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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

Stamford Art Festival
July 2026 (dates not updated)

Stamford Art Festival

Harbor Point Park, Stamford, CT

Status: Updated 2/10/2025

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This Connecticut Art Show will have crafts, fine art and fine craft exhibitors, and 6 food booths. There will be 1 stage with Regional and Local talent and the hours will be . This event will also include art related activities.
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Twentieth International Sea Glass Festival
July 2026 (dates not updated)

Twentieth International Sea Glass Festival

Mystic Seaport Museum, Mystic, CT

Status: Updated 5/14/2025

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This Connecticut Festival will have fine art exhibitors and no food booths. Admission tickets are $1 - $35. This event will also include: sea glass contest, lectures on sea glass.
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International Sea Glass Association Festival
July 2026 (dates not updated)

International Sea Glass Association Festival

Mystic Seaport Museum grounds, Mystic, CT

Status: Updated 6/17/2025

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This Connecticut Festival will have crafts, fine art and fine craft exhibitors, and no food booths. Admission tickets are $22 - $35. This event will also include: artisans and craftspeople, lectures, sea glass contest at this 2-day event for the family.
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Vivian and Stanley Reed Marine Show
June - July 2026 (dates not updated)

Vivian and Stanley Reed Marine Show

Townhouse Gallery, Stamford, CT

Status: Updated 5/5/2025

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This Connecticut Gallery-Exhibition Event will have fine art exhibitors and no food booths.
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Free Brass City Jazz Fest
August 2026 (dates not updated)

Free Brass City Jazz Fest

Library Park at Grand Street, Waterbury, CT

Status: Updated 6/23/2025

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This Connecticut Jazz Music Festival will have fine art, fine craft and homegrown products exhibitors, and 5 food booths. There will be 1 stage with International, National and Local talent and the hours will be Sat 4pm-10pm.
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Sharon on the Green Arts & Crafts Fair
August 2026 (dates not updated)

Sharon on the Green Arts & Crafts Fair

Town Green, Sharon, CT

Status: Updated 7/30/2025

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This Connecticut Craft Show will have crafts, fine art and fine craft exhibitors, and 4 food booths. This event will also include music.
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Bethel Beerfest
August 2026 (dates not updated)

Bethel Beerfest

Municipal Center Lawn, Bethel, CT

Status: Updated 6/10/2025

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This Connecticut Wine-Beer Event will have no exhibit booths and 5 food booths. There will be 1 stage with Local talent and the hours will be Sat 3pm-6pm. Admission tickets are $15 - $55.
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Taste of the Caribbean & Jerk Festival
August 2026 (dates not updated)

Taste of the Caribbean & Jerk Festival

Mortensen Riverfront Plaza, Hartford, CT

Status: Updated 4/21/2025

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This Connecticut Ethnic Festival will have commercial/retail, corp./information, crafts and homegrown products exhibitors, and 30 food booths. There will be 2 stages with International, National, Regional and Local talent and the hours will be . This event will also include: kid's crafts, face painting, bounce house, domino tournament.
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Sono Arts Fest
August 2026 (dates not updated)

Sono Arts Fest

Historic Washington Street, Norwalk, CT

Status: Updated 2/10/2025

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This Connecticut Craft Show will have crafts, fine art and fine craft exhibitors, and tba food booths. There will be 4 stages with National, Regional and Local talent and the hours will be Sat-Sun 10am-5pm. This event will also include: children's art area, puppet parade, dance/performance stage.
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Middlesex and New Haven County 4-H Fair
August 2026 (dates not updated)

Middlesex and New Haven County 4-H Fair

Durham Fairgrounds, Durham, CT

Status: Updated 6/23/2025

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This Connecticut Family & Kids Festival will have crafts and homegrown products exhibitors, and 4 food booths. There will be 2 stages with Local talent and the hours will be Sat 8am-10pm; Sun 8am-2pm.
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Podunk Bluegrass Music Festival
August 6 - 8, 2026

Podunk Bluegrass Music Festival

Goshen Fairgrounds, Goshen, CT

Status: Updated 11/12/2025

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This Connecticut Bluegrass Festival will have commercial/retail, crafts and fine craft exhibitors, and 4 food booths. There will be 3 stages with National, Regional and Local talent and the hours will be Thu 12pm-10pm; Fri-Sat 10am-11pm. Admission tickets are $25 - $500. This event will also include: workshops, kids academy, band & song writing competitions, camping.
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Festa! Italian Festival
August 2026 (dates not updated)

Festa! Italian Festival

Holy Rosary Church Grounds, Ansonia, CT

Status: Updated 4/21/2025

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This Connecticut Ethnic Festival will have no exhibit booths and local food booths. There will be 1 stage with Regional and Local talent and the hours will be . This event will also include kids rides and games.
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Clinton Summer Fair
August 2026 (dates not updated)

