Connecticut Festivals, Family & Kids Festivals, Craft Shows, Art Shows 2026–2027.
Connecticut spans just 110 miles from east to west and 70 from north to south. But the compact Constitution State has everything you need to unplug - and recharge! With 327 festivals celebrating culture, the arts, beer, blues and barbecue, Shakespeare, strawberries, sailing and everything in between, there's something for everyone! These three events are just the beginning: Sailfest, Durham Agricultural Fair and Greater Hartford Festival of Jazz. Scroll below to view the variety of culture, art, music and entertainment found at Connecticut Festivals, Art Shows, Music Festivals and Craft Shows.
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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May 2027 (dates not updated)
Torrington Strawberry Festival
Coe Memorial Park, Torrington, CT
Status: Updated 4/15/2026
May 2027 (dates not updated)
New London County Strawberry Festival
North Stonington Agricultural Fairgrounds, North Stonington, CT
Status: Updated 3/30/2026
May 2027 (dates not updated)
Saint Michael Church Spring Fair
St. Michael Church Park, Beacon Falls, CT
Status: Updated 9/9/2025
May 2027 (dates not updated)
Spring Fest
Bunny McGuire Park, Canaan, CT
Status: Updated 4/29/2026
