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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

Seymour Pumpkin Festival
September 2026 (dates not updated)

Seymour Pumpkin Festival

French Memorial Park, Seymour, CT

Status: Updated 8/31/2025

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This Connecticut Festival will have crafts, fine art and fine craft exhibitors, and 23 food booths. There will be 1 stage with Local talent and the hours will be Sun 10am-5pm.
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Bristol Farmer's Market - September
September 2026 (dates not updated)

Bristol Farmer's Market - September

10 Main Street Parking Lot, Bristol, CT

Status: Updated 6/2/2025

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This Connecticut Farmers Market will have homegrown products 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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Devon Rotary Oktoberfest
September 2026 (dates not updated)

Devon Rotary Oktoberfest

Rotary Pavillion, Fowler Field, Milford, CT

Status: Updated 8/10/2025

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This Connecticut World Music Festival will have no exhibit booths and 7 food booths. There will be 1 stage with International talent and the hours will be Fri 5pm-9pm; Sat 12pm-9pm. Admission tickets are $10. This event will also include: contests - costume, brat eating, stein holding.
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Chalk Walk/Waterfall Festival
September 2026 (dates not updated)

Chalk Walk/Waterfall Festival

Market Square downtown, Newington, CT

Status: Updated 5/9/2025

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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 5 food booths. There will be 1 stage with Regional and Local talent and the hours will be Sat 10am-3pm. This event will also include children's activities.
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Redding Artisan Fair
September 2026 (dates not updated)

Redding Artisan Fair

Redding Center, Redding, CT

Status: Updated 9/11/2025

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This Connecticut Craft Show will have fine art and fine craft exhibitors, and local food booths. There will be 1 stage with Local talent and the hours will be Sat 10am-4:30pm.
4.14/5
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Fifth New Milford Apple Festival
September 2026 (dates not updated)

Fifth New Milford Apple Festival

Town Green, New Milford, CT

Status: Updated 1/14/2025

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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.
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Apple Festival
September 2026 (dates not updated)

Apple Festival

South Britain Congregational Church, Southbury, CT

Status: Updated 9/11/2025

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This Connecticut Festival will have commercial/retail, crafts, fine art, fine craft and homegrown products exhibitors, and no food booths. This event will also include: pies, mums, apple tasting and sales, kids' activities, photo shoot area.
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Village of Devon Farmers Market - September
September 2026 (dates not updated)

Village of Devon Farmers Market - September

Farmer's Market, Milford, CT

Status: Updated 7/25/2025

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This Connecticut Farmers Market will have 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 .
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Durham Agricultural Fair
September 2026 (dates not updated)

Durham Agricultural Fair

Fairgrounds, Durham, CT

Status: Updated 2/25/2025

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This Connecticut State Fair will have commercial/retail, corp./information, crafts, film, fine art, fine craft and homegrown products exhibitors, and 100 food booths. There will be 4 stages with International, National, Regional and Local talent and the hours will be . Admission tickets are $1 - $13. This event will also include: kids' areas, demonstrations.
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Bristol Mum Festival
September 2026 (dates not updated)

Bristol Mum Festival

Memorial Boulevard, Bristol, CT

Status: Updated 9/4/2025

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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 12 food booths. There will be 1 stage with Regional and Local talent and the hours will be Fri 5pm-9pm; Sat 12pm-9pm; Sun 12pm-6pm.
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West Haven Apple Festival
September 2026 (dates not updated)

West Haven Apple Festival

Church grounds, West Haven, CT

Status: Updated 9/4/2025

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This Connecticut Festival will have crafts and fine craft exhibitors, and tba food booths.
4.14/5
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Newtown Arts Festival
September 2026 (dates not updated)

Newtown Arts Festival

Fairfield Hills, Newtown, CT

Status: Updated 8/19/2025

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This Connecticut Festival will have crafts, fine art, fine craft and homegrown products exhibitors, and 10 food booths. There will be 2 stages with Regional and Local talent and the hours will be Fri 7pm-10pm; Sat-Sun 11am-5pm. Admission tickets are $5 - $25. This event will also include: dance performances, make and take activities, beer and wine garden.
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Waveny Park Arts Fest
September 2026 (dates not updated)

