Winchester, VA

Winchester Theater Tickets

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Trending Winchester Events

golden girls the laughs continue
Golden Girls: The Laughs Continue
Oct 16 • 8:00PM
Hollywood Casino at Charles Town Races
Charles Town, WV
Get Tickets
The Price is Right host Drew Carey and a contestant celebrate on stage with a colorful prize wheel behind them.
The Price Is Right - Live Stage Show
Nov 7 • 3:30PM
Hollywood Casino at Charles Town Races
Charles Town, WV
Get Tickets
The Price is Right host Drew Carey and a contestant celebrate on stage with a colorful prize wheel behind them.
The Price Is Right - Live Stage Show
Nov 8 • 6:30PM
Hollywood Casino at Charles Town Races
Charles Town, WV
Get Tickets
James and the Giant Peach Jr.
James and the Giant Peach Jr.
Jul 24 • 7:00PM
Winchester Little Theatre
Winchester, VA
Get Tickets
The Price is Right host Drew Carey and a contestant celebrate on stage with a colorful prize wheel behind them.
The Price Is Right - Live Stage Show
Nov 6 • 8:00PM
Hollywood Casino at Charles Town Races
Charles Town, WV
Get Tickets
The Price is Right host Drew Carey and a contestant celebrate on stage with a colorful prize wheel behind them.
The Price Is Right - Live Stage Show
Nov 7 • 8:00PM
Hollywood Casino at Charles Town Races
Charles Town, WV
Get Tickets
James and the Giant Peach Jr.
James and the Giant Peach Jr.
Jul 24 • 2:30PM
Winchester Little Theatre
Winchester, VA
Get Tickets
Serial Killer Speakeasy
Serial Killer Speakeasy
Aug 22 • 8:00PM
The Maryland Theatre
Hagerstown, MD
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Serial Killer Speakeasy
Serial Killer Speakeasy
Aug 22 • 6:00PM
The Maryland Theatre
Hagerstown, MD
Get Tickets

Winchester Theater Schedule

3-38-25
Jul 19
Sun • 7:00 PM
Sun
Jul 19
7:00 PM
James and the Giant Peach Jr.
Winchester Little Theatre
Winchester, VA
Get Tickets
3-38-25
Jul 21
Tue • 11:00 AM
Tue
Jul 21
11:00 AM
James and the Giant Peach Jr.
Winchester Little Theatre
Winchester, VA
Get Tickets
3-38-25
Jul 23
Thu • 7:00 PM
Thu
Jul 23
7:00 PM
James and the Giant Peach Jr.
Winchester Little Theatre
Winchester, VA
Get Tickets
3-38-25
Jul 24
Fri • 2:30 PM
Fri
Jul 24
2:30 PM
James and the Giant Peach Jr.
Winchester Little Theatre
Winchester, VA
Get Tickets
3-38-25
Jul 24
Fri • 7:00 PM
Fri
Jul 24
7:00 PM
James and the Giant Peach Jr.
Winchester Little Theatre
Winchester, VA
Get Tickets
3-38-25
Jul 25
Sat • 7:00 PM
Sat
Jul 25
7:00 PM
James and the Giant Peach Jr.
Winchester Little Theatre
Winchester, VA
Get Tickets
3-74-25
Aug 21
Fri • 6:00 PM
Fri
Aug 21
6:00 PM
Serial Killer Speakeasy
The Maryland Theatre
Hagerstown, MD
Get Tickets
3-74-25
Aug 21
Fri • 8:00 PM
Fri
Aug 21
8:00 PM
Serial Killer Speakeasy
The Maryland Theatre
Hagerstown, MD
Get Tickets
3-74-25
Aug 21
Fri • 10:00 PM
Fri
Aug 21
10:00 PM
Serial Killer Speakeasy
The Maryland Theatre
Hagerstown, MD
Get Tickets
3-74-25
Aug 22
Sat • 2:00 PM
Sat
Aug 22
2:00 PM
Serial Killer Speakeasy
The Maryland Theatre
Hagerstown, MD
Get Tickets
3-74-25
Aug 22
Sat • 4:00 PM
Sat
Aug 22
4:00 PM
Serial Killer Speakeasy
The Maryland Theatre
Hagerstown, MD
Get Tickets
3-74-25
Aug 22
Sat • 6:00 PM
Sat
Aug 22
6:00 PM
Serial Killer Speakeasy
The Maryland Theatre
Hagerstown, MD
Get Tickets
3-74-25
Aug 22
Sat • 8:00 PM
Sat
Aug 22
8:00 PM
Serial Killer Speakeasy
The Maryland Theatre
Hagerstown, MD
Get Tickets
3-74-25
Oct 16
Fri • 8:00 PM
Fri
Oct 16
8:00 PM
Golden Girls: The Laughs Continue
Hollywood Casino at Charles Town Races
Charles Town, WV
Get Tickets
3-74-25
Nov 6
Fri • 8:00 PM
Fri
Nov 6
8:00 PM
The Price Is Right - Live Stage Show
Hollywood Casino at Charles Town Races
Charles Town, WV
Get Tickets
3-74-25
Nov 7
Sat • 3:30 PM
Sat
Nov 7
3:30 PM
The Price Is Right - Live Stage Show
Hollywood Casino at Charles Town Races
Charles Town, WV
Get Tickets
3-74-25
Nov 7
Sat • 8:00 PM
Sat
Nov 7
8:00 PM
The Price Is Right - Live Stage Show
Hollywood Casino at Charles Town Races
Charles Town, WV
Get Tickets
3-74-25
Nov 8
Sun • 6:30 PM
Sun
Nov 8
6:30 PM
The Price Is Right - Live Stage Show
Hollywood Casino at Charles Town Races
Charles Town, WV
Get Tickets

