Winchester, VA

Winchester Country Tickets

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Trending Winchester Events

Singer Gabby Barrett performs on stage, holding a microphone and wearing a denim vest over a t-shirt.
Gabby Barrett
Aug 7 • 8:00PM
Hollywood Casino at Charles Town Races
Charles Town, WV
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A man plays an acoustic guitar and sings into a microphone on a stage.
Travis Tritt
Aug 29 • 7:30PM
Shenandoah County Fairgrounds
Woodstock, VA
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martina mcbride performing on stage in front of blue lights
Martina McBride
Sep 11 • 8:00PM
Hollywood Casino at Charles Town Races
Charles Town, WV
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A man with long hair and a beard plays an acoustic guitar while singing into a microphone.
Jamey Johnson
Oct 9 • 8:00PM
Hollywood Casino at Charles Town Races
Charles Town, WV
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Man in a cowboy hat and black shirt sings into a microphone on a stage with blue lights.
Trace Adkins
Sep 19 • 8:00PM
Hollywood Casino at Charles Town Races
Charles Town, WV
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Sarah Gross
Sarah Gross
Jul 15 • 8:00PM
Hub City Vinyl
Hagerstown, MD
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A band plays on stage in front of an audience, with bright spotlights illuminating them.
The Special Consensus
Sep 3 • 8:00PM
Hub City Vinyl
Hagerstown, MD
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Kevin Bacon singing into a microphone while playing guitar.
The Bacon Brothers
Aug 8 • 7:00PM
Shenandoah Valley Music Festival
Woodstock, VA
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Doo Wah Riders
Doo Wah Riders
Sep 29 • 7:30PM
The Maryland Theatre
Hagerstown, MD
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Winchester Country Schedule

2-23-25
Jul 15
Wed • 8:00 PM
Wed
Jul 15
8:00 PM
Sarah Gross
Hub City Vinyl
Hagerstown, MD
Get Tickets
2-23-25
Aug 7
Fri • 8:00 PM
Fri
Aug 7
8:00 PM
Gabby Barrett
Hollywood Casino at Charles Town Races
Charles Town, WV
Get Tickets
2-23-25
Aug 8
Sat • 7:00 PM
Sat
Aug 8
7:00 PM
The Bacon Brothers
Shenandoah Valley Music Festival
Woodstock, VA
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2-23-25
Aug 29
Sat • 7:30 PM
Sat
Aug 29
7:30 PM
Travis Tritt
Shenandoah County Fairgrounds
Woodstock, VA
Get Tickets
2-23-25
Sep 3
Thu • 8:00 PM
Thu
Sep 3
8:00 PM
The Special Consensus
Hub City Vinyl
Hagerstown, MD
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2-23-25
Sep 11
Fri • 8:00 PM
Fri
Sep 11
8:00 PM
Aaron Tippin
Backseat Events
Winchester, VA
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2-23-25
Sep 11
Fri • 8:00 PM
Fri
Sep 11
8:00 PM
Martina McBride
Hollywood Casino at Charles Town Races
Charles Town, WV
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2-23-25
Sep 19
Sat • 8:00 PM
Sat
Sep 19
8:00 PM
Trace Adkins
Hollywood Casino at Charles Town Races
Charles Town, WV
Get Tickets
2-23-25
Sep 29
Tue • 7:30 PM
Tue
Sep 29
7:30 PM
Doo Wah Riders
The Maryland Theatre
Hagerstown, MD
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2-23-25
Oct 9
Fri • 8:00 PM
Fri
Oct 9
8:00 PM
Jamey Johnson
Hollywood Casino at Charles Town Races
Charles Town, WV
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2-23-25
Nov 12
Thu • 8:00 PM
Thu
Nov 12
8:00 PM
Fox N' Vead
Bright Box Theater - VA
Winchester, VA
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2-23-25
Nov 13
Fri • 8:00 PM
Fri
Nov 13
8:00 PM
Kameron Marlowe
Hollywood Casino at Charles Town Races
Charles Town, WV
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2-23-25
Nov 15
Sun • 7:00 PM
Sun
Nov 15
7:00 PM
Megan Woods
Hub City Vineyard
Hagerstown, MD
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2-23-25
Nov 21
Sat • 8:00 PM
Sat
Nov 21
8:00 PM
Wheeler Walker Jr.
Hollywood Casino at Charles Town Races
Charles Town, WV
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Find the Best Country Concerts in Winchester for 2026

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

Top 2026 Summer Country Concerts in Winchester

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

Event Name Date Venue Lowest Price
Gabby Barrett Aug 7 Hollywood Casino at Charles Town Races $74
Riley Green, Justin Moore, Zach John King & Hannah McFarland Aug 8 Jiffy Lube Live $96
Flatland Cavalry & The Jack Wharff Band Aug 10 Rockingham County Fair $95
Clay Walker Aug 11 Rockingham County Fair $69
Tim McGraw & 49 Winchester Aug 15 Jiffy Lube Live $40
Travis Tritt Aug 29 Shenandoah County Fairgrounds $107
Treaty Oak Revival & Wade Forster Sep 18 Jiffy Lube Live $72
The Avett Brothers Sep 18 Wolf Trap National Park for the Performing Arts $116
The Avett Brothers Sep 19 Wolf Trap National Park for the Performing Arts $86
Warren Zeiders Sep 26 The Grandstand At The Great Frederick Fair - Frederick $102

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