Entertainment events in Middleburg

Check out happening entertainment events all around Middleburg, VA

Live Music by Liberty Street at Lost Barrel Brewing

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

Out West Fest at Lost Barrel Brewing

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

Live Music by Steve Boyd & Friends at Lost Barrel Brewing

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

Patty Reese @ Chrysalis Vineyards

 Sat, 25 Oct at 02:00 pm Chrysalis Vineyards

Honkytonk Night: Free Line Dancing

 Sun, 23 Nov at 04:00 pm Lost Barrel Brewing Free

Vintage Market at Lost Barrel Brewing

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

Franks and Steins Party

 Fri, 31 Oct at 04:00 pm Lost Barrel Brewing

Virginia Gold Cup After Party

 Sat, 25 Oct at 12:00 pm Lost Barrel Brewing

Acoustic Soul at Lost Barrel Brewing

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

5th Annual Sunset in the Field

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

Christmas In Middleburg After Party

 Sat, 06 Dec at 12:00 pm Lost Barrel Brewing

Dill Pickers at Lost Barrel Brewing Friday, November 14, 2025

 Fri, 14 Nov at 05:30 pm Lost Barrel Brewing

Live Music by Sharif at Lost Barrel Brewing

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

LBB Holiday Sweater Party

 Sat, 20 Dec at 03:00 pm Lost Barrel Brewing

8th Annual Picture Life Without Cancer at Lost Barrel Brewing

 Sat, 22 Nov at 04:00 pm Lost Barrel Brewing

Live Music at the Barn: Strummin & Drummin

 Sun, 19 Oct at 01:00 pm 495 E. Washington Street, Middleburg, VA, Virginia 20117

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

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

Dill Pickers at Lost Barrel Brewing Friday, December 12, 2025

 Fri, 12 Dec at 05:30 pm Lost Barrel Brewing

Holly Jolly Fest - Market & 5 Year Anniversary Party!

 Sat, 13 Dec at 12:00 pm Lost Barrel Brewing

Friendsgiving Party @ LBB

 Wed, 26 Nov at 04:00 pm Lost Barrel Brewing

Breakfast with Santa @ LBB

 Sat, 13 Dec at 09:00 am Lost Barrel Brewing

Commanders vs. Vikings Watch Party

 Sun, 07 Dec at 01:00 pm Lost Barrel Brewing

Honkytonk Night: Free Line Dancing

 Sun, 28 Dec at 04:00 pm Lost Barrel Brewing

Breakfast with Santa @ LBB

 Sun, 14 Dec at 09:00 am Lost Barrel Brewing

5 Year Anniversary Weekend

 Thu, 11 Dec at 12:00 pm Lost Barrel Brewing