Winchester Arts Events

Winter Wonderland Christmas Market

Millwood Station Banquet Hall 22 Nov 2025

Solenberger’s Hardware LOVE THE LOCALS

832 Berryville Ave, Winchester, VA 22 Nov 2025

A Christmas Carol at Winchester Little Theatre Inc.

Winchester Little Theatre Inc. 7 Nov 2025

A Christmas Carol

Winchester Little Theatre 6 Nov 2025

A Christmas Carol at Winchester Little Theatre

Winchester Little Theatre 28 Nov 2025

Chelsea Cushman, mezzo-soprano & Maja Tremiszewska, piano

Goodson Chapel Recital Hall 5 Dec 2025

Vino Art Club - November

127 S. Braddock St., Winchester, VA 21 Nov 2025

Clay Gingerbread House

157 N Loudoun St, Winchester, VA, United States, Virginia 22601 21 Nov 2025

A DIVA's Christmas Special

Bright Box (Winchester, VA) 20 Dec 2025

Byron Jones, baritone & Karen Walker, piano

Goodson Chapel Recital Hall 24 Nov 2025

A Christmas Carol at Winchester Little Theatre

Winchester Little Theatre 22 Nov 2025

The Nutcracker Ballet

John Handley High School 13 Dec 2025

Make Mosaics with Christy Dunkle

Dividing Creek Beer Co 3 Dec 2025

Wait Until Dark

Winchester Little Theatre 15 Jan 2026

Keith Harkin Trio - Winchester VA Bright Box Theater

Bright Box Theater 9 Dec 2025

A Christmas Carol at Winchester Little Theatre

Winchester Little Theatre 29 Nov 2025

Pierogis!!

27 North Loudoun Street, Winchester, VA, United States, Virginia 22601 7 Dec 2025

Daniel Morgan Art Auction

111 Featherbed Lane, Winchester, VA, United States, Virginia 22601 1 Dec 2025

The Bass Club Presents: MAD DUBZ

Bright Box Theater 12 Dec 2025

Keith Harkin Trio Christmas Show

Bright Box (Winchester, VA) 9 Dec 2025

Teen Art Club

Museum of the Shenandoah Valley 11 Dec 2025

Classical at the MSV: Divine Song

901 Amherst St, Winchester, VA, United States, Virginia 22601 22 Nov 2025

Cumberland Road at Bright Box Theater!

Bright Box Theater 27 Dec 2025

Tanks-Giving!

255 Market Street, Winchester, VA, United States, Virginia 22603 29 Nov 2025

Sit. Stay. Paint!

WASPCA Thrift Shop 4 Dec 2025

Holiday Tree Jamboree

1944 Abrams Creek, Winchester, VA, United States, Virginia 22601 7 Dec 2025

A Christmas Carol at Winchester Little Theatre

Winchester Little Theatre 20 Nov 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

A Christmas Carol at Winchester Little Theatre

Winchester Little Theatre 23 Nov 2025

Dancing Thru the Decades

Backseat Events 7 Feb 2026

Gallery Explorers: Winter Landscape Holiday Cards

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

Little Noon Music - Shenandoah Conservatory's Trombone Collective

100 W Piccadilly St, Winchester, VA, United States, Virginia 22601 5 Dec 2025

Elijah - Artist

The Monument - VA 20 Nov 2025

Wait Until Dark at Winchester Little Theatre Inc.

Winchester Little Theatre Inc. 17 Jan 2026

Gallery Explorers: Winter Landscape Holiday Cards

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

Decision Height at Winchester Little Theatre Inc.

Winchester Little Theatre Inc. 13 Mar 2026

Evren Ozel

Armstrong Concert Hall 23 Nov 2025

The 25th Annual Putnam County Spelling Bee

Ohrstrom-Bryant Theatre 19 Nov 2025

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: One Foot in the Grave Tour

Bright Box Theater 5 Feb 2026

Parking A Christmas Carol

Winchester Little Theatre Inc. 16 Nov 2025

A Christmas Carol

Winchester Little Theatre Inc. 16 Nov 2025

Record Store Day Black Friday 2025

48 South Loudoun St., Winchester, VA, United States, Virginia 22601 28 Nov 2025

Winchester Audio Tour: Echoes of Legends and Landmarks

Beth El Congregation (Winchester, Virginia) 27 Sep 2025

A Date Night Adventure! - Winchester Wonders

12 N Cameron St 24 Jul 2025