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 326 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.
Fine Art Festival Sharon on the Green CT
May 23 - 24, 2026
thevoiceofart.org/call-for-fine-art-festival
(203) 379-0015
Sharon Town Green - Sharon, CT
The Voice of Art is pleased to invite you to its sixth annual outdoor juried fine art show, “Fine Art Festival" in Sharon on the Green. This show will be a highlight for collectors and residents from the Tri-State region, New England and beyond. The Litchfield Hills have a history and reputation of featuring top fine artists from across the country, and also many well-known and beloved New England and CT artists who are widely admired by art enthusiasts.
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.
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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November - December 2026 (dates not updated)
Winterfest
Connecticut Trolley Museum, East Windsor, CT
Status: Updated 10/30/2025
November - December 2026 (dates not updated)
Holiday Sale at Brookfield Craft Center
Brookfield Craft Center, Brookfield, CT
Status: Updated 11/4/2025
November 2026 - January 2027 (dates not updated)
Holiday Expo at Guilford Art Center
Guilford Art Center, Guilford, CT
Status: Updated 10/27/2025
December 2026 - January 2027 (dates not updated)
Call For Artists: Art of Agriculture
Galleries @ WORK_SPACE, Manchester, CT
Status: Updated 12/1/2025
February 2027 (dates not updated)
Connecticut Wedding and Bridal Expo
Connecticut Convention Center, Hartford, CT
Status: Updated 1/19/2026
