Discover Live Music Events & Activities in Winchester, VA

Live Music Sundays at Bear Chase Brewing Company (Every Sunday from 1-5pm)
Today at 1:00 PM + 59 more
Bear Chase Brewing Company
Live Music Sundays at Bear Chase Brewing Company (Every Sunday from 1-5pm)
Today at 1:00 PM + 59 more
Bear Chase Brewing Company
Deanna Bogart with special Guest The Eric Scott Trio (Album Release)
Fri, Aug 29, 8:00 PM
Live At Hub City Vinyl
Deanna Bogart with special Guest The Eric Scott Trio (Album Release)
Fri, Aug 29, 8:00 PM
Live At Hub City Vinyl
2025 Loudoun 40 Under 40 Awards Banquet
Thu, Sep 18, 6:30 PM
Bluemont Vineyard
2025 Loudoun 40 Under 40 Awards Banquet
Thu, Sep 18, 6:30 PM
Bluemont Vineyard
Live Music Saturdays at Bear Chase Brewing Company (Every Saturday 1-9PM)
Sat, Jul 26, 1:00 PM + 58 more
Bear Chase Brewing Company
Live Music Saturdays at Bear Chase Brewing Company (Every Saturday 1-9PM)
Sat, Jul 26, 1:00 PM + 58 more
Bear Chase Brewing Company
Kelli Baker Band with special guests The Boneheads ** Blues Rock **
Thu, Aug 28, 8:00 PM
Live At Hub City Vinyl
Kelli Baker Band with special guests The Boneheads ** Blues Rock **
Thu, Aug 28, 8:00 PM
Live At Hub City Vinyl
Several Species - a Pink Floyd Tribute
Sat, Sep 27, 8:00 PM
Live At Hub City Vinyl
Several Species - a Pink Floyd Tribute
Sat, Sep 27, 8:00 PM
Live At Hub City Vinyl
Pig Roast
Sat, Aug 9, 5:30 PM
The Mimslyn Inn
Pig Roast
Sat, Aug 9, 5:30 PM
The Mimslyn Inn
Vanish Hall Presents - Wash Co Alumni Reunion (70s, 80s, 90s)
Sat, Aug 16, 7:00 PM
Vanish Hall
Vanish Hall Presents - Wash Co Alumni Reunion (70s, 80s, 90s)
Sat, Aug 16, 7:00 PM
Vanish Hall
Sales end soon
Patsy Cline Cover Concert
Friday at 6:00 PM
Miller House Museum
Sales end soon
Patsy Cline Cover Concert
Friday at 6:00 PM
Miller House Museum
Crossroads Music Festival w/ Andy Summers from The Police & Sister Hazel
Tally Ho Theater
Crossroads Music Festival w/ Andy Summers from The Police & Sister Hazel
Tally Ho Theater
Sales end soon
Summer Luau at Pathfinder Farm Distillery
Saturday at 12:00 PM
Pathfinder Farm Distillery Tasting Room
Sales end soon
Summer Luau at Pathfinder Farm Distillery
Saturday at 12:00 PM
Pathfinder Farm Distillery Tasting Room
The Garage Presents at Sky Stage: New Clarity, Mancala, and Odelia
Sat, Aug 2, 7:00 PM
FAC's Sky Stage
The Garage Presents at Sky Stage: New Clarity, Mancala, and Odelia
Sat, Aug 2, 7:00 PM
FAC's Sky Stage
Quad State Beer Fest: Halloween Hysteria 2025
Sat, Oct 4, 2:00 PM
Washington County Agricultural Education Center
Quad State Beer Fest: Halloween Hysteria 2025
Sat, Oct 4, 2:00 PM
Washington County Agricultural Education Center
The Dirty Grass Players ** Pushing the Envelope of Bluegrass Music **
Fri, Aug 8, 8:00 PM
Live At Hub City Vinyl
The Dirty Grass Players ** Pushing the Envelope of Bluegrass Music **
Fri, Aug 8, 8:00 PM
Live At Hub City Vinyl
The Johnny Folsom 4 ** A Tribute to Johnny Cash **
Fri, Sep 26, 8:00 PM
Live At Hub City Vinyl
The Johnny Folsom 4 ** A Tribute to Johnny Cash **
Fri, Sep 26, 8:00 PM
Live At Hub City Vinyl
Maryland Symphony Orchestra Season Kick-off Picnic
Tue, Sep 30, 6:00 PM
Elmwood Farm B&B
Maryland Symphony Orchestra Season Kick-off Picnic
Tue, Sep 30, 6:00 PM
Elmwood Farm B&B
International Food and Culture Festival @ Dulles Town Center
Sat, Sep 13, 11:00 AM
21078 Dulles Town Cir
International Food and Culture Festival @ Dulles Town Center
Sat, Sep 13, 11:00 AM
21078 Dulles Town Cir
A Night of Music
Sat, Sep 20, 5:00 PM
Meritus Park
A Night of Music
Sat, Sep 20, 5:00 PM
Meritus Park
The Longevity Tour: Celebrating 30 years of J-Live
Fri, Aug 1, 7:00 PM
Crescendo Studios
The Longevity Tour: Celebrating 30 years of J-Live
Fri, Aug 1, 7:00 PM
Crescendo Studios
2025 Middleburg Community Center Free Concert Series
Fri, Sep 12, 6:00 PM + 1 more
Middleburg Community-Center
2025 Middleburg Community Center Free Concert Series
Fri, Sep 12, 6:00 PM + 1 more
Middleburg Community-Center

