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  1. Events
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Connecticut Festivals, Family & Kids Festivals, Craft Shows, Holiday Celebrations 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 319 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
Fairfield Harvest Market

October 17, 2026

commerce.fairfieldctchamber.com/events/deta..

(203) 255-1011
Old Town Hall Green - Fairfield, CT

Fairfield Farmers Market Vendors, Fairfield Rotary Beer Garden Guess the Weight of the Giant Pumpkin, Apples, Cider, Food Trucks, Jewelry, Apparel, Food Items, Home Décor, Crafts, Furniture, Pet Products, DJ Scott providing music. Rain Date - October 24, 2026

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

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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Harvest Fest
October 2026 (dates not updated)

Harvest Fest

New Canaan Nature Center, New Canaan, CT

Status: Updated 9/21/2025

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This Connecticut Wine-Beer Event will have homegrown products exhibitors and local food booths. There will be 1 stage with Regional talent and the hours will be Sat 7pm-10pm. Admission tickets are $85 - $250.
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Army & Navy Craft and Vendor Fair
October 4, 2026

Army & Navy Craft and Vendor Fair

Army & Navy Club, Manchester, CT

Status: Updated 8/6/2026

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This Connecticut Art Show will have crafts, fine art and fine craft exhibitors, and no food booths. This event will also include craft show/fair.
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Old Wethersfield Arts & Crafts Fair
October 4, 2026

Old Wethersfield Arts & Crafts Fair

Cove Park, Wethersfield, CT

Status: Updated 5/19/2026

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This Connecticut Art Show will have crafts, fine art, fine craft and homegrown products exhibitors, and 7 food booths. There will be 1 stage with Regional and Local talent and the hours will be Sun 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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Arts & Crafts Festival
October 2026 (dates not updated)

Arts & Crafts Festival

Old Saybrook Town Green, Old Saybrook, CT

Status: Updated 2/11/2025

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This Connecticut Craft Show will have fine art and fine craft exhibitors, and no food booths.
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Animal Awareness Day
October 2026 (dates not updated)

Animal Awareness Day

Branford Town Green, Branford, CT

Status: Updated 10/1/2025

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This Connecticut Festival will have commercial/retail, crafts, fine art and fine craft exhibitors, and 3 food booths. There will be 1 stage with Local talent and the hours will be Sun 11am-3pm.
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Bethany Harvest Festival and Food Trucks, Too!
October 2026 (dates not updated)

Bethany Harvest Festival and Food Trucks, Too!

Bethany Airport and Bethany Firehouse, Bethany, CT

Status: Updated 8/13/2025

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This Connecticut Festival will have commercial/retail, corp./information, crafts, fine craft and homegrown products exhibitors, and 14 food booths. There will be 1 stage with Local talent and the hours will be Sun 11am-4pm. This event will also include: animals, petting zoos, demonstrations, contests, all ages.
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Stamford Downtown Farmers Market
June 13 - October 10, 2026

Stamford Downtown Farmers Market

Veterans Memorial Park, Stamford, CT

Status: Updated 6/2/2026

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This Connecticut Farmers Market will have homegrown products exhibitors and 8 food booths.
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Bristol Farmer's Market - October
October 3 - 10, 2026

Bristol Farmer's Market - October

parking lot of Express Kitchens Factory Outlet, Bristol, CT

Status: Updated 8/6/2026

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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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Windsor Lions Club Spring Arts & Crafts Festival
October 10, 2026

Windsor Lions Club Spring Arts & Crafts Festival

Windsor Town Green, Windsor, CT

Status: Updated 9/21/2026

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This Connecticut Craft Show will have crafts, fine art and fine craft exhibitors, and no food booths. This event will also include chili festival.
2.29/5
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Windsor Lions Club Fall Arts & Crafts Festival
October 10, 2026

Windsor Lions Club Fall Arts & Crafts Festival

Windsor Town Green, Windsor, CT

Status: Updated 2/11/2026

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This Connecticut Craft Show will have crafts, fine art and fine craft exhibitors, and no food booths. This event will also include chili fest.
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Southington Apple Harvest Festival Arts and Crafts Show
October 2 - 11, 2026

