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Festivals in Bennington, VT.
Festivals, Family & Kids Festivals

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Events in Bennington, VT — upcoming

Maple in April at the Barn
April 2026 (dates not updated)

Maple in April at the Barn

The Apple Barn and Bakeshop, Bennington, VT

Status: Updated 3/5/2025

A Festival organized by The Apple Barn and Country Bakeshop.
This Vermont Festival will have crafts, fine art, fine craft and homegrown products exhibitors, and 7 food booths. There will be 1 stage with Local talent and the hours will be Sat-Sun 8am-5pm. This event will also include: demonstrations, kids' area, live music.
Mayfest Arts and Craft Festival
May 2026 (dates not updated)

Mayfest Arts and Craft Festival

Beautiful Downtown, Bennington, VT

Status: Updated 8/13/2024

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.
Blueberry Festival at the Barn
July 2026 (dates not updated)

Blueberry Festival at the Barn

The Apple Barn and Country Bake Shop, 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: blueberry picking, games, contests, activities, live music.
Bennington Food Truck Festival
August 2026 (dates not updated)

Bennington Food Truck Festival

Downtown, 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.
Bennigton Vermont Garlic & Herb Festival
August 2026 (dates not updated)

Bennigton Vermont Garlic & Herb Festival

Downtown, 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.
Heritage Harvest Festival at the Barn
September 2026 (dates not updated)

Heritage Harvest Festival at the Barn

The 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.
Harvest Fest
October 2026 (dates not updated)

Harvest Fest

Downtown, Bennington, VT

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.