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  1. Events
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Connecticut Festivals, Craft Shows, Holiday Celebrations, Vendor Events 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 316 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: Durham Agricultural Fair, Greater Hartford Festival of Jazz and Juried Artisan & Craft Show at Hebron Harvest Fair. 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
Holiday Craft Fair

November 14, 2026

(860) 508-0735
Cromwell High School - Cromwell, CT

The CCCWC Annual Holiday Craft Fair is a successful event that has been supported for over 50 years. The Annual Holiday Craft Fair provides a great opportunity for crafters and artists to showcase their original handcrafted work. We take a special interest in ensuring a profitable and worthwhile day for our crafters. Come and join in the fun!

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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308 Connecticut Events | New Search

Fairs & Festivals in Connecticut 2026–2027

Southbury Spring Craft Festival
May 2027 (dates not updated)

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 Show
May 2027 (dates not updated)

Boothe Memorial Park Antique & Classic Car Show

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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Willimantic's Third Thursday Street Fest- May
May 2027 (dates not updated)

Willimantic's Third Thursday Street Fest- May

Historic Downtown on Main Street, Willimantic, CT

Status: Updated 4/29/2026

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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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Bethel Blooms Craft Fair
May 2027 (dates not updated)

Bethel Blooms Craft Fair

Municipal Center, Bethel, CT

Status: Updated 4/22/2026

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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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Westport Fine Arts Festival
May 2027 (dates not updated)

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 2027 (dates not updated)

Fine Art Festival Sharon on the Green CT

Sharon Town Green, Sharon, CT

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.
More needed
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Food Trucks on the River - May
May 2027 (dates not updated)

Food Trucks on the River - May

Veteran's Memorial Park, Shelton, CT

Status: Updated 4/19/2026

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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.
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Torrington Strawberry Festival
May 2027 (dates not updated)

Torrington Strawberry Festival

Coe Memorial Park, Torrington, CT

Status: Updated 4/15/2026

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This Connecticut Specialty-Theme Event will have crafts, fine art and fine craft exhibitors, and 4 food booths.
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New London County Strawberry Festival
May 2027 (dates not updated)

New London County Strawberry Festival

North Stonington Agricultural Fairgrounds, North Stonington, CT

Status: Updated 3/30/2026

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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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Saint Michael Church Spring Fair
May 2027 (dates not updated)

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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Spring Fest
May 2027 (dates not updated)

Spring Fest

Bunny McGuire Park, Canaan, CT

Status: Updated 4/29/2026

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This Connecticut Vendor Event will have antique/collectibles, commercial/retail, 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 Sun 10am-3pm. This event will also include kids' activities.
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Fair on the Green
June 2027 (dates not updated)

Fair on the Green

Town Green, Milford, CT

Status: Updated 5/21/2026

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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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Southbury Strawberry Festival
June 2027 (dates not updated)

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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Main Street Festival
June 2027 (dates not updated)

Main Street Festival

Downtown, Stratford, CT

Status: Updated 5/26/2026

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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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New MilfordTeddy Bear Festival
June 2027 (dates not updated)

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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Westbrook Spring Arts & Crafts Fair
June 6, 2027

Westbrook Spring Arts & Crafts Fair

WestbrookTown Green, Westbrook, CT

Status: Updated 10/13/2026

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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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Celebrate! West Hartford Arts and Crafts Show
June 2027 (dates not updated)

Celebrate! West Hartford Arts and Crafts Show

Town Hall Common, West Hartford, CT

Status: Updated 3/31/2026

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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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Georgetown Day
June 2027 (dates not updated)

Georgetown Day

Downtown, Redding, CT

Status: Updated 6/5/2026

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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.
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Naugatuck Duck Day Festival
June 2027 (dates not updated)

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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Strawberry Concert / Festival
June 2027 (dates not updated)

Strawberry Concert / Festival

Campus of New Horizons Village, Unionville, CT

Status: Updated 2/12/2026

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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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Orange Congregational Church Strawberry Festival
June 12, 2027

Orange Congregational Church Strawberry Festival

Orange Fairgrounds at High Plains Community Center, Orange, CT

Status: Updated 9/8/2026

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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 2027 (dates not updated)

Danbury Street Festival

Downtown, Danbury, CT

Status: Updated 6/4/2026

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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.
More needed
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Litchfield Marketplace
June 2027 (dates not updated)

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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Arts & Crafts on Bedford - June
June 2027 (dates not updated)

Arts & Crafts on Bedford - June

Downtown, Stamford, CT

Status: Updated 6/4/2026

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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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