Live Music Sundays at Bear Chase Brewing Company (Every Sunday from 1-5pm)

Live Music Sundays at Bear Chase Brewing Company (Every Sunday from 1-5pm)

Deanna Bogart with special Guest The Eric Scott Trio (Album Release)

Deanna Bogart with special Guest The Eric Scott Trio (Album Release)

2025 Loudoun 40 Under 40 Awards Banquet

2025 Loudoun 40 Under 40 Awards Banquet

Live Music Saturdays at Bear Chase Brewing Company (Every Saturday 1-9PM)

Live Music Saturdays at Bear Chase Brewing Company (Every Saturday 1-9PM)

Kelli Baker Band with special guests The Boneheads ** Blues Rock **

Kelli Baker Band with special guests The Boneheads ** Blues Rock **

Several Species - a Pink Floyd Tribute

Several Species - a Pink Floyd Tribute

Pig Roast

Pig Roast

Vanish Hall Presents - Wash Co Alumni Reunion (70s, 80s, 90s)

Vanish Hall Presents - Wash Co Alumni Reunion (70s, 80s, 90s)

Patsy Cline Cover Concert

Patsy Cline Cover Concert

Crossroads Music Festival w/ Andy Summers from The Police & Sister Hazel

Crossroads Music Festival w/ Andy Summers from The Police & Sister Hazel

Summer Luau at Pathfinder Farm Distillery

Summer Luau at Pathfinder Farm Distillery

The Garage Presents at Sky Stage: New Clarity, Mancala, and Odelia

The Garage Presents at Sky Stage: New Clarity, Mancala, and Odelia

Quad State Beer Fest: Halloween Hysteria 2025

Quad State Beer Fest: Halloween Hysteria 2025

The Dirty Grass Players ** Pushing the Envelope of Bluegrass Music **

The Dirty Grass Players ** Pushing the Envelope of Bluegrass Music **

The Johnny Folsom 4 ** A Tribute to Johnny Cash **

The Johnny Folsom 4 ** A Tribute to Johnny Cash **

Maryland Symphony Orchestra Season Kick-off Picnic

Maryland Symphony Orchestra Season Kick-off Picnic

International Food and Culture Festival @ Dulles Town Center

International Food and Culture Festival @ Dulles Town Center

A Night of Music

A Night of Music

The Longevity Tour: Celebrating 30 years of J-Live

The Longevity Tour: Celebrating 30 years of J-Live

2025 Middleburg Community Center Free Concert Series

2025 Middleburg Community Center Free Concert Series

Things to do around Winchester

Trends in Winchester

1. Events happening today near me

2. Car show

3. Craft fairs

4. Monster trucks

5. Kids events

6. Fireworks show

7. Live concerts

8. Drag

9. Adult

10. Rodeo

11. Sip and paint

12. Free shred day

Kelli Baker Band with special guests The Boneheads Blues Rock

Kelli Baker Band with special guests The Boneheads Blues Rock

The Dirty Grass Players Pushing the Envelope of Bluegrass Music

The Dirty Grass Players Pushing the Envelope of Bluegrass Music

The Johnny Folsom 4 A Tribute to Johnny Cash

The Johnny Folsom 4 A Tribute to Johnny Cash