Winchester Arts Events

Contemporary Christian Concert presented by Clean Water of Virginia

James R. Wilkins, Jr. Athletic & Events Center 3 May 2026

Valley Pediatric Dentistry Family Fun Party

James R. Wilkins, Jr. Athletic & Events Center 28 Apr 2026

Sunflower Festival

2502 N. Frederick Pike, Winchester, VA 12 Sep 2026

Partlow Insurance Sports Breakfast

James R. Wilkins, Jr. Athletic & Events Center 2 May 2026

First Friday

Old Town Winchester Walking Mall 7 Aug 2026

Peaches & Beaches Festival

4305 Middle Road, Winchester, VA, United States, Virginia 22602 1 Aug 2026

Artisan Market in Old Town

Old Town, Winchester 24 Apr 2026

McDonald's Apple Blossom Gaming Festival

608 Millwood Ave, Winchester, VA 22601-5167, United States 25 Apr 2026

New Playground Grand Opening Event

Winchester VA Parks and Recreation 18 Apr 2026

Bright Box Card Bazaar: An Indoor Pokemon Vendor Show

Bright Box (Winchester, VA) 9 May 2026

Kids Festival

4305 Middle Road, Winchester, VA, United States, Virginia 22602 27 Jun 2026

Fiesta Latina

Winchester Sportsplex 26 Apr 2026

Ballerina Nail & Spa Pumps and Pearls Ladies Party

Bright Box (Winchester, VA) 27 Apr 2026

West Oaks Farm Market's 2026 Spring Vendor Fair

West Oaks Farm Market 4 Apr 2026

Flutterby Fairy Festival 2026

740 Merrimans Ln Winchester, VA 6 Jun 2026

Comedy Night at James Charles Winery

4063 Middle Rd, Winchester, VA, United States, Virginia 22602 21 Mar 2026

Willie Watson

Bright Box Theater - VA 10 Apr 2026

Prayer Brunch presented by Knouse Foods Musselman's

Fellowship Bible Church 1 May 2026

5AM Trio: Esoterra Tour

Bright Box Theater 26 Mar 2026

Greener Living Day

302 S Loudoun Street, Winchester, VA 25 Apr 2026

Our Town

Glaize Studio Theatre 26 Mar 2026

Gallery Explorers: Painting on Canvas

901 Amherst St, Winchester, VA, United States, Virginia 22601 21 Mar 2026

JILL FULTON BAND @ PICCADILLY'S

Piccadilly's Public House and Restaurant 9 May 2026

Decision Height

Winchester Little Theatre 12 Mar 2026

Symphony Orchestra

1460 University Dr, Winchester, VA, United States, Virginia 22601 2 Apr 2026

Classical at the MSV: Fauré & Brahms

901 Amherst St, Winchester, VA, United States, Virginia 22601 4 Apr 2026

Victory Auction

2870 Middle Rd, Winchester, VA, United States, Virginia 22601 11 Apr 2026

Decision Height at Winchester Little Theatre Inc.

Winchester Little Theatre Inc. 13 Mar 2026

John Chumley Day at the MSV

901 Amherst St, Winchester, VA, United States, Virginia 22601 28 Mar 2026

Standup Comedy at Escutcheon Brewing! (Winchester, Va)

Escutcheon Brewing Co. 14 Nov 2025

“The Colored Patriot: The Un-Erased Story of Thomas Laws”

100 W Piccadilly St, Winchester, VA 22601-3916, United States 28 May 2026

The Bass Club Presents: beastboi LOUD & FEAR TOUR

Bright Box Theater 24 Apr 2026

Adult Workshop: Tonal Portraits

901 Amherst St, Winchester, VA, United States, Virginia 22601 21 Mar 2026

Gallery Explorers: Painting on Canvas

901 Amherst St, Winchester, VA, United States, Virginia 22601 21 Apr 2026

Paint on the Farm: Flower Garden

The Homestead Farm at Fruit Hill Orchard LLC 9 May 2026

Art Ability: Spring Flowers

901 Amherst St, Winchester, VA, United States, Virginia 22601 30 Apr 2026

Art Ability: Masterclass

901 Amherst St, Winchester, VA, United States, Virginia 22601 26 Mar 2026

Cozy Writing Workshop

124 W. Piccadilly Street, Winchester, VA, United States, Virginia 22601 21 Mar 2026

Teen Art Club: Apple Blossom

901 Amherst St, Winchester, VA, United States, Virginia 22601 9 Apr 2026

Memories at the MSV: Valley Fiber Art

901 Amherst St, Winchester, VA, United States, Virginia 22601 16 Apr 2026