SATURDAY, FEBRUARY 28, 2026 | 12 - 3PM
Save the date!
The 29th Annual Old Saybrook Chili Fest is an outdoor event, taking place along Main Street, Old Saybrook. 25 chefs will compete for your vote!
Ballots are sold at the Chamber office (1 Main Street) and at 4 other ballot stations along Main Street during the event. Ballots permit their holder to sample all of the registered chilis. Write your top choice (by chef number) on your ballot and return to a ballot station. A minimum of 10 chilis must be tasted for your vote to count.
Proceeds support the Chamber's C. Wilfred Hunter Memorial Scholarship, and the top three winners earn a donation to a charity of their choice.
Thank You 2026 Sponsors
2026 Chef Registration
Only 25 Spots Available!
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Chef must cook 18-20 gallons of Chili
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Chili must be prepared in a licensed kitchen
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Chili will be heated (day of) by propane only - unless other arrangements are made by the chef
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 Chamber to provide tasting cups, spoons, and napkins
Congratulations 2025 Chili Fest Winners
1st Place: GLADEVIEW HEALTHCARE CENTER #9
Charity:Â Alzheimer's Association - CT Chapter
2nd Place: RED HOUSE #3
Charity: Valley Shore YMCA
3rd Place: THE ESSEX #13
Charity: The Michael J. Fox Foundation
Judges Choice: ELI CANNON'S #5
Spirit of Chili Fest Award:Â THE CHILDREN'S TREE MONTESSORI / FAVORITES BISTRO BAR #8