Winchester Events 2026-2027
Your guide to live events and things to do in Winchester, VA, and nearby areas.
- Updated: November 13, 2026
Events take place across Winchester throughout 2026, including major concerts, sports, and live performances happening every week. Browse by date, venue, or category to find what’s happening near you.
- 28 Upcoming Events
- 3 Events This Weekend
- 3 Event Venues
- 8 Event Categories
Browse Events By Category
- All Events 28
- concerts 8
- broadway 18
- Live Shows 20
- This Weekend 3
Best Events This Week & This Month
Explore featured Winchester events including top shows, concerts, sports, and major live experiences across the city.
Winchester Events: Today, This Month & Dates
Upcoming Events in Winchester
Browse events in 2026 by date and venue, including concerts, shows, sports, and more across the city and nearby areas.Upcoming Confirmed Events 28
- Nov 13, 2026, 8:00 PM Fri — COUNTRY / FOLK: Little Texas at Backseat Events,
114 Full House Drive, Winchester, VA 22603, US. From $36, Avg. price ~ $42, 20 tickets remaining! Select Seats - Nov 14, 2026, 8:00 PM Sat — JAZZ / BLUES, Best Value, Weekend Event: Jesse Roper at Bright Box Theater - VA, 15 N Loudoun St., Winchester, VA 22601, US. From $17, Avg. price ~ $49, 16 tickets remaining! Select Seats
- Nov 14, 2026, 8:00 PM Sat — COUNTRY / FOLK, High Demand, Weekend Event: Katie's Country Music Fest at Backseat Events, 114 Full House Drive, Winchester, VA 22603, US. From $52, Avg. price ~ $134, Tickets Available: 34. Select Seats
- Nov 21, 2026, 8:00 PM Sat — POP / ROCK, Weekend Event: Firehouse at Backseat Events, 114 Full House Drive, Winchester, VA 22603, US. From $55, Avg. price ~ $64, 20 tickets remaining! Select Seats
- Nov 28, 2026, 8:00 PM Sat — Concert, Weekend Event: Little Ozzy at Backseat Events, 114 Full House Drive, Winchester, VA 22603, US. From $24, Avg. price ~ $31, 17 tickets remaining! Select Seats
- Dec 03, 2026, 8:00 PM Thu — COUNTRY / FOLK: Terri Clark at Backseat Events, 114 Full House Drive, Winchester, VA 22603, US. From $43, Avg. price ~ $62, Tickets Available: 35. Select Seats
- Dec 30, 2026, 8:00 PM Wed — Concert: Hairball at Backseat Events, 114 Full House Drive, Winchester, VA 22603, US. From $36, Avg. price ~ $42, 18 tickets remaining! Select Seats
- Jan 09, 2027, 8:00 PM Sat — MUSICAL / PLAY, Weekend Event: Eureka Day at Winchester Little Theatre, 315 W Boscawen St, Winchester, VA 22601, US. From $33, Avg. price ~ $38, Tickets Available: 47. Select Seats
- Jan 16, 2027, 8:00 PM Sat — MUSICAL / PLAY, Weekend Event: Eureka Day at Winchester Little Theatre, 315 W Boscawen St, Winchester, VA 22601, US. From $33, Avg. price ~ $38, Tickets Available: 47. Select Seats
- Jan 23, 2027, 8:00 PM Sat — ALTERNATIVE, Weekend Event: The Amish Outlaws at Backseat Events, 114 Full House Drive, Winchester, VA 22603, US. From $41, Avg. price ~ $48, 6 tickets remaining! Select Seats
- Jan 23, 2027, 8:00 PM Sat — MUSICAL / PLAY, Weekend Event: Eureka Day at Winchester Little Theatre, 315 W Boscawen St, Winchester, VA 22601, US. From $33, Avg. price ~ $38, Tickets Available: 38. Select Seats
- Jan 29, 2027, 8:00 PM Fri — COUNTRY / FOLK: Triple Rail Turn at Backseat Events, 114 Full House Drive, Winchester, VA 22603, US. From $35, Avg. price ~ $42, 6 tickets remaining! Select Seats
- Jan 30, 2027, 8:00 PM Sat — COUNTRY / FOLK, Weekend Event: Sawyer Brown at Backseat Events, 114 Full House Drive, Winchester, VA 22603, US. From $72, Avg. price ~ $102, 22 tickets remaining! Select Seats
- Mar 18, 2027, 8:00 PM Thu — MUSICAL / PLAY: Time Stands Still at Winchester Little Theatre, 315 W Boscawen St, Winchester, VA 22601, US. From $33, Avg. price ~ $45, Tickets Available: 31. Select Seats
- Mar 20, 2027, 8:00 PM Sat — MUSICAL / PLAY, Weekend Event: Time Stands Still at Winchester Little Theatre, 315 W Boscawen St, Winchester, VA 22601, US. From $33, Avg. price ~ $44, Tickets Available: 68. Select Seats
- Mar 26, 2027, 8:00 PM Fri — MUSICAL / PLAY: Time Stands Still at Winchester Little Theatre, 315 W Boscawen St, Winchester, VA 22601, US. From $33, Avg. price ~ $48, Tickets Available: 71. Select Seats
