SATURDAY, FEBRUARY 28, 2026 | 12 - 3PM
The 29th Annual Old Saybrook Chili Fest is an outdoor event, taking place along Main Street, Old Saybrook. We will have 27 chefs compete for your vote!
$15 BALLOTS ARE SOLD AT THE FOLLOWING LOCATIONS:
- Chamber office (1 Main Street) starting Monday, February 23rd
- Pre-purchased online (picked-up day of the event @ Chamber office)
- Ballots can also be purchased at any ballot stations along Main Street during the event.
Children age 12 and under are free.
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
Charity Poppers will be set up at the Chamber Office at 1 Main Street! Purchase their kettle corn and the proceeds benefit Chili Fest and OS/Westbrook Exchange Club.
Chef Spots Sold Out!
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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
2026 Chefs
All the Single Kitties
Angus McDonald/Gary Sharpe
Coastal Crust
Cuckoo's Nest
Drift Restaurant
Eli Cannons Tap Room
First Church of Christ
Frank Andrews Mobile Kitchen
Fresh Salt
Grossman Chevrolet
Little Pub
Masonicare @ Chester Village
Monkey Farm Cafe
Myrcene Ale Co / The Highliner
Noah's 63 Main
OS Youth & Family Services
Penny Lane Pub
Red House
Sandbar Grill
Sotheby's & Sayulita
St. John School
Tates
The Essex
The Lauren Sells Team - Keller
Williams Realty
The Yoga Shop Shoreline
Water's Edge Resort & Spa
Westbrook Elks Lodge 1784
2025 Highlights
