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Connecticut Festivals, Specialty-Theme Events, Family & Kids Festivals, Craft 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 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.

Featured Events
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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317 Connecticut Events | New Search

Fairs & Festivals in Connecticut 2026–2027

Mile-Long Craft & Tag Sale on the Boardwalk
May 2026 (dates not updated)

Mile-Long Craft & Tag Sale on the Boardwalk

Ocean Beach Park, New London, CT

Status: Updated 3/20/2025

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This Connecticut Flea Market will have antique/collectibles, commercial/retail, crafts, flea market and homegrown products exhibitors, and no food booths. This event will also include raffle.
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Willimantic's Third Thursday Street Fest- May
May 2026 (dates not updated)

Willimantic's Third Thursday Street Fest- May

Historic Downtown on Main Street, Willimantic, CT

Status: Updated 3/14/2025

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This Connecticut Festival will have antique/collectibles, commercial/retail, corp./information, crafts, fine art, fine craft and homegrown products exhibitors, and 20 food booths. There will be 6 stages with Regional and Local talent and the hours will be Thu 6pm-9pm. This event will also include: vendors, children's area.
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SJB Women's Group Craft Fair
May 16, 2026

SJB Women's Group Craft Fair

St. Mary Church Parish Center, Branford, CT

Status: Updated 1/16/2026

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This Connecticut Festival will have crafts, fine art, fine craft and homegrown products exhibitors, and no food booths.
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South Windsor Armed Forces Day
May 2026 (dates not updated)

South Windsor Armed Forces Day

Nevers Park, South Windsor, CT

Status: Updated 3/8/2025

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This Connecticut Festival will have crafts, film, fine craft and homegrown products exhibitors, and 15 food booths. There will be 1 stage with Regional and Local talent and the hours will be Sat 5pm-9pm.
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Windsor Shad Derby Parade and Festival on the Green
May 2026 (dates not updated)

Windsor Shad Derby Parade and Festival on the Green

Windsor Town Green, Windsor, CT

Status: Updated 2/27/2025

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This Connecticut Festival will have antique/collectibles, commercial/retail, corp./information, crafts, film, fine art, fine craft, flea market and homegrown products exhibitors, and 20 food booths. There will be 1 stage with Local talent and the hours will be Sat 10am-4pm. This event will also include: parade, beer garden, assorted events.
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Southbury Spring Craft Festival
May 17, 2026

Southbury Spring Craft Festival

Wyndham Hotel, Southbury, CT

Status: Updated 12/11/2025

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This Connecticut Craft Show will have corp./information, crafts, fine art, fine craft and homegrown products exhibitors, and no food booths.
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Boothe Memorial Park Antique & Classic Car
May 17, 2026

Boothe Memorial Park Antique & Classic Car

Boothe Memorial Park and Museum, Stratford, CT

Status: Updated 2/10/2026

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This Connecticut Family & Kids Festival will have antique/collectibles exhibitors and 1 food booth. There will be 1 stage with Local talent and the hours will be Sun 9am-4pm. This event will also include the park has many free events from 1:00 pm to 4:00 pm.
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CT Food Truck Battles Festival
May 2026 (dates not updated)

CT Food Truck Battles Festival

Woodtick Recreation, Wolcott, CT

Status: Updated 11/13/2024

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This Connecticut Food Festival will have antique/collectibles, commercial/retail, corp./information, crafts, fine art, fine craft and homegrown products exhibitors, and 40 food booths. There will be 1 stage with National, Regional and Local talent and the hours will be Fri 4pm-8pm; Sat 11am-8pm; Sun 11am-5pm. Admission tickets are $tba.
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Bruce Museum Outdoor Crafts Festival
May 2026 (dates not updated)

Bruce Museum Outdoor Crafts Festival

Bruce Museum Grounds, Greenwich, CT

Status: Updated 1/14/2025

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This Connecticut Art Show will have crafts, fine craft and homegrown products exhibitors, and 4 food booths. There will be Roving Performers with Regional talent and the hours will be . Admission tickets are $10. This event will also include children's craft activites and museum exhibits.
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Westport Fine Arts Festival
May 23 - 24, 2026

Westport Fine Arts Festival

Downtown, Westport, CT

Status: Updated 11/5/2025

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This Connecticut Art Show will have fine art exhibitors and no food booths. There will be 1 stage with National, Regional and Local talent and the hours will be .
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Fine Art Festival Sharon on the Green CT
May 23 - 24, 2026

Fine Art Festival Sharon on the Green CT

Sharon Town Green, Sharon, CT

Web: thevoiceofart.org/call-for-fine-art-festival

Status: Updated 2/3/2026

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This Connecticut Craft Show will have crafts, fine art and fine craft exhibitors, and 3 food booths.
(203) 379-0015
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Bethel Blooms Craft Fair
May 2026 (dates not updated)

