Signature Events


For 19 years and counting this event has drawn chefs from near and far! Teams set up their booths up and down Main Street. Hundreds of Chii-tasters purchase ballots and vote for their favorite chili. The winners are awarded first, second and third place. In addition, a panel of three judges determines the "Judges Choice" award winner.

This event is generously sponsored by Guilford Savings Bank

The proceeds from the Chili-Fest fund the C.Wilfred Hunter Scholarship. In 2014 the Chamber awarded six scholarships. Thank you to all who participated in the Chili-Fest!


Arts & Crafts Festival
July 25 & 26, 2015

Each July over 145 artists and crafters convene on the town Green for the highly anticipated Arts & Crafts Festival. The Festival attracts over 10,000 visitors who enjoy looking for that special piece of art. Categories include stained glass, quilts, pottery, sculpture, jewelry, photography, leather, painting, acrylic, wood carving. 

Thank you to our Festival presenter, Liberty Bank!

Register as a 2015 Arts & Crafts Festival Exhibitor!
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Showcase of Business & Community Gems
October 22, 2015

Valley Shore YMCA
201 Spencer Plains Road,Westbrook, CT 06498

Our 6th annual Business Expo will be at the Valley Shore YMCA in Westbrook. Plan on meeting approximately 50 business owners and businesses who will be exhibiting at this year's exciting event.