- Mar 27, 2027, 8:00 PM Sat — MUSICAL / PLAY, Weekend Event: Time Stands Still at Winchester Little Theatre, 315 W Boscawen St, Winchester, VA 22601, US. From $33, Avg. price ~ $46, Tickets Available: 50. Select Seats
- May 14, 2027, 8:00 PM Fri — MUSICAL / PLAY: Sister Act at Winchester Little Theatre, 315 W Boscawen St, Winchester, VA 22601, US. From $32, Avg. price ~ $37, 10 tickets remaining! Select Seats
- May 15, 2027, 8:00 PM Sat — MUSICAL / PLAY, Weekend Event: Sister Act at Winchester Little Theatre, 315 W Boscawen St, Winchester, VA 22601, US. From $33, Avg. price ~ $38, 2 tickets remaining! Select Seats
- May 16, 2027, 2:00 PM Sun — MUSICAL / PLAY, Weekend Event: Sister Act at Winchester Little Theatre, 315 W Boscawen St, Winchester, VA 22601, US. From $33, Avg. price ~ $38, 4 tickets remaining! Select Seats
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Winchester Events by Month
Monthly pages help you find upcoming events by season, weekend, and date.
Events by Show & Venue
Browse Winchester events by show and venue. Explore performance schedules, event counts, and upcoming dates across the city.
Little Texas
114 Full House Drive, Winchester, VA 22603
Upcoming Events: 2
Nov 13, 2026 8:00 PM
Jesse Roper
15 N Loudoun St., Winchester, VA 22601
Upcoming Events: 8
Nov 14, 2026 8:00 PM
Katie's Country Music Fest
114 Full House Drive, Winchester, VA 22603
Upcoming Events: 1
Nov 14, 2026 8:00 PM
Firehouse
114 Full House Drive, Winchester, VA 22603
Upcoming Events: 7
Nov 21, 2026 8:00 PM
Little Ozzy
114 Full House Drive, Winchester, VA 22603
Upcoming Events: 2
Nov 28, 2026 8:00 PM
Terri Clark
114 Full House Drive, Winchester, VA 22603
Upcoming Events: 9
Dec 03, 2026 8:00 PM
Hairball
114 Full House Drive, Winchester, VA 22603
Upcoming Events: 34
Dec 30, 2026 8:00 PM
Eureka Day
315 W Boscawen St, Winchester, VA 22601
Upcoming Events: 13
Jan 09, 2027 8:00 PM
The Amish Outlaws
114 Full House Drive, Winchester, VA 22603
Upcoming Events: 7
Jan 23, 2027 8:00 PM
Triple Rail Turn
114 Full House Drive, Winchester, VA 22603
Upcoming Events: 1
Jan 29, 2027 8:00 PM
Sawyer Brown
114 Full House Drive, Winchester, VA 22603
Upcoming Events: 13
Jan 30, 2027 8:00 PM
Time Stands Still
315 W Boscawen St, Winchester, VA 22601
Upcoming Events: 4
Mar 18, 2027 8:00 PM
Sister Act
315 W Boscawen St, Winchester, VA 22601
Upcoming Events: 57
May 14, 2027 8:00 PM
From long-running shows to packed venues, this list breaks down what’s playing across Winchester. Check schedules, event counts, and upcoming dates by show and location.
Frequently Asked Questions
Quick answers about tickets, prices, and game day details.
What events are happening in Winchester right now?
A little bit of everything — concerts, shows, sports, comedy. Winchester rarely sits still. Check the schedule above to see what’s happening today, this week, or whenever you finally make plans.
How often is the event schedule updated?
Pretty often — like, more than your group chat actually commits to plans. New events get added as soon as dates and venues are confirmed.
Can I browse events by date or venue?
Yep. Filter by date, venue, or category and skip the endless scrolling. Your future self will appreciate it.
Are events held year-round in Winchester?
Yeah — Winchester doesn’t really take a season off. There’s always something going on, even when the weather’s doing its thing.
Where do events take place in Winchester?
Everywhere — arenas, theaters, stadiums, clubs, and venues across Winchester, VA. Big stages, small stages, and everything in between.
Do new events get added regularly?
All the time. If a tour drops or a game gets scheduled, it usually shows up here faster than you hear about it from friends.
Browse Events by Category
Find concerts, sports, theatre, comedy, and more in Winchester and nearby areas
About American Arenas®
American Arenas® is a live-events platform that connects event schedules, venues, and ticket options through trusted marketplace partners. Listings are updated regularly as new events and dates are confirmed, helping users discover what’s happening and explore available ticket options across concerts, sports, shows, and more.