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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.

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328 Connecticut Events | New Search

Fairs & Festivals in Connecticut 2026–2027

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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Connecticut Food Truck & Wine Festival
October 2026 (dates not updated)

Connecticut Food Truck & Wine Festival

Priam Vineyards, Colchester, CT

Status: Updated 3/16/2025

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This Connecticut Food Festival will have crafts, fine craft and homegrown products exhibitors, and 20 food booths. There will be 1 stage with Local talent and the hours will be Sat-Sun 11am-6pm.
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Milford Artisan Market - October
October 2026 (dates not updated)

Milford Artisan Market - October

Milford Green, Milford, CT

Status: Updated 4/12/2025

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This Connecticut Craft Show will have crafts, fine art and fine craft exhibitors, and 4 food booths. There will be 2 stages with Regional and Local talent and the hours will be Sat-Sun 10am-4pm. This event will also include: kid's area, vendor demonstrations.
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Milford Artisan Market
October 2026 (dates not updated)

Milford Artisan Market

Milford Green, Milford, CT

Status: Updated 6/10/2025

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This Connecticut Craft Show will have crafts, fine art and fine craft exhibitors, and 5 food booths. There will be 2 stages with Local talent and the hours will be Sat-Sun 10am-4pm. This event will also include: martial arts demonstrations, artisan demonstrations.
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Stamford Downtown Farmers Market
June - October 2026 (dates not updated)

Stamford Downtown Farmers Market

Veterans Memorial Park, Stamford, CT

Status: Updated 6/9/2025

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This Connecticut Farmers Market will have homegrown products exhibitors and 8 food booths.
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Bethany Lions Flea Market
August - October 2026 (dates not updated)

Bethany Lions Flea Market

Bethany Airport, Bethany, CT

Status: Updated 8/13/2025

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This Connecticut Flea Market will have flea market exhibitors and no food booths.
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Hall-O-Weekend
October 2026 (dates not updated)

Hall-O-Weekend

Milford Green/Downtown Milford, Milford, CT

Status: Updated 6/24/2025

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This Connecticut Family & Kids Festival will have commercial/retail, corp./information, crafts and homegrown products exhibitors, and local food booths.
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Holiday Craft Fair
October 2026 (dates not updated)

Holiday Craft Fair

Saint Thomas Parish Gym, Fairfield, CT

Status: Updated 10/21/2025

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This Connecticut Holiday Celebration will have antique/collectibles, crafts, fine art, fine craft, flea market and homegrown products exhibitors, and no food booths. This event will also include raffles.
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Eighteenth Pre-Holiday Craft Fair & Tag Sale
October 2026 (dates not updated)

Eighteenth Pre-Holiday Craft Fair & Tag Sale

St. Thomas Aquinas Parish Center (GYM), Fairfield, CT

Status: Updated 9/2/2025

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This Connecticut Festival will have antique/collectibles, corp./information, crafts, film, fine craft and homegrown products exhibitors, and no food booths. This event will also include raffles.
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New Fairfield Craft and Bake Sale
October 2026 (dates not updated)

New Fairfield Craft and Bake Sale

New Fairfield Senior Center, New Fairfield, CT

Status: Updated 8/31/2025

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This Connecticut Craft Show will have crafts exhibitors and no food booths. This event will also include cupcake decorating for the kids.
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Village of Devon Farmers Market - October
October 2026 (dates not updated)

Village of Devon Farmers Market - October

Farmer's Market, Milford, CT

Status: Updated 9/6/2025

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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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Harvest Market on the Lot
October 2026 (dates not updated)

Harvest Market on the Lot

Spectrum parking lot, Milford, CT

Status: Updated 10/22/2025

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This Connecticut Craft Show will have crafts exhibitors and no food booths.
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New England Country Fair
November 2026 (dates not updated)

New England Country Fair

Second Congregation Church, Manchester, CT

Status: Updated 10/28/2025

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This Connecticut Craft Show will have crafts exhibitors and no food booths.
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Craft Fair
November 2026 (dates not updated)

Craft Fair

High Plains Community Center (indoors), Orange, CT

Status: Updated 7/4/2025

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This Connecticut Festival will have crafts and fine craft exhibitors, and no food booths. Admission tickets are $3. This event will also include raffle.
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Cornerstone PTFA Craft & Vendor Fair
November 2026 (dates not updated)

Cornerstone PTFA Craft & Vendor Fair

The Cornerstone Christian School, Manchester, CT

Status: Updated 7/16/2025

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This Connecticut Vendor Event will have antique/collectibles, commercial/retail, crafts, fine art, fine craft, flea market and homegrown products exhibitors, and no food booths.
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Festival of Crafts
November 2026 (dates not updated)

Festival of Crafts

Whisconnier Middle School, Brookfield, CT

Status: Updated 10/29/2025

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This Connecticut Craft Show will have crafts, fine art and fine craft exhibitors, and no food booths. Admission tickets are $5.
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Oxford Handmade Arts and Crafts Show
November 2026 (dates not updated)

Oxford Handmade Arts and Crafts Show

Oxford Municipal Annex (Former Oxford Center School), Oxford, CT

Status: Updated 3/11/2025

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This Connecticut Craft Show will have crafts, fine art, fine craft and homegrown products exhibitors, and 5 food booths. There will be 1 stage with Local talent and the hours will be Sat 10am-4pm.
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