Winchester Arts Events

Cumberland Road at Bright Box Theater!

Bright Box Theater 27 Dec 2025

Winchester Elks Lodge - Mack Berry Band

Elks Club 24 Jan 2026

Gallery Explorers: Winter Landscape Holiday Cards

901 Amherst St, Winchester, VA, United States, Virginia 22601 20 Dec 2025

A DIVA's Christmas Special

Bright Box (Winchester, VA) 20 Dec 2025

Wait Until Dark

Winchester Little Theatre 15 Jan 2026

Winter Paint and Sip @ West Oaks with The Typewriter Studio

4305 Middle Road, Winchester, VA, United States, Virginia 22602 9 Jan 2026

Midnight in Miami: Bright Box NYE

Bright Box Theater 31 Dec 2025

Wait Until Dark at Winchester Little Theatre Inc.

Winchester Little Theatre Inc. 17 Jan 2026

Old Town Winchester New Year's Eve Celebration 2026

Old Town, Winchester 31 Dec 2025

A Day in the Kitchen: Advanced Macaron

27 North Loudoun Street, Winchester, VA, United States, Virginia 22601 20 Dec 2025

Galentine's Night Out

302 S Loudoun Street, Winchester, VA 12 Feb 2026

Gallery Explorers: Winter Landscape Holiday Cards

901 Amherst St, Winchester, VA, United States, Virginia 22601 16 Dec 2025

Daniel Morgan Art Auction

111 Featherbed Lane, Winchester, VA, United States, Virginia 22601 18 Dec 2025

Dancing Thru the Decades

Backseat Events 7 Feb 2026

2nd Annual Grinchmas Show at the Bright Box Theater

Bright Box Theater 21 Dec 2025

Decision Height at Winchester Little Theatre Inc.

Winchester Little Theatre Inc. 13 Mar 2026

Bourbon Pairing Dinner featuring Brothers Bond Bourbon at UNO Winchester

UNO Pizzeria & Grill 2 Feb 2026

Decision Height

Winchester Little Theatre 12 Mar 2026

First Night Winchester at the MSV

901 Amherst St, Winchester, VA, United States, Virginia 22601 31 Dec 2025

Joey Harkum w/ The Grilled Lincolns

Bright Box Theater 5 Feb 2026

Winchester Audio Tour: Echoes of Legends and Landmarks

Beth El Congregation (Winchester, Virginia) 27 Sep 2025

Kids Winter Art Camp Ages 6-14 at Easely Created

Easely Created Winchester 29 Dec 2025