Festivals in New Milford, CT.
Festivals, Craft Shows
Fairfield Harvest Market
October 17, 2026
commerce.fairfieldctchamber.com/events/deta..
(203) 255-1011
Old Town Hall Green - Fairfield, CT
Fairfield Farmers Market Vendors, Fairfield Rotary Beer Garden Guess the Weight of the Giant Pumpkin, Apples, Cider, Food Trucks, Jewelry, Apparel, Food Items, Home Décor, Crafts, Furniture, Pet Products, DJ Scott providing music. Rain Date - October 24, 2026
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 New Milford, CT — upcoming
September 26, 2026
Sixth New Milford Apple Festival
Town Green, New Milford, CT
Status: Updated 12/9/2025
This Connecticut Festival will have antique/collectibles, commercial/retail, crafts, fine craft, flea market and homegrown products exhibitors, and 5 food booths. This event will also include: kid's amusements, entertainment, bake off, contests.
October 2026 (dates not updated)
Columbus Weekend Arts & Fine Crafts Show
Merwinsville Hotel Restoration, Inc., New Milford, CT
Status: Updated 10/6/2025
This Connecticut Craft Show will have crafts, fine art and fine craft exhibitors, and no food booths. Admission tickets are $3 - $35.
June 2027 (dates not updated)
New MilfordTeddy Bear Festival
New Milford Town Green, New Milford, CT
Status: Updated 12/9/2025
This Connecticut Family & Kids Festival will have antique/collectibles, commercial/retail, corp./information, crafts and homegrown products exhibitors, and 5 food booths. This event will also include: teddy bear parade, teddy bear hospital, games/prizes, adoption center.
September 2027 (dates not updated)
New Milford Irish Festival
Harrybrooke Park, New Milford, CT
Status: Updated 8/5/2025
This Connecticut Ethnic Festival will have antique/collectibles, commercial/retail, corp./information, crafts, film, fine art, fine craft, flea market and homegrown products exhibitors, and no food booths.
