a lot of fun. The event offers a high-energy atmosphere with live music, local vendors, and great food. A portion of proceeds are shared with local organizations.
 

Teams will have a chance to win cash prizes in addition to trophies and bragging rights. Organized by the Windsor Chamber of Commerce, this beloved community event promises a day filled with delicious chili, local libations, and vibrant entertainment. 
 

Charitable Impact: A portion of proceeds from the event will benefit a local nonprofit organization. By participating in the Windsor Chili Cook-Off, attendees and sponsors alike contribute directly to this vital cause.
 

Local Entertainment: Dustin Saylor
 

Exclusive Wine Sponsor: We are on the lookout for an exclusive wine sponsor of the event, offering attendees the perfect complement to their chili-tasting experience. If you are interested, please call the Windsor Chamber of Commerce office at 707-838-7285.
 

Craft Beer: We love cold beer with our chili, and plenty of local beer-on-tap will be available from local favorites.