Music events in Middleburg

Check out happening music events all around Middleburg, VA

Lost Barrel Brewing Oktoberfest 2025

 Sat, 27 Sep at 11:00 am Lost Barrel Brewing USD 36 to 42

Live Music by Scott Kurt at Lost Barrel Brewing

 Sat, 20 Sep at 04:00 pm Lost Barrel Brewing

Live Music by Brett Baboorian at Lost Barrel Brewing

 Fri, 26 Sep at 05:30 pm Lost Barrel Brewing

Vintage Market at Lost Barrel Brewing

 Sat, 18 Oct at 11:00 am Lost Barrel Brewing Free

Live Music by Juliet Lloyd at Lost Barrel Brewing

 Sat, 04 Oct at 04:00 pm Lost Barrel Brewing

Joe Martin @ Chrysalis Vineyards

 Sat, 20 Sep at 02:00 pm Chrysalis Vineyards

Live Music by Steve Boyd & Friends at Lost Barrel Brewing

 Sat, 27 Sep at 04:00 pm Lost Barrel Brewing

Alexander Barnett @ Chrysalis Vineyards

 Sat, 27 Sep at 02:00 pm Chrysalis Vineyards

Live Music by Elle & Ron at Lost Barrel Brewing

 Sun, 21 Sep at 01:00 pm Lost Barrel Brewing

Joe Martin @ Chrysalis Vineyards

 Sat, 04 Oct at 02:00 pm Chrysalis Vineyards

Live Music by Steve Boyd & Friends at Lost Barrel Brewing

 Sat, 25 Oct at 04:00 pm Lost Barrel Brewing

First Friday at the Manor House

 Fri, 03 Oct at 05:00 pm Greenhill Winery & Vineyards

Melanie Pearl @ Chrysalis Vineyards

 Sat, 11 Oct at 01:00 pm Chrysalis Vineyards

Patty Reese @ Chrysalis Vineyards

 Sat, 25 Oct at 02:00 pm Chrysalis Vineyards

LIVE Music

 Sat, 11 Oct at 04:00 pm Lost Barrel Brewing

5th Annual Sunset in the Field

 Sun, 19 Oct at 03:30 pm Farmer's Delight

Organ Grinder Lola at Middleburg Oktoberfest, VA

 Sat, 20 Sep at 11:00 am 12 S Liberty St, Middleburg, VA 20117-3161, United States

Out West Fest at Lost Barrel Brewing

 Sat, 08 Nov at 11:00 am Lost Barrel Brewing Free

Live Music by Liberty Street at Lost Barrel Brewing

 Fri, 17 Oct at 05:30 pm Lost Barrel Brewing

Acoustic Soul at Lost Barrel Brewing

 Sun, 12 Oct at 01:00 pm Lost Barrel Brewing

Middleburg Oktoberfest with Rowdy Ace Band

 Sat, 20 Sep at 03:00 pm 4 W Federal St, Middleburg, VA 20117, United States

Virginia Fall Races After Party

 Sat, 11 Oct at 12:00 pm Lost Barrel Brewing

Music Bingo

 Wed, 17 Sep at 06:00 pm 495 E. Washington Street, Middleburg, VA, United States, Virginia 20117

Live Music by Sharif at Lost Barrel Brewing

 Sun, 19 Oct at 01:00 pm Lost Barrel Brewing

Live Music by Doin' Time Country Classic at Lost Barrel Brewing

 Sun, 05 Oct at 01:00 pm Lost Barrel Brewing

LBB Annual Dog Halloween Costume Contest & Party at Lost Barrel Brewing

 Sun, 26 Oct at 11:00 am Lost Barrel Brewing Free