Festivals in Fairfield, CT.
Craft Shows, Holiday Celebrations
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.
Events in Fairfield, CT — upcoming
December 5, 2026
Scandinavian Club Christmas Market
Scandinavian Club, Fairfield, CT
Status: Updated 11/5/2026
This Connecticut Holiday Celebration will have commercial/retail, crafts, fine art, fine craft and homegrown products exhibitors, and no food booths. There will be 1 stage with Local talent and the hours will be Sat 10am-4pm. This event will also include: scandinavian holiday lunch, raffle, santa.
May 2027 (dates not updated)
Dogwood Festival
Greenfield Hill Church Grounds, Fairfield, CT
Status: Updated 8/12/2025
This Connecticut Craft Show will have antique/collectibles, commercial/retail, crafts, fine craft and homegrown products exhibitors, and 6 food booths. There will be 1 stage with Local talent and the hours will be Sat 10am-5pm; Sun 11pm-5pm. This event will also include: local musicians, a capella groups, children's activities, cafe.
June 2027 (dates not updated)
Fairfield Dog Days
Old Town Hall Green, Fairfield, CT
Status: Updated 5/31/2026
This Connecticut Festival will have antique/collectibles, commercial/retail, crafts, fine art, fine craft and homegrown products exhibitors, and 4 food booths. There will be Roving Performers with Local talent and the hours will be Sun 11am-4pm.
October 2027 (dates not updated)
Fairfield Harvest Market
Old Town Hall Green, Fairfield, CT
Status: Updated 7/16/2026
This Connecticut Holiday Celebration will have antique/collectibles, commercial/retail, crafts, fine art, fine craft, flea market and homegrown products exhibitors, and 8 food booths. There will be Roving Performers with Local talent and the hours will be Sat 10am-4pm. This event will also include halloween dog costume parade.
October 2027 (dates not updated)
Holiday Craft Fair
Saint Thomas Parish Gym, Fairfield, CT
Status: Updated 10/21/2026
This Connecticut Holiday Celebration will have antique/collectibles, crafts, fine art, fine craft, flea market and homegrown products exhibitors, and no food booths. This event will also include raffles.
October 2027 (dates not updated)
Nineteen Annual Pre-Holiday Craft / Wares Fair
St. Thomas Aquinas Parish Center (GYM), Fairfield, CT
Status: Updated 9/13/2026
This Connecticut Festival will have antique/collectibles, corp./information, crafts, film, fine craft and homegrown products exhibitors, and no food booths.
