Winchester, VA

Winchester Country Tickets

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Trending Winchester Events

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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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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creed fisher singing and playing the guitar live
Creed Fisher
Jun 4 • 8:00PM
Backseat Events
Winchester, VA
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Musician playing an acoustic guitar and singing into a microphone on a dark stage with purple lighting.
Shenandoah
Jul 3 • 6:00PM
Hollywood Casino at Charles Town Races
Charles Town, WV
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A man in a cowboy hat sings into a microphone while playing an acoustic guitar on stage.
Charley Crockett
Jun 20 • 8:00PM
Hollywood Casino at Charles Town Races
Charles Town, WV
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A man in a cowboy hat plays an acoustic guitar and sings into a microphone on a stage.
Chris Cagle
May 29 • 8:00PM
Backseat Events
Winchester, VA
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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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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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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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Winchester Country Schedule

2-23-25
May 28
Thu • 8:00 PM
Thu
May 28
8:00 PM
Bryan Martin
Backseat Events
Winchester, VA
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2-23-25
May 29
Fri • 8:00 PM
Fri
May 29
8:00 PM
Chris Cagle
Backseat Events
Winchester, VA
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2-23-25
Jun 4
Thu • 8:00 PM
Thu
Jun 4
8:00 PM
Creed Fisher
Backseat Events
Winchester, VA
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2-23-25
Jun 13
Sat • 8:00 PM
Sat
Jun 13
8:00 PM
Leroy Burks and The Voodoo Whiskey Band
Hub City Vinyl
Hagerstown, MD
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2-23-25
Jun 20
Sat • 8:00 PM
Sat
Jun 20
8:00 PM
Charley Crockett
Hollywood Casino at Charles Town Races
Charles Town, WV
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2-23-25
Jun 24
Wed • 8:00 PM
Wed
Jun 24
8:00 PM
Jim Lauderdale and The Game Changers
Hub City Vinyl
Hagerstown, MD
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2-23-25
Jul 3
Fri • 6:00 PM
Fri
Jul 3
6:00 PM
Shenandoah
Hollywood Casino at Charles Town Races
Charles Town, WV
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2-23-25
Jul 4
Sat • 7:00 PM
Sat
Jul 4
7:00 PM
The Oak Ridge Boys
Hollywood Casino at Charles Town Races
Charles Town, WV
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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
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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
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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
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
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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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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 Country Concerts in Winchester This Weekend

Planning your weekend? There are 3 country concerts happening around Winchester this weekend! Here are the most popular country concerts happening in Winchester from Thursday to Sunday. Don't miss out on the action!

Event Name Date Venue Lowest Price
Bryan Martin May 28 Backseat Events $32
Chris Cagle May 29 Backseat Events $105
Dan Bern May 31 Jammin Java $95

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
Creed Fisher Jun 4 Backseat Events $81
Lauren Daigle Jun 11 Wolf Trap National Park for the Performing Arts $118
Daniel Donato's Cosmic Country & Molly Tuttle Jul 1 Wolf Trap National Park for the Performing Arts $90
Shenandoah Jul 3 Hollywood Casino at Charles Town Races $128
Riley Green, Justin Moore, Zach John King & Hannah McFarland Aug 8 Jiffy Lube Live $95
Flatland Cavalry & The Jack Wharff Band Aug 10 Rockingham County Fair $114
Tim McGraw & 49 Winchester Aug 15 Jiffy Lube Live $52
Travis Tritt Aug 29 Shenandoah County Fairgrounds $142
Treaty Oak Revival Sep 18 Jiffy Lube Live $99
The Avett Brothers Sep 19 Wolf Trap National Park for the Performing Arts $80

Cheap Things to Do in Winchester This Weekend (Under $100)

Looking for fun in Winchester that won't break the bank? You've come to the right place. This list features the best-selling country concerts this weekend with tickets under $100.

Event Name Date Venue Lowest Price
Bryan Martin May 28 Backseat Events $32
Dan Bern May 31 Jammin Java $95

Top Venues in Winchester, VA

jiffy lube live
Jiffy Lube Live
Bristow, VA
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wolf trap national park for the performing arts
Wolf Trap National Park for the Performing Arts
Vienna, VA
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a hyper-realistic wide-angle aerial photograph of hollywood casino at charles town races in charles town, west virginia, captured at sunset
Hollywood Casino at Charles Town Races
Charles Town, WV
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eaglebank arena
EagleBank Arena
Fairfax, VA
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a photograph of capital one hall in tysons, virginia, captured at sunset.
Capital One Hall
Tysons Corner, VA
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image of the weinberg center for the arts
The Weinberg Center For The Arts
Frederick, MD
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a photograph of the maryland theatre in hagerstown, maryland, captured at sunset with warm, golden light illuminating the venue’s historic brick and stone facade.
The Maryland Theatre
Hagerstown, MD
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nymeo field at harry grove stadium
Nymeo Field at Harry Grove Stadium
Frederick, MD
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an exterior promotional venue picture of luhrs performing arts center with a sunset sky
Luhrs Performing Arts Center
Shippensburg, PA
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Backseat Events
Backseat Events
Winchester, VA
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All Venues Near Winchester, VA