Find the Best Theater Events in Winchester for 2026

Winchester is a hub for exciting live entertainment. We've analyzed our sales data to bring you the most popular theater events so you can easily plan your next outing.

Top 2026 Summer Theater Events in Winchester

Summer is the perfect time for live events in Winchester! Check out this list of the top theater events happening from May through September.

Event Name Date Venue Lowest Price
James and the Giant Peach Jr. Jul 24 Winchester Little Theatre $34
James and the Giant Peach Jr. Jul 24 Winchester Little Theatre $34
Wolf Trap Opera: Puccini's Tosca Aug 7 Wolf Trap National Park for the Performing Arts $83
The Wiggles Aug 18 Capital One Hall $96
The Wiggles Aug 18 Capital One Hall $38
Serial Killer Speakeasy Aug 22 The Maryland Theatre $224
Serial Killer Speakeasy Aug 22 The Maryland Theatre $224
Serial Killer Speakeasy Aug 22 The Maryland Theatre $224
Serial Killer Speakeasy Aug 22 The Maryland Theatre $224
Philadelphia Ballet: Stars and Stripes Forever Sep 10 Wolf Trap National Park for the Performing Arts $93

Top Venues in Winchester, VA

Sunset over a modern, octagonal building on stilts surrounded by a grassy lawn.
Wolf Trap National Park for the Performing Arts
Vienna, VA
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An aerial view of a modern, circular building with a sloped glass roof on a grassy hill at sunset.
Jiffy Lube Live
Bristow, VA
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A large beige building with red-tiled roofs and arched doorways, illuminated at sunset.
Hollywood Casino at Charles Town Races
Charles Town, WV
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Aerial view of a large octagonal building with a tan roof, surrounded by trees and a circular road.
EagleBank Arena
Fairfax, VA
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Modern glass building with tiered facade reflects a vibrant sunset.
Capital One Hall
Tysons Corner, VA
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Baseball stadium at sunset with illuminated field and colorful clouds.
Nymeo Field at Harry Grove Stadium
Frederick, MD
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Meritus Park
Meritus Park
Hagerstown, MD
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Grand concert hall stage with pipe organ, grand piano, and tiered seating.
The Weinberg Center For The Arts
Frederick, MD
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Art deco theater with arched windows and marquee at sunset.
The Maryland Theatre
Hagerstown, MD
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Baseball stadium at sunset, with lights on and a warm glow over the field and stands.
Virginia Credit Union Stadium
Fredericksburg, VA
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All Venues Near Winchester, VA