Live Acoustic Music Near Winchester, Virginia

If you've never experienced hearing talented musicians perform in a small, intimate environment, you are in for a treat.

House concerts are a growing trend across the country, where people invite friends and neighbors into their homes for an up-close concert experience. And there are house concerts being held in and around the Winchester area that you can check out - you just need to contact the host and ask to be invited.

Churches and non-profit community groups around Winchester host occasional coffeehouses that feature traditional folk musicians and other acoustic artists as a way of bringing the community together.

In addition, live acoustic music can be heard in several listening rooms and small theaters in and around the Winchester area. Local vineyards and restaurants and cafes in the area sometimes host nationally touring musicians as well.

Below you can find a listing of upcoming shows in these smaller venues by nationally and internationally touring artists.

Upcoming Acoustic Shows

April 20
Michelle is a multi-award winning singer-songwriter from Maryland. If you like acoustic music in the Indie/Alternative Folk genre, then Michelle's show is a MUST attend!
Fleetwood Farm Winery (Vineyard)
Leesburg, VA
April 24
The Lost Fox (Cafe, Restaurant or Coffee Shop)
Ashburn, VA
April 26
Howdy and welcome to ‘The Honky-tonk Experience’ SHOW. T.H.E. SHOW is brought to you by ‘Gary Jay & The FIRE’. Gary Jay is a country*grassroots singer-songwriter and is joined by ‘The FIRE’ to make an exciting four(4) piece band.
Horseshoe Curve Restaurant (Listening Room)
Bluemont, VA
April 27
Big Cork Vineyards (Vineyard)
Rohrersville, MD
April 27
District Provision and Supply Company (Cafe, Restaurant or Coffee Shop)
Hagerstown, MD
May 1
The Lost Fox (Cafe, Restaurant or Coffee Shop)
Ashburn, VA
May 2
Live at Hub City Vinyl (Small Theater)
Hagerstown, MD
May 3
Quattro Goombas Winery (Vineyard)
Aldie, VA
May 3
Willi Carlisle is an award-winning folksinger, writer, and theater-artist from Northwest Arkansas
Live at Hub City Vinyl (Small Theater)
Hagerstown, MD
May 4
Howdy and welcome to ‘The Honky-tonk Experience’ SHOW. T.H.E. SHOW is brought to you by ‘Gary Jay & The FIRE’. Gary Jay is a country*grassroots singer-songwriter and is joined by ‘The FIRE’ to make an exciting four(4) piece band.
Lost Barrel Brewing (Brewery)
Middleburg, VA
May 4
Juliet Lloyd has quickly gained a name for herself as a strikingly accomplished songwriter and no-holds barred performer.
Sunset Hills Vineyard (Vineyard)
Purcellville, VA
May 4
Doug Alan Wilcox delivers music that will stick in your head - as well as your heart.
Charles Town Farmers Market (Outdoor Music Series)
Charles Town, WV
May 5
Antietam Creek Vineyards (Vineyard)
Sharpsburg, MD
May 8
Live at Hub City Vinyl (Small Theater)
Hagerstown, MD
May 11
Hubby Jenkins is a talented multi-instrumentalist who endeavors to share his love and knowledge of old-time American music.
Barns of Rose Hill (Listening Room)
Berryville, VA
May 12
Live at Hub City Vinyl (Small Theater)
Hagerstown, MD
May 15
The Lost Fox (Cafe, Restaurant or Coffee Shop)
Ashburn, VA
May 17
Live at Hub City Vinyl (Small Theater)
Hagerstown, MD
May 17
Bear Chase Brewing Company (Brewery)
Bluemont, VA
May 18
Big Cork Vineyards (Vineyard)
Rohrersville, MD
May 18
Barns of Rose Hill (Listening Room)
Berryville, VA
May 19
Bleu Frog Vineyards (Vineyard)
Leesburg, VA
May 19
Howdy and welcome to ‘The Honky-tonk Experience’ SHOW. T.H.E. SHOW is brought to you by ‘Gary Jay & The FIRE’. Gary Jay is a country*grassroots singer-songwriter and is joined by ‘The FIRE’ to make an exciting four(4) piece band.
Blue Valley Vineyard (Vineyard)
Delaplane, VA
May 19
868 Estate Vineyards (Vineyard)
Purcellville, VA
May 22
The Lost Fox (Cafe, Restaurant or Coffee Shop)
Ashburn, VA
May 26
Howdy and welcome to ‘The Honky-tonk Experience’ SHOW. T.H.E. SHOW is brought to you by ‘Gary Jay & The FIRE’. Gary Jay is a country*grassroots singer-songwriter and is joined by ‘The FIRE’ to make an exciting four(4) piece band.
Bozzo Family Vineyards (Vineyard)
Purcellville, VA
May 26
868 Estate Vineyards (Vineyard)
Purcellville, VA
May 26
Quattro Goombas Winery (Vineyard)
Aldie, VA
May 29
The Lost Fox (Cafe, Restaurant or Coffee Shop)
Ashburn, VA
June 5
The Lost Fox (Cafe, Restaurant or Coffee Shop)
Ashburn, VA
June 7
Quattro Goombas Winery (Vineyard)
Aldie, VA
June 7
Barns of Rose Hill (Listening Room)
Berryville, VA
June 8
District Provision and Supply Company (Cafe, Restaurant or Coffee Shop)
Hagerstown, MD
June 8
Howdy and welcome to ‘The Honky-tonk Experience’ SHOW. T.H.E. SHOW is brought to you by ‘Gary Jay & The FIRE’. Gary Jay is a country*grassroots singer-songwriter and is joined by ‘The FIRE’ to make an exciting four(4) piece band.
Lost Barrel Brewing (Brewery)
Middleburg, VA
June 8
Breaux Vineyards (Vineyard)
Purcellville, VA
June 8
Michelle is a multi-award winning singer-songwriter from Maryland. If you like acoustic music in the Indie/Alternative Folk genre, then Michelle's show is a MUST attend!
Fleetwood Farm Winery (Vineyard)
Leesburg, VA
June 12
The Lost Fox (Cafe, Restaurant or Coffee Shop)
Ashburn, VA
June 12
Tally Ho Theater (Small Theater)
Leesburg, VA
June 15
Live at Hub City Vinyl (Small Theater)
Hagerstown, MD
June 15
Big Cork Vineyards (Vineyard)
Rohrersville, MD
June 19
The Lost Fox (Cafe, Restaurant or Coffee Shop)
Ashburn, VA
June 22
Michelle is a multi-award winning singer-songwriter from Maryland. If you like acoustic music in the Indie/Alternative Folk genre, then Michelle's show is a MUST attend!
Lost Rhino (Vineyard)
Ashburn, VA
June 26
The Lost Fox (Cafe, Restaurant or Coffee Shop)
Ashburn, VA
July 5
Howdy and welcome to ‘The Honky-tonk Experience’ SHOW. T.H.E. SHOW is brought to you by ‘Gary Jay & The FIRE’. Gary Jay is a country*grassroots singer-songwriter and is joined by ‘The FIRE’ to make an exciting four(4) piece band.
Lost Barrel Brewing (Brewery)
Middleburg, VA
July 10
The Lost Fox (Cafe, Restaurant or Coffee Shop)
Ashburn, VA
July 13
50 West Vineyards (Vineyard)
Middleburg, VA
July 17
The Lost Fox (Cafe, Restaurant or Coffee Shop)
Ashburn, VA
July 19
Bear Chase Brewing Company (Brewery)
Bluemont, VA
Get notified of upcoming shows!
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Places to see live acoustic music in and around Winchester, Virginia

