Festivals in Bennington, VT - Family & Kids Festivals, Craft ShowsVermont Cities and TownsBennington, Brandon, Burlington, Essex, Essex Junction, Ludlow, New Haven, Randolph, Woodstock
May 23, 2026Mayfest Arts and Craft FestivalBeautiful Downtown, Bennington, VT Status: Updated 1/19/2026
A Festival organized by Better Bennington Corporation.
This Vermont Festival will have crafts, fine art, fine craft and homegrown products exhibitors, and 25 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: face painting, hair braiding, games, small farm animals, children's karaoke, magician, etc.
August 15, 2026Bennington Food Truck FestivalDowntown, Bennington, VT Status: Updated 4/15/2026
A Food Festival organized by Green Mountain Concessions.
This Vermont Food Festival will have crafts, film, fine art, fine craft and homegrown products exhibitors, and 20 food booths. There will be 1 stage with Local talent and the hours will be Sat 11am-7pm. This event will also include other activities such as face-painting and ax throwing booth.
October 17, 2026Harvest FestDowntown, Bennington, VT Status: Updated 1/19/2026
A Family & Kids Festival organized by Better Bennington Corporation.
This Vermont 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 and Local talent and the hours will be Sat 10am-5pm. This event will also include: face painting, hair braiding, kids' games, pumpkin painting, story telling.
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