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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.

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329 Connecticut Events | New Search

Fairs & Festivals in Connecticut 2026–2027

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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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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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 12/11/2025

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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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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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Connecticut Strawberry Festival
June 2026 (dates not updated)

Connecticut Strawberry Festival

Priam Vineyards, Colchester, CT

Status: Updated 3/16/2025

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This Connecticut Festival will have crafts, fine craft and homegrown products 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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Georgetown Day
June 2026 (dates not updated)

Georgetown Day

Downtown, Redding, CT

Status: Updated 4/24/2025

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This Connecticut Family & Kids Festival will have antique/collectibles, commercial/retail, corp./information, crafts, fine art, fine craft, flea market and homegrown products exhibitors, and 10 food booths. There will be 1 stage with Regional and Local talent and the hours will be Sun 12pm-5:30pm. This event will also include: kids' activites, raffles, artisan vendors, beer tent.
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Little Poland Festival
June 2026 (dates not updated)

Little Poland Festival

Polish Business District, New Britain, CT

Status: Updated 4/10/2025

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This Connecticut Ethnic Festival will have antique/collectibles, commercial/retail, corp./information, crafts, fine art and fine craft exhibitors, and 12 food booths. This event will also include: kid's area, demonstrations, special events, contests.
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Strawberry Concert / Festival
June 11, 2026

Strawberry Concert / Festival

Campus of New Horizons Village, Unionville, CT

Status: Updated 12/9/2025

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This Connecticut Festival Concert will have no exhibit booths and 2 food booths. There will be 1 stage with Local talent and the hours will be Thu 6:30pm-8:30pm. This event will also include: pony rides, rock painting, balloon animals.
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Litchfield Marketplace
June 13, 2026

Litchfield Marketplace

On the Green in the center of Litchfield, Litchfield, CT

Status: Updated 11/18/2025

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This Connecticut Craft Show will have crafts, fine art, fine craft and homegrown products exhibitors, and no food booths. This event will also include: road race, musicians, face painting, demonstrations.
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Orange Congregational Church Strawberry Festival
June 13, 2026

Orange Congregational Church Strawberry Festival

Orange Fairgrounds at High Plains Community Center, Orange, CT

Status: Updated 11/11/2025

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This Connecticut Food Festival will have antique/collectibles, 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 9am-5pm. This event will also include: strawberries, food, kids' area, facepainting, games, hayrides, red auto show, kids' rides.
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Danbury Street Festival
June 2026 (dates not updated)

Danbury Street Festival

Downtown, Danbury, CT

Status: Updated 4/4/2025

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This Connecticut Festival will have crafts, fine art and fine craft exhibitors, and 10 food booths. There will be 3 stages with Local talent and the hours will be Sat 12pm-6pm.
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Southbury Strawberry Festival
June 2026 (dates not updated)

Southbury Strawberry Festival

UCC Southbury Church Green, Southbury, CT

Status: Updated 1/13/2025

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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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Arts & Crafts on Bedford - June
June 2026 (dates not updated)

Arts & Crafts on Bedford - June

Downtown, Stamford, CT

Status: Updated 4/29/2025

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This Connecticut Craft Show will have antique/collectibles, crafts, fine art and fine craft exhibitors, and Tbd food booths.
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South Windsor Strawberry Festival & Craft Fair
June 2026 (dates not updated)

South Windsor Strawberry Festival & Craft Fair

Rotary Pavillion, South Windsor, CT

Status: Updated 4/1/2025

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This Connecticut Festival will have commercial/retail, crafts, fine art, fine craft and homegrown products exhibitors, and 10 food booths. There will be 1 stage with National, Regional and Local talent and the hours will be Sat 9am-5pm. This event will also include: train ride, petting zoo, face painting.
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CT Localpalooza Music & Art Festival XI
June 2026 (dates not updated)

CT Localpalooza Music & Art Festival XI

Three Saints Park, Bethany, CT

Status: Updated 5/3/2025

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This Connecticut Music Festival will have fine art exhibitors and 1 food booth. There will be 2 stages with Local talent and the hours will be Sat 11:30am-11pm. Admission tickets are $25 - $30.
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Artisan Marketplace at the Branford Festival
June 2026 (dates not updated)

Artisan Marketplace at the Branford Festival

Branford Town Green, Branford, CT

Status: Updated 4/29/2025

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This Connecticut Marketplace Expo will have antique/collectibles, commercial/retail, corp./information, crafts, fine art and fine craft exhibitors, and no food booths. This event will also include: musical entertainment, kids' activities, food trucks.
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Saint Michael's Naugatuck Artisan Fair
June 2026 (dates not updated)

Saint Michael's Naugatuck Artisan Fair

Naugatuck Green, Naugatuck, CT

Status: Updated 4/24/2025

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This Connecticut Art Show will have crafts exhibitors and no food booths.
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