Music Festivals 2025–2026Vermont Cities and TownsBellows Falls, Bennington, Bristol, Canaan, Essex Junction, Jay, Lyndonville, Middlebury, Mount Snow, New Haven, Randolph, Rutland, Springfield, Vergennes, WaitsfieldAttend Your Favorite Music Festivals in Bennington, VT![]() August 16, 2025Bennington Food Truck FestivalDowntown, Bennington, VT Status: Updated 4/1/2025
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. ![]() August 30, 2025Bennigton Vermont Garlic & Herb FestivalDowntown, Bennington, VT Status: Updated 7/23/2025
A Specialty-Theme Event organized by Bennington Area Chamber of Commerce.
This Vermont Specialty-Theme Event will have crafts and homegrown products exhibitors, and tba food booths. There will be 2 stages with Regional and Local talent and the hours will be Sat 10am-5pm. Admission tickets are $5 - $30. This event will also include: demos, lectures, face painting, kids activity tent. ![]() September 20, 2025Heritage Harvest Festival at the BarnThe Apple Barn and Bakeshop Field, Bennington, VT Status: Updated 4/9/2025
A Festival organized by The Apple Barn and Country Bakeshop.
This Vermont Festival will have antique/collectibles, commercial/retail, crafts, fine art, fine craft, flea market and homegrown products exhibitors, and 5 food booths. There will be 1 stage with Regional and Local talent and the hours will be Sat 10am-5pm. This event will also include: eating contests, corn maze, childrens' activities, bar, live music, activities. ![]() October 18, 2025Harvest FestDowntown, Bennington, VT Web: betterbennington.com/event-details/harvest-.. Status: Updated 3/11/2025
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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