Southern Vermont HomeBrew Festival - 2026

113 Depot St 2 May 2026

10th Annual Snowflake Ball

Mount Anthony-Country Club 21 Feb 2026

Bennington County's Got Talent 2026 LIVE SHOW

Monument Arts & Cultural Center of Bennington 27 Feb 2026

Blueberry Festival

604 US Route 7 S, Bennington, VT 25 Jul 2026

Edgar Allan Poe Speakeasy: Chapter Two - Bennington

Monument Arts & Cultural Center 6 Mar 2026

🍁 Maple in April 🍁

604 US Route 7 S, Bennington, VT 11 Apr 2026

LIVE MUSIC: Caitlin Canty at Bennington Theater

331 Main St, Bennington, VT, United States, Vermont 05201 13 Mar 2026

TIMOR MORTIS, based on the works of former Poet Laureate, Donald Hall with Gordon Clapp

44 Gypsy Lane, Bennington, VT, United States, Vermont 05201 14 Feb 2026

10th Annual Cabin Fever Dance – Cancer Crusaders

Elks Bennington Lodge 21 Feb 2026

Bennington's Winter Farmers Market - Indoors through April

239 Main Street, Bennington, VT, United States, Vermont 05201 14 Feb 2026

Postcard Party!

Bennington Community Market 12 Feb 2026

Fix It Fun

101 Silver St, Bennington, VT, United States, Vermont 05201 28 Feb 2026

Love Lights the Community

First Baptist Church of Bennington, Vermont 13 Feb 2026

Basket Bingo: A Fundraiser for Sunrise Family Resource Center

Elks Bennington Lodge 18 Mar 2026

LIVE MUSIC: Mardi Gras with Buck2Fifty at Bennington Theater

331 Main St, Bennington, VT, United States, Vermont 05201 20 Feb 2026

Wine & IMPROV at Bennington Theater (Every 3rd Thursday)

331 Main St, Bennington, VT, United States, Vermont 05201 19 Feb 2026

old toy show

238 west main st, Bennington, VT, United States, Vermont 05201 21 Feb 2026

Antiques Appraisal Fair

Bennington Museum 4 Apr 2026

36th Annual Stratton Racing Party

Elks Bennington Lodge 28 Feb 2026

2026 Wintertastic Celebration and Auction

Mount Anthony-Country Club 14 Mar 2026