Clinton Summer Fair

First Church of Christ, Congregational, Clinton, CT

Status: Updated 6/30/2025

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This Connecticut Festival will have antique/collectibles, crafts, fine art, fine craft and homegrown products exhibitors, and local food booths. This event will also include: children's area, live auction, tag sale, local musicians.
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Winchester Grange Fair
August 2026 (dates not updated)

Winchester Grange Fair

Winchester Grange Hall, Winchester Center, CT

Status: Updated 3/11/2025

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This Connecticut Festival will have antique/collectibles, crafts, fine art, fine craft, flea market and homegrown products exhibitors, and 1 food booth. This event will also include: community tag sale, used book sale, contests, exhibits and more.
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Madison Arts and Crafts Fair
August 2026 (dates not updated)

Madison Arts and Crafts Fair

Madison Green, Madison, CT

Status: Updated 1/7/2025

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This Connecticut Craft Show will have crafts, fine art, fine craft and homegrown products exhibitors, and no food booths.
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Blueberry Festival @ Asbury
August 2026 (dates not updated)

Blueberry Festival @ Asbury

Asbury United Methodist Church, Forestville, CT

Status: Updated 3/24/2025

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This Connecticut Festival will have crafts, fine art, fine craft and homegrown products exhibitors, and no food booths. This event will also include: blueberry breakfast, blueberry sundaes, blueberry pies and muffins.
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Old Railroad Days
August 2026 (dates not updated)

Old Railroad Days

Canaan Union Station, Canaan, CT

Status: Updated 5/22/2025

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This Connecticut Festival will have antique/collectibles, commercial/retail, corp./information, crafts and homegrown products exhibitors, and 2 food booths. There will be 1 stage with Local talent and the hours will be .
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Wolcott Country Fair
August 2026 (dates not updated)

Wolcott Country Fair

Wolcott Lion Fairgrounds, Wolcott, CT

Status: Updated 4/21/2025

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This Connecticut State Fair will have antique/collectibles, commercial/retail, crafts, fine art, fine craft and homegrown products exhibitors, and tba food booths. There will be 1 stage with Regional and Local talent and the hours will be Fri 4pm-11pm; Sat 10am-11pm; Sun 10am-7pm. Admission tickets are $8 - $10. This event will also include: carnival rides, horse/oxen pulls, petting zoo, midway/games.
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Farm Festival and Art & Craft Fair
August 2026 (dates not updated)

Farm Festival and Art & Craft Fair

The Farm Truck at Hein Farm, Farmington, CT

Status: Updated 1/14/2025

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This Connecticut Festival will have antique/collectibles, crafts, fine art, fine craft and homegrown products exhibitors, and 2 food booths. There will be 1 stage with Regional talent and the hours will be .
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Mystic Outdoor Art Festival
August 2026 (dates not updated)

Mystic Outdoor Art Festival

Historic Downtown, Stonington, CT

Status: Updated 12/24/2024

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This Connecticut Art Show will have fine art and fine craft exhibitors, and 6 food booths. There will be 1 stage with Regional talent and the hours will be Sat 10am-6pm; Sun 10am-5pm. This event will also include: children's art park, performing arts stage.
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Shoreline Jewish Festival
August 2026 (dates not updated)

Shoreline Jewish Festival

Guilford Green, Guilford, CT

Status: Updated 5/29/2025

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This Connecticut Music Festival will have crafts exhibitors and no food booths. There will be 1 stage with National, Regional and Local talent and the hours will be Sun 12pm-5pm.
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Branford Jazz on the Green Series
June - August 2026 (dates not updated)

Branford Jazz on the Green Series

Branford Town Green, Branford, CT

Status: Updated 5/5/2025

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This Connecticut Festival Concert will have no exhibit booths and no food booths. There will be 1 stage with National, Regional and Local talent and the hours will be .
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Rock the Docks Concert Series
July - August 2026 (dates not updated)

Rock the Docks Concert Series

Howard Brown Park & Norwichtown Green, Norwich, CT

Status: Updated 5/22/2025

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This Connecticut Festival Concert will have no exhibit booths and 1 food booth. There will be 1 stage with National and Local talent and the hours will be .
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Milford Oyster Festival
August 2026 (dates not updated)

Milford Oyster Festival

Fowler Field, Milford, CT

Status: Updated 2/9/2025

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This Connecticut Festival will have no exhibit booths and 14 food booths. There will be 1 stage with International, National, Regional and Local talent and the hours will be Fri-Sat 10am-6pm. Admission tickets are $8 - $10.
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