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Festivals in New Milford, CT.
Festivals, Specialty-Theme Events

Featured Events

May 24 - 25, 2025

(203) 379-0015
Sharon Town Green - Sharon, CT

The Voice of Art is thrilled to invite you to its fifth annual outdoor juried fine art show, “Fine Art Festival" in Sharon on the Green (formerly, Litchfield Art Festival)! 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.

June 22, 2025

commerce.fairfieldctchamber.com/events/deta..

(203) 255-1011
Old Town Hall Green - Fairfield, CT

All Vendors are welcome at this event! This is a great opportunity, take advantage of being in front of over 1000 people to display and sell your unique items whether dog-related or not!

September 5 - 7, 2025

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 2025 Norwalk Oyster Festival hosted by the Norwalk Seaport Association at the 35-acre Veteran's Memorial Park in Norwalk.

September 13, 2025

(860) 673-0097
St. James Episcopal Church - Farmington, CT

St. James 7th annual Fall Fair! Regional Crafts, Delectable Bake Sale, Luncheon Canteen, Raffle Table, Indoors, outdoor booths are also available! Saturday, September 13, 2025. 9 am to 4 pm.

September 20 - 21, 2025

(203) 379-0015
Sharon Town Green - Sharon, CT

The Voice of Art is thrilled to invite you to its fifth annual outdoor juried fine art show, “Fine Art Festival" in Sharon on the Green (formerly, Litchfield Art Festival)! 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.

October 18, 2025

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 25, 2025

November 23, 2025

(203) 233-3167
Aqua Turf Club - Southington, CT

Christmas Festival. We are seeking crafters and vendors who make and sell their own products. Each Booth will be 8x7 and vendors may purchase more than one space. Festivals at this venue normally attract over 3000 customers. This event will be heavily advertised in area newspapers, radio ads, street signs and on social media.

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Events in New Milford, CT — upcoming

June 7, 2025

Teddy Bear Festival

New Milford Town Green, New Milford, CT

Status: Updated 1/14/2025

A Family & Kids Festival organized by New Milford's Woman's Club.
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.
New Milford Irish Festival
September 2025 (dates not updated)

New Milford Irish Festival

New Milford Town Green, New Milford, CT

Status: Updated 7/27/2024

An Ethnic Festival organized by Litchfield County Irish American Club.
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.
September 27, 2025

Fifth New Milford Apple Festival

Town Green, New Milford, CT

Status: Updated 1/14/2025

A Festival organized by Town of New Milford.
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.
Columbus Weekend Arts & Fine Crafts Show
October 2025 (dates not updated)

Columbus Weekend Arts & Fine Crafts Show

Merwinsville Hotel Restoration, Inc., New Milford, CT

Status: Updated 8/13/2024

A Craft Show organized by Merwinsville Hotel Restoration, Inc..
This Connecticut Craft Show will have crafts, fine art and fine craft exhibitors, and no food booths. Admission tickets are $2 - $30.