Pam The Berkshire Medium

American Legion Post 13 Bennington, VT 6 Feb 2026

10th Annual Snowflake Ball

Mount Anthony-Country Club 21 Feb 2026

LIVE MUSIC: Caitlin Canty at Bennington Theater

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

The Little Shop of Horrors - Vintage Hollywood Classics - Screening at Bennington Theater

331 Main St, Bennington, VT, United States, Vermont 05201 30 Jan 2026

10th Annual Cabin Fever Dance – Cancer Crusaders

Elks Bennington Lodge 21 Feb 2026

Molly Durnin LIVE at The 421 Craft Bar & Kitchen

The 421 Craft Bar & Kitchen 15 Jan 2026

2026 Snow Days with Blue Cross Blue Shield of Vermont

Prospect Mountain Ski Area 24 Jan 2026

BRSC Lodge with PFR! (1 of 2)

Buck Ridge Lodge and Resort 22 Jan 2026

Blood Drive - First Baptist Church of Bennington

First Baptist Church of Bennington, Vermont 16 Jan 2026

SHSF Annual Basket Bingo

307 School St, Bennington, VT 27 Jan 2026

🍁 Maple in April 🍁

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

Charade - Vintage Hollywood Classics - Screening at Bennington Theater

331 Main St, Bennington, VT, United States, Vermont 05201 23 Jan 2026

Blue Sky VT Days - In-Person Snow Days Woodford Event

204 Prospect Access, Woodford, VT 05201-9474, United States 24 Jan 2026

Meet John Doe - Vintage Hollywood Classics - Screening at Bennington Theater

331 Main St, Bennington, VT, United States, Vermont 05201 16 Jan 2026

Basket Bingo: A Fundraiser for Sunrise Family Resource Center

Elks Bennington Lodge 18 Mar 2026

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

331 Main St, Bennington, VT, United States, Vermont 05201 15 Jan 2026

Bennington's Winter Farmers Market - Indoors through April

239 Main Street, Bennington, VT, United States, Vermont 05201 17 Jan 2026

After Holiday Party

598 Carpenter Hill Rd Pownal VT 17 Jan 2026

PAINT & SIP

Kelli's Tavern 25 Jan 2026

Adult Mid- Week Mud Club with Liz Howe (Ages 18+)

Vermont Arts Exchange 28 Jan 2026