Winchester Arts Events

Celtic Fest

Old Town Winchester 14 Mar 2026

Country Nite @ Bright Box Theater in Winchester, VA

Bright Box Theater 6 Mar 2026

An Evening with Stephane Wrembel

Bright Box (Winchester, VA) 27 Feb 2026

Peaches & Beaches Festival

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

Galentine's Night Out: Paint & Sip!

302 S Loudoun Street, Winchester, VA 12 Feb 2026

Kids Festival

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

Love Letters Evening

4063 Middle Rd, Winchester, VA, United States, Virginia 22602 14 Feb 2026

Joey Harkum w/ The Grilled Lincolns

Bright Box Theater 5 Feb 2026

McDonald's Apple Blossom Gaming Festival

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

Bright Box Card Bazaar: An Indoor Pokemon Vendor Show

Bright Box (Winchester, VA) 9 May 2026

James & Joel: Great American Songwriters

Bright Box Theater 22 Feb 2026

Dancing Thru the Decades

Backseat Events 7 Feb 2026

Comedy Night at James Charles Winery

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

Propagation Swap and Talk

1912 Martinsburg Pike, Winchester, VA 7 Feb 2026

Greener Living Day

302 S Loudoun Street, Winchester, VA 25 Apr 2026

Pierogis

27 North Loudoun Street, Winchester, VA, United States, Virginia 22601 21 Feb 2026

Chocolate Lovers

27 North Loudoun Street, Winchester, VA, United States, Virginia 22601 7 Feb 2026

3rd Annual Puppy Love Charity Fashion Show

The Exchange on Loudoun 7 Feb 2026

W.O.W. - February Networking Event

The George Washington A Wyndham Grand Hotel 10 Feb 2026

Maker Day: Mugs

901 Amherst St, Winchester, VA, United States, Virginia 22601 7 Feb 2026

Decision Height at Winchester Little Theatre Inc.

Winchester Little Theatre Inc. 13 Mar 2026

Sign of the Times - Art Opening

130 North Loudoun Street, Winchester, VA, United States, Virginia 22601 7 Feb 2026

YSLS Mysteries & Mayhem

Henkel Hall 21 Feb 2026

Galentines Paint Night Fundraiser

Easely Created Winchester 12 Feb 2026

🎨 Youth Initiative Event at Polka Dot Pot 🖌️

Polka Dot Pot: A Create Your Own Art Studio 9 Feb 2026

Book Signing for The Day it Rained Popcorn

Winchester Book Gallery 21 Feb 2026

Decision Height

Winchester Little Theatre 12 Mar 2026

Gallery Explorers: Painting on Canvas

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

5AM Trio: Esoterra Tour

Bright Box Theater 26 Mar 2026

Perfectly Polish II

27 North Loudoun Street, Winchester, VA, United States, Virginia 22601 1 Mar 2026

Prayer Brunch presented by Knouse Foods Musselman's

Fellowship Bible Church 1 May 2026

Classical at the MSV: Fauré & Brahms

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

Chocolate Festival

115 Wolfe St, 22601 7 Feb 2026

The Bass Club Presents: beastboi LOUD & FEAR TOUR

Bright Box Theater 24 Apr 2026

Gallery Explorers: Painting on Canvas

901 Amherst St, Winchester, VA, United States, Virginia 22601 17 Mar 2026

Contemporary Christian Concert presented by Clean Water of Virginia

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

Partlow Insurance Sports Breakfast

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

Art Ability: Masterclass

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

Gallery Talk: Arnold Newman

901 Amherst St, Winchester, VA, United States, Virginia 22601 13 Mar 2026

Ballerina Nail & Spa Pumps and Pearls Ladies Party

Bright Box (Winchester, VA) 27 Apr 2026

Cozy Writing Workshop

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

Valley Pediatric Dentistry Family Fun Party

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

Art Ability: Art in the Halls

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

What To Do When Vital Records Don't Exist: A Genealogy Webinar by Annette Burke Lyttle, CG

100 W Piccadilly St, Winchester, VA, United States, Virginia 22601 18 Feb 2026

Standup Comedy at Escutcheon Brewing! (Winchester, Va)

Escutcheon Brewing Co. 14 Nov 2025

John Chumley Day at the MSV

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

Homeschool Wednesday Workshop: Photographs & Fashion

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

Memories at the MSV: Valley Fiber Art

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