Waveny Park Arts Fest

Waveny Park, New Canaan, CT

Status: Updated 8/2/2025

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This Connecticut Festival will have fine art and fine craft exhibitors, and 4 food booths. There will be 1 stage with Regional and Local talent and the hours will be Sun 10am-4pm.
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Festival on the Green Craft Show
September 2026 (dates not updated)

Festival on the Green Craft Show

Colchester Town Green, Colchester, CT

Status: Updated 9/16/2025

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This Connecticut Craft Show will have crafts, fine art, fine craft and homegrown products exhibitors, and tba food booths.
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Waveny Park Arts Festival
September 2026 (dates not updated)

Waveny Park Arts Festival

Waveny Park, New Canaan, CT

Status: Updated 8/12/2025

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This Connecticut Festival will have fine art and fine craft exhibitors, and 5 food booths. There will be 1 stage with Regional and Local talent and the hours will be Sun 10am-4pm.
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Healthy Living Festival
October 2026 (dates not updated)

Healthy Living Festival

Dodd Stadium, Norwich, CT

Status: Updated 9/18/2025

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This Connecticut Lifestyle-Healthy Living Event will have homegrown products exhibitors and no food booths. This event will also include: health screenings, yoga, zumba, jazzercise, meditation, mindfulness, farmers market.
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Ansonia Harvest Festival
October 2026 (dates not updated)

Ansonia Harvest Festival

Downtown, Ansonia, CT

Status: Updated 9/9/2025

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This Connecticut Festival will have antique/collectibles, commercial/retail, corp./information, crafts, film, fine art, fine craft and homegrown products exhibitors, and 20 food booths. There will be 1 stage with Local talent and the hours will be Sat 11am-5pm. This event will also include: kids area, music , magic performances , comedy.
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NICE Festival
October 2026 (dates not updated)

NICE Festival

Oyster Shell Park, Norwalk, CT

Status: Updated 3/11/2025

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This Connecticut Festival will have antique/collectibles, corp./information, crafts, fine art, fine craft and homegrown products exhibitors, and 20 food booths. There will be 2 stages with International, National, Regional and Local talent and the hours will be Sat 12pm-8pm. This event will also include child of the world - children & family interactive games and education.
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Bristol Farmer's Market - October
October 2026 (dates not updated)

Bristol Farmer's Market - October

10 Main Street Parking Lot, Bristol, CT

Status: Updated 6/2/2025

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This Connecticut Farmers Market will have homegrown products exhibitors and no food booths. There will be 1 stage with National, Regional and Local talent and the hours will be Sat 10am-1pm.
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Bethel Autumn Craft Festival
October 2026 (dates not updated)

Bethel Autumn Craft Festival

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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South Windsor Apple Festival
October 2026 (dates not updated)

South Windsor Apple Festival

John J. Mitchell Fairgrounds, South Windsor, CT

Status: Updated 9/30/2025

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This Connecticut Festival will have commercial/retail, corp./information, crafts, fine art, fine craft and homegrown products exhibitors, and Tbd food booths. There will be 1 stage with Local talent and the hours will be Sat 9am-5pm. This event will also include: balloon artist, kids' games, face painting.
2.83/5
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Old Wethersfield Arts & Crafts Fair
October 2026 (dates not updated)

Old Wethersfield Arts & Crafts Fair

Cove Park, Wethersfield, CT

Status: Updated 3/8/2025

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This Connecticut Art Show will have crafts, fine art, fine craft and homegrown products exhibitors, and 10 food booths. There will be 1 stage with Regional and Local talent and the hours will be Sat 10am-4pm. Admission tickets are $7 - $10. This event will also include: student art show, alpacas to pet, entertainment, book signing.
3.67/5
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Westoberfest
October 2026 (dates not updated)

Westoberfest

Sigrid Schultz Plaza, Westport, CT

Status: Updated 8/22/2025

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This Connecticut Wine-Beer Event will have no exhibit booths and 6 food booths. There will be 1 stage with Regional talent and the hours will be Sat 12pm-6pm. Admission tickets are $5 - $60.
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Watertown Fall Festival
October 2026 (dates not updated)

Watertown Fall Festival

Veterans' Memorial Park, Watertown, CT

Status: Updated 8/11/2025

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This Connecticut Holiday Celebration will have antique/collectibles, corp./information, crafts, flea market and homegrown products exhibitors, and 20 food booths. There will be 2 stages with Regional and Local talent and the hours will be Sat 10am-5pm. This event will also include: crafts, food, raffles, kid's zone.
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