House Concerts

Music on the Heights (Broadlands)

Listening Rooms

Barns of Rose Hill (Berryville)
Horseshoe Curve Restaurant (Bluemont)

Folk Music Coffeehouses

Lucketts Bluegrass (Leesburg)

Vineyards & Breweries

50 West Vineyards (Middleburg)
868 Estate Vineyards (Purcellville)
Antietam Creek Vineyards (Sharpsburg)
Big Cork Vineyards (Rohrersville)
Bleu Frog Vineyards (Leesburg)
Blue Mountain Wine Crafters (Funkstown)
Blue Valley Vineyard (Delaplane)
Bozzo Family Vineyards (Purcellville)
Breaux Vineyards (Purcellville)
Casanel Vineyards and Winery (Leesburg)
Doukenie Winery (Purcellville)
Fleetwood Farm Winery (Leesburg)
Lost Rhino (Ashburn)
Notaviva Vineyards (Purcellville)
Quattro Goombas Winery (Aldie)
Sunset Hills Vineyard (Purcellville)

Cafes, Restaurants & Coffee Shops

Beans in the Belfry (Brunswick)
District Provision and Supply Company (Hagerstown)
Parallel Wine & Whiskey Bar (Broadlands)
The Dark Horse Irish Pub (Flint Hill)
The Lost Fox (Ashburn)

Small Theaters

Bright Box Theater (Winchester)
Franklin Park Arts Center (Purcellville)
Live at Hub City Vinyl (Hagerstown)
Tally Ho Theater (Leesburg)

Outdoor Music Series

Charles Town Farmers Market (Charles Town)