Bennington 4th Annual Harvest Fest – Sat Oct 18th, 2025

Time: 10:00am-5:00pm
4th Annual Harvest Fest
Celebrate Fall Foliage in Downtown Bennington – Crafts, Activities, Entertainment & More!
FREE & FAMILY FRIENDLY – Free parking all over Downtown Bennington. (Main St. and half of School St. will be closed)

100+ Vendors: Artisan crafts, handmade gifts, seasonal foods, maple goodies, alpaca products, fresh bakery treats, and more
Live Music All Day: Main stage at Lucky’s with headliner The Velvet Wave and more performances at Nichol’s. Knapp’s Trailer lineup by Knapp’s Music Shop
Medieval Fighters & Dancing Witches Flash Mob!!!
Merchants Park Kids Zone (11 AM – 3 PM): Pumpkin decorating, balloon twisting, interactive exhibits from the Vermont Museum of Natural History, and three live raptor shows
Raffles & Scarecrow Contest: Win Downtown Dollars, mums, gift cards, art, and more
Bring the whole family and explore downtown’s shops, cafés, restaurants, and breweries. Free admission and free parking make it easy to enjoy everything at your own pace.
Celebrate the colors, flavors, and spirit of fall in the heart of Vermont!
Thank you sponsors!
Bank of Bennington
Oliver Ford of Bennington
Bennington Banner (Media Sponsor)
Yankee Home
Vista Home Improvement
LeafGuard
Rock Voices
The Richard’s Group
802 Restrooms
Casella
World of Wonder Entertainment
Knapps Music & Toys Shop
Bank of Bennington
Oliver Ford of Bennington
Bennington Banner (Media Sponsor)
Yankee Home
Vista Home Improvement
LeafGuard
Rock Voices
The Richard’s Group
802 Restrooms
Casella
World of Wonder Entertainment
Knapps Music & Toys Shop