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  1. Events
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Connecticut Festivals, Holiday Celebrations, Craft Shows, Family & Kids Festivals 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 330 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
Whiskers in Wonderland

December 7, 2025

(860) 287-3504
Gales Ferry Volunteer Firehouse - Gales Ferry, CT

We are thrilled to invite you to our 12th annual Whiskers in Wonderland!! We encourage you to come shop with local crafts persons who will be bringing some of their best just for you. For the kids, we have a special table where they can make a magical reindeer food! We will have some great raffles so be sure to get your tickets! And don't forget the star of the show...Santa! Bring the family, kids, pets, and your smiles and get your photos taken with Santa! So please come enjoy some holiday fun and be a part of doing something good for our community. Proceeds will go to the medical fund for the pets at the Ledyard Animal Control.

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329 Connecticut Events | New Search

Fairs & Festivals in Connecticut 2026–2027

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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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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SJB Women's Group Craft Fair
May 2026 (dates not updated)

SJB Women's Group Craft Fair

St. Therese Church, Branford, CT

Status: Updated 3/11/2025

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This Connecticut Festival will have crafts and homegrown products exhibitors, and no food booths.
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Bead Mall Trunk Show
May 2026 (dates not updated)

Bead Mall Trunk Show

The Elks Club Middletown, Middletown, CT

Status: Updated 4/28/2025

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This Connecticut Craft Show will have crafts and fine craft exhibitors, and no food booths. Admission tickets are $2.
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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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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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Boothe Memorial Park Antique & Classic Car
May 2026 (dates not updated)

Boothe Memorial Park Antique & Classic Car

Boothe Memorial Park and Museum, Stratford, CT

Status: Updated 1/15/2025

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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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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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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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Fine Art Festival in Sharon on the Green
May 2026 (dates not updated)

Fine Art Festival in Sharon on the Green

Sharon Town Green, Sharon, CT

Status: Updated 3/17/2025

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This Connecticut Craft Show will have crafts, fine art and fine craft exhibitors, and 5 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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Naugatuck Duck Day Festival
June 2026 (dates not updated)

Naugatuck Duck Day Festival

Downtown, Naugatuck, CT

Status: Updated 1/2/2025

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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.
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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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Westbrook Spring Arts & Crafts Fair
June 2026 (dates not updated)

Westbrook Spring Arts & Crafts Fair

Town Green, Westbrook, CT

Status: Updated 10/14/2024

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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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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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Teddy Bear Festival
June 2026 (dates not updated)

Teddy Bear Festival

New Milford Town Green, New Milford, CT

Status: Updated 1/14/2025

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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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Goshen Stampede
June 2026 (dates not updated)

Goshen Stampede

Goshen Fairgrounds, Goshen, CT

Status: Updated 2/3/2025

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This Connecticut Specialty-Theme Event will have no exhibit booths and tba food booths. There will be 1 stage with National and Regional talent and the hours will be Fri 4pm-10pm; Sat 11am-10pm; Sun 11am-7pm. Admission tickets are $15 - $35.
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Celebrate! West Hartford Arts and Crafts Show
June 2026 (dates not updated)

Celebrate! West Hartford Arts and Crafts Show

Town Hall Common, West Hartford, CT

Status: Updated 11/14/2024

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This Connecticut Craft Show will have crafts, fine art and fine craft exhibitors, and 26 food booths. There will be 1 stage with Regional talent and the hours will be Sat 10am-6pm; Sun 12pm-6pm. This event will also include: games, carnival rides, certified 5k road race and kids fun run.
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