Southington Apple Harvest Festival Arts and Crafts Show

Southington Town Green, Southington, CT

Status: Updated 4/28/2026

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This Connecticut Craft Show will have commercial/retail, corp./information, crafts, fine art, fine craft and homegrown products exhibitors, and tba food booths. This event will also include parade.
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Connecticut Garlic & Harvest Festival
October 10 - 11, 2026

Connecticut Garlic & Harvest Festival

Bethlehem Fairgrounds, Bethlehem, CT

Status: Updated 8/12/2026

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This Connecticut Festival will have crafts and fine craft exhibitors, and 50 food booths. There will be 1 stage with Local talent and the hours will be Sat 9am-6pm; Sun 9am-5pm. Admission tickets are $10. This event will also include: cooking demonstrations, garlic growing lectures, petting zoo, bounce houses, magic show.
4.86/5
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Pumpkin Festival
October 2026 (dates not updated)

Pumpkin Festival

United Methodist Church of Danbury, Danbury, CT

Status: Updated 8/14/2025

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This Connecticut Festival will have crafts, fine art and fine craft exhibitors, and no food booths. This event will also include: homemade baked goods,comedy magic show vendors lunch cafe deluxe balloon twisting jewelry.
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Fall Back Spring Ahead Art & Craft Fair
October 2026 (dates not updated)

Fall Back Spring Ahead Art & Craft Fair

Located at The Chester Fairgrounds, Chester, CT

Status: Updated 3/31/2025

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This Connecticut Craft Show will have antique/collectibles, crafts, fine art, fine craft and homegrown products exhibitors, and 1 food booth. This event will also include prize drawing.
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Festival on the Green Craft Show
October 11, 2026

Festival on the Green Craft Show

Colchester Town Green, Colchester, CT

Status: Updated 9/24/2026

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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
October 11, 2026

Waveny Park Arts Festival

Waveny Park, New Canaan, CT

Status: Updated 9/23/2026

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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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Fall Fair
October 2026 (dates not updated)

Fall Fair

New Canaan Nature Center, New Canaan, CT

Status: Updated 10/1/2025

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This Connecticut Festival will have no exhibit booths and tba food booths. There will be 1 stage with Regional and Local talent and the hours will be Fri 5pm-9pm; Sat 10am-6pm; Sun 12pm-5pm.
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Buells' Orchard Harvest Festival
October 10 - 12, 2026

Buells' Orchard Harvest Festival

Buell's Orchard, Eastford, CT

Status: Updated 2/10/2026

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This Connecticut Festival will have no exhibit booths and no food booths. There will be 1 stage with Regional and Local talent and the hours will be Mon, Sat 10am-4pm; Sun 1pm-4pm. This event will also include hayrides.
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Outdoor Arts Festival of the Bruce Museum
October 2026 (dates not updated)

Outdoor Arts Festival of the Bruce Museum

Bruce Museum grounds, Greenwich, CT

Status: Updated 1/14/2025

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This Connecticut Art Show will have fine art 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: demonstrations, free childrens art activities.
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Autumn Arts Festival
October 2026 (dates not updated)

Autumn Arts Festival

Madison Town Green, Madison, CT

Status: Updated 9/15/2025

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This Connecticut Art Show will have crafts, fine art and fine craft exhibitors, and 3 food booths. There will be 1 stage with Local talent and the hours will be Sat 10am-5pm; Sun 12pm-5pm.
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Columbus Weekend Arts & Fine Crafts Show
October 2026 (dates not updated)

Columbus Weekend Arts & Fine Crafts Show

Merwinsville Hotel Restoration, Inc., New Milford, CT

Status: Updated 10/6/2025

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This Connecticut Craft Show will have crafts, fine art and fine craft exhibitors, and no food booths. Admission tickets are $3 - $35.
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Fairfield Harvest Market
October 17, 2026

Fairfield Harvest Market

Old Town Hall Green, Fairfield, CT

Web: commerce.fairfieldctchamber.com/events/deta..

Status: Updated 7/16/2026

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This Connecticut Holiday Celebration will have antique/collectibles, commercial/retail, crafts, fine art, fine craft, flea market and homegrown products exhibitors, and 8 food booths. There will be Roving Performers with Local talent and the hours will be Sat 10am-4pm. This event will also include halloween dog costume parade.
(203) 255-1011
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