Festivals in Canaan, CT.
Family & Kids Festivals, Vendor Events
Norwalk Seaport Association Oyster Festival
September 11 - 13, 2026
seaport.org
(203) 838-9444
Veterans Memorial Park - Norwalk, CT
Three days of fun, food, and dazzling free entertainment on multiple stages, plus a myriad of special events for families and friends, from nine to ninety marks just some of the activities planned for the 2026 Norwalk Oyster Festival hosted by the Norwalk Seaport Association at the 35-acre Veteran's Memorial Park in Norwalk. Year 2025 attendance reflects a 2 day event.
Holiday Craft Fair
November 14, 2026
(860) 508-0735
Cromwell High School - Cromwell, CT
The CCCWC Annual Holiday Craft Fair is a successful event that has been supported for over 50 years. The Annual Holiday Craft Fair provides a great opportunity for crafters and artists to showcase their original handcrafted work. We take a special interest in ensuring a profitable and worthwhile day for our crafters. Come and join in the fun!
Frosty's Christmas Festival
November 22, 2026
(203) 233-3167
Aqua Turf Club - Southington, CT
Frosty's Christmas Craft Festival is currently sold out but still accepting applications from crafters and vendors who make and sell their own products for our waiting list. Each Booth will be 8 x 7 and vendors may purchase more than one space. Festivals at this venue normally attract over 3000 shoppers. This event will be heavily advertised in area newspapers, radio and tv ads, street signs and on social media.
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Events in Canaan, CT — upcoming
August 6 - 9, 2026
Old Railroad Days
Canaan Union Station, Canaan, CT
Status: Updated 5/15/2026
This Connecticut Festival will have antique/collectibles, commercial/retail, corp./information, crafts and homegrown products exhibitors, and 2 food booths. There will be 1 stage with Local talent and the hours will be Sat-Sun, Thu 10am-7pm; Fri 10am-9pm.
October 18, 2026
Pumpkin Fest
Bunny McGuire Park, Canaan, CT
Status: Updated 4/29/2026
This Connecticut Vendor Event will have antique/collectibles, commercial/retail, crafts, film, fine art, fine craft and homegrown products exhibitors, and 5 food booths. There will be 1 stage with Local talent and the hours will be Sun 10am-3pm. This event will also include kids' activities.
May 2027 (dates not updated)
Spring Fest
Bunny McGuire Park, Canaan, CT
Status: Updated 4/29/2026
This Connecticut Vendor Event will have antique/collectibles, commercial/retail, crafts, fine art, fine craft and homegrown products exhibitors, and 5 food booths. There will be 1 stage with Regional and Local talent and the hours will be Sun 10am-3pm. This event will also include kids' activities.