Bethel Blooms Craft Fair

Municipal Center (front lawn), Bethel, CT

Status: Updated 1/14/2025

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This Connecticut Craft Show will have corp./information, crafts, fine art and fine craft exhibitors, and no food booths.
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Food Trucks on the River - May
May 2026 (dates not updated)

Food Trucks on the River - May

Veteran's Memorial Park, Shelton, CT

Status: Updated 4/3/2025

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This Connecticut Festival will have commercial/retail, crafts, fine art and fine craft exhibitors, and 25 food booths. There will be 1 stage with Regional and Local talent and the hours will be Fri 5pm-10pm; Sat 11am-8pm. This event will also include food trucks.
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Bark in the Park
May 2026 (dates not updated)

Bark in the Park

Latham Park, Stamford, CT

Status: Updated 4/10/2025

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This Connecticut Pet-themed Event will have commercial/retail and corp./information exhibitors, and no food booths. There will be Roving Performers with Local talent and the hours will be Sat 11am-3pm.
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Torrington Strawberry Festival
May 2026 (dates not updated)

Torrington Strawberry Festival

Coe Memorial Park, Torrington, CT

Status: Updated 4/8/2025

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This Connecticut Specialty-Theme Event will have crafts, fine art and fine craft exhibitors, and 4 food booths. This event will also include train ride for children & families.
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Saint Michael Church Spring Fair
May 31, 2026

Saint Michael Church Spring Fair

St. Michael Church Park, Beacon Falls, CT

Status: Updated 9/9/2025

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This Connecticut Festival will have crafts and fine craft exhibitors, and 3 food booths. There will be 1 stage with Local talent and the hours will be Sun 10am-4pm. This event will also include: vendors & local crafters, ladies' guild baskets, kids' zone, food.
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New London County Strawberry Festival
May - June 2026 (dates not updated)

New London County Strawberry Festival

North Stonington Agricultural Fairgrounds, North Stonington, CT

Status: Updated 3/8/2025

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This Connecticut Festival will have commercial/retail, crafts and fine craft exhibitors, and 15 food booths. There will be 1 stage with Local talent and the hours will be Sat 11am-7pm; Sun 11am-6pm.
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Art in the Park
June 2026 (dates not updated)

Art in the Park

Center Memorial Park, Manchester, CT

Status: Updated 3/16/2025

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This Connecticut Art Show will have fine art, fine craft and homegrown products exhibitors, and 6 food booths. There will be 1 stage with Regional talent and the hours will be Sun 10am-4pm. This event will also include: interactive art, community mural, demonstrations, fashion show etc.
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Southbury Strawberry Festival
June 6, 2026

Southbury Strawberry Festival

UCC Southbury Church Green, Southbury, CT

Status: Updated 2/13/2026

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This Connecticut Festival will have commercial/retail, corp./information, crafts, fine art, fine craft and homegrown products exhibitors, and no food booths. This event will also include: homemade strawberry shortcake, kids area, firetruck.
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New MilfordTeddy Bear Festival
June 6, 2026

New MilfordTeddy Bear Festival

New Milford Town Green, New Milford, CT

Status: Updated 12/9/2025

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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.
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Fair on the Green
June 2026 (dates not updated)

Fair on the Green

Town Green, Milford, CT

Status: Updated 4/1/2025

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This Connecticut Craft Show will have crafts, fine art, fine craft and homegrown products exhibitors, and local food booths. There will be 1 stage with Local talent and the hours will be Fri 11am-6pm; Sat 10am-5pm.
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Main Street Festival
June 2026 (dates not updated)

Main Street Festival

Downtown, Stratford, CT

Status: Updated 4/8/2025

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This Connecticut Family & Kids Festival will have antique/collectibles, commercial/retail, corp./information, crafts, fine art, fine craft and homegrown products exhibitors, and 15 food booths. There will be 2 stages with Regional talent and the hours will be Sat 10am-4pm. This event will also include: games, children's rides, car show.
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Naugatuck Duck Day Festival
June 7, 2026

Naugatuck Duck Day Festival

Downtown, Naugatuck, CT

Status: Updated 1/14/2026

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This Connecticut Festival will have commercial/retail, crafts, fine art and fine craft exhibitors, and no food booths. This event will also include: food vendors, live entertainment, activities for children, rubber duck races.
More needed
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Westbrook Spring Arts & Crafts Fair
June 7, 2026

Westbrook Spring Arts & Crafts Fair

Town Green, Westbrook, CT

Status: Updated 1/13/2026

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This Connecticut Craft Show will have crafts, fine art, fine craft and homegrown products exhibitors, and 1 food booth.
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