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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

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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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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Army & Navy Craft Fair & Show
October 2026 (dates not updated)

Army & Navy Craft Fair & Show

Army & Navy Club, Manchester, CT

Status: Updated 7/31/2025

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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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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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Goshen Farmers Market
July - October 2026 (dates not updated)

Goshen Farmers Market

Scoville Park, Goshen, CT

Status: Updated 7/21/2025

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This Connecticut Farmers Market will have crafts, fine craft and homegrown products exhibitors, and local food booths. There will be 1 stage with Regional and Local talent and the hours will be .
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Windsor Lions Club Fall Arts & Crafts Festival
October 2026 (dates not updated)

Windsor Lions Club Fall Arts & Crafts Festival

Windsor Town Green, Windsor, CT

Status: Updated 5/13/2025

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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.
3.64/5
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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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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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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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Connecticut Garlic & Harvest Festival
October 2026 (dates not updated)

Connecticut Garlic & Harvest Festival

Bethlehem Fairgrounds, Bethlehem, CT

Status: Updated 10/8/2025

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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, rides & amusements.
4.86/5
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Southington Apple Harvest Festival Arts and Crafts Show
October 2026 (dates not updated)

Southington Apple Harvest Festival Arts and Crafts Show

Outdoors in the Bank of America parking lot on asphalt, Southington, CT

Status: Updated 3/28/2025

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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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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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Buells' Orchard Harvest Festival
October 2026 (dates not updated)

Buells' Orchard Harvest Festival

Buell's Orchard, Eastford, CT

Status: Updated 2/11/2025

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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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Zion Scarecrow Festival
October 2026 (dates not updated)

Zion Scarecrow Festival

Zion Lutheran Church, Wallingford, CT

Status: Updated 9/24/2025

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This Connecticut Festival will have commercial/retail, crafts, fine art and homegrown products exhibitors, and 3 food booths. There will be 1 stage with Local talent and the hours will be Sat 10am-3pm. This event will also include: hayride, bounce house, kids games, bake table.
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Fairfield Harvest Market
October 2026 (dates not updated)

Fairfield Harvest Market

Old Town Hall Green, Fairfield, CT

Status: Updated 4/9/2025

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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.
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The Blessing Pantry Fall Fair
October 2026 (dates not updated)

The Blessing Pantry Fall Fair

Seymour, Seymour, CT

Status: Updated 3/27/2025

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This Connecticut Craft Show will have antique/collectibles, crafts, fine art, fine craft, flea market and homegrown products exhibitors, and no food booths.
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Newtown United Methodist Church Fall Arts & Craft Fair
October 2026 (dates not updated)

Newtown United Methodist Church Fall Arts & Craft Fair

Reed Intermediate School, Newtown, CT

Status: Updated 10/15/2025

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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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Manifest Your Beauty Fest
October 2026 (dates not updated)

Manifest Your Beauty Fest

Milford Landing, Milford, CT

Status: Updated 10/7/2025

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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 5 food booths. There will be 2 stages with National, Regional and Local talent and the hours will be Sat 11am-5pm. This event will also include special guest speakers.
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The Twenty-Seventh Connecticut Renaissance Faire
August - October 2026 (dates not updated)

The Twenty-Seventh Connecticut Renaissance Faire

Lebanon Lions Fairgrounds, Lebanon, CT

Status: Updated 3/10/2025

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This Connecticut Renaissance-Medieval-Pirate Fair will have crafts, fine art and fine craft exhibitors, and 10 food booths. There will be 11 stages with International, National, Regional and Local talent and the hours will be . Admission tickets are $10 - $15. This event will also include: parades, jousting, armored combat, magic, comedy, kids area.
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Glastonbury Apple Harvest & Music Festival
October 2026 (dates not updated)

Glastonbury Apple Harvest & Music Festival

Riverfront Park, Glastonbury, CT

Status: Updated 3/11/2025

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This Connecticut Festival will have antique/collectibles, commercial/retail, crafts, fine art, fine craft and homegrown products exhibitors, and 25 food booths. There will be 4 stages with International, National, Regional and Local talent and the hours will be Fri 5pm-10pm; Sat 10am-10pm; Sun 11am-5pm. Admission tickets are $5 - $12. This event will also include: 5k road race, apple harvest pub, amusement rides, kids zone.
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Roseland Cottage Fine Arts & Crafts Festival
October 2026 (dates not updated)

Roseland Cottage Fine Arts & Crafts Festival

Roseland Cottage, Woodstock, CT

Status: Updated 8/11/2024

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This Connecticut Craft Show will have crafts, fine art and fine craft exhibitors, and Tbd food booths. There will be 1 stage with Regional and Local talent and the hours will be Sat-Sun 10am-4pm. Admission tickets are $5.
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