Craft Fair

Bennington Elementary School 22 Nov 2025

3rd Annual Winter Craft Fair

1506 Harwood Hill Rd, Bennington, VT, United States, Vermont 05201 22 Nov 2025

A Cozy Christmas Cabaret at Bennington Theater

331 Main St, Bennington, VT, United States, Vermont 05201 20 Dec 2025

Wine & Improv with Expert Stephanie Phelan

331 Main St, Bennington, VT, United States, Vermont 05201 20 Nov 2025

Volunteer Day @ BVIF

The Vermont Veterans' Home 22 Nov 2025

The Shires' Holiday Inn Tours - Saturday, Dec. 6 2025

The Shires of Southwestern Vermont 6 Dec 2025

The Apple Barn Wreath Workshops

604 US Route 7 S, Bennington, VT, United States, Vermont 05201 28 Nov 2025

Trivia Night Live with Jim Thatch - Every Second Thursday

331 Main St, Bennington, VT, United States, Vermont 05201 11 Dec 2025

Monthly Men's Breakfast

Harvest Christian Ministries 29 Nov 2025

Kat Wright & Brett Hughes 2025 Holiday Show

The Coffee Bar 29 Nov 2025

Family Day & Children's Shopping

Bennington Museum 6 Dec 2025

Comedy: Michael Palascak BACK BY POPULAR DEMAND at Bennington Theater

331 Main St, Bennington, VT, United States, Vermont 05201 22 Nov 2025

'No Buy' Holiday Bazaar @ Pangaea

Pangaea Café 23 Nov 2025

Satyrdagg at The Coffee Bar

The Coffee Bar 6 Dec 2025

Gentle Yoga for Adults

101 Silver St, Bennington, VT, United States, Vermont 05201 20 Nov 2025

Annual Snowball Bazaar

Second Congregational Church, 115 Hillside Street, Bennington, VT, United States, Vermont 05201 5 Dec 2025

Holiday Centerpiece Workshop

604 US Route 7 S, Bennington, VT, United States, Vermont 05201 29 Nov 2025

Picturing Grief: Navigating Loss During the Holidays

101 Silver St, Bennington, VT, United States, Vermont 05201 22 Nov 2025

The annual Gala!

75 West Main Street, Bennington, VT, United States, Vermont 05201 13 Dec 2025

The Little Mermaid at Bennington Theater

331 Main St, Bennington, VT, United States, Vermont 05201 23 Nov 2025