Bennington Holiday Events

A Cozy Christmas Cabaret at Bennington Theater

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

Kat Wright & Brett Hughes 2025 Holiday Show

The Coffee Bar 29 Nov 2025

'No Buy' Holiday Bazaar @ Pangaea

Pangaea Café 23 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

Holiday Centerpiece Workshop (SWT Cosmetology Fundraiser)

VFW Auxiliary to Post No. 1332 14 Dec 2025

Molly Stark Holiday Bazaar Sponsored by PTG

181 Orchard Rd, Bennington, VT 6 Dec 2025