Arts events in Winchester

Check out happening arts events all around Winchester, VA

Sunflower Festival

Sat, 12 Sep at 10:00 am 2502 N. Frederick Pike, Winchester, VA

First Friday

 Fri, 07 Aug at 05:00 pm Old Town Winchester Walking Mall

Peaches & Beaches Festival

Sat, 01 Aug at 11:00 am 4305 Middle Road, Winchester, VA, United States, Virginia 22602

Flutterby Fairy Festival 2026

 Sat, 06 Jun at 10:00 am 740 Merrimans Ln Winchester, VA

Kids Festival

Sat, 27 Jun at 11:00 am 4305 Middle Road, Winchester, VA, United States, Virginia 22602

Celebracion of Winchester

Sat, 19 Sep at 12:00 pm Taylor Pavilion Winchester

"Hit Me 90's One More Time!" Comedy Murder Mystery Show (7PM)

 Sat, 06 Jun at 07:00 pm Bright Box Theater

Calendar Girls at Winchester Little Theatre Inc.

 Sat, 23 May at 08:00 pm Winchester Little Theatre Inc.

Winchester, VA @ Bright Box Theater

 Fri, 31 Jul at 09:00 pm Bright Box Theater

Date Night Sip&Paint

 Fri, 12 Jun at 06:00 pm 16 S Loudoun St USD 34

Pierogies!

 Sat, 13 Jun at 04:30 pm 27 North Loudoun Street, Winchester, VA, United States, Virginia 22601

Emo Night Karaoke 7/25 @ Bright Box Theater

 Sat, 25 Jul at 07:00 pm Bright Box Theater USD 20

Fairytale on the Farm

 Sat, 27 Jun at 10:00 am 2502 N. Frederick Pike , Winchester, VA, United States, Virginia 22603

Comedy to the Rescue

 Tue, 23 Jun at 05:30 pm 15 N Loudoun St, Winchester, VA 22601-4715, United States

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

 Thu, 28 May at 06:00 pm 100 W Piccadilly St, Winchester, VA 22601-3916, United States

Welcome Summer! Lunch N' Bid Fundraiser

 Sun, 28 Jun at 11:30 am The George Washington Hotel

Design & Build Dashboard | Tableau Certification in Winchester, VA

 Tue, 26 May at 09:00 am Regus Center USD 1,587 to 2,075

Paint on the Farm: Wildflowers by the River

 Sat, 08 Aug at 02:00 pm The Homestead Farm at Fruit Hill Orchard LLC USD 60

Paint on the Farm: Summer Peaches

 Sat, 11 Jul at 02:00 pm The Homestead Farm at Fruit Hill Orchard LLC USD 60

Paint on the Farm: Butterfly

 Sun, 14 Jun at 02:00 pm The Homestead Farm at Fruit Hill Orchard LLC USD 60

Standup Comedy at Escutcheon Brewing! (Winchester, Va)

 Fri, 14 Nov at 08:00 pm Escutcheon Brewing Co. USD 13

Winchester Meadow Celebration

 Sat, 20 Jun at 01:00 pm Jim Barnett Park

Paint on the Farm: Sunflowers & Bumble Bee

 Sun, 13 Sep at 02:00 pm The Homestead Farm at Fruit Hill Orchard LLC USD 75

Weekly SINGO Music Bingo Nights at Bright Box - Winchester

 Fri, 22 Aug at 06:30 pm Bright Box Theater Free