Upcoming Middleburg Events

Check out what's happening all around Middleburg, VA

Evening with David Chaffetz, Author of Raiders, Rulers, and Traders

 Thu, 23 Oct at 05:00 pm 102 The Plains Rd, Middleburg, VA, United States, Virginia 20117

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 Scott Kurt at Lost Barrel Brewing

 Sat, 18 Oct at 04:00 pm 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

Fall Family Breakfast @ LBB

 Sat, 25 Oct at 09:00 am Lost Barrel Brewing

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

Harvest Festival

 Sat, 18 Oct at 12:00 pm 495 E. Washington Street, Middleburg, VA, United States, Virginia 20117

YOGA at GSF - Sunday Oct 19

 Sun, 19 Oct at 02:30 pm Gathering Springs Farm, Sam Fred Road, Middleburg, VA, USA USD 18

Virginia Ranger Network Meet Up

 Sat, 25 Oct at 05:00 pm 14 S Madison St, Middleburg, VA 20117, United States

Food Pairing Dinner at Lost Barrel Brewing

 Fri, 07 Nov at 06:00 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

Pink Friday In Middleburg

 Fri, 21 Nov at 03:00 pm Lost Barrel Brewing

Touch-A-Truck

 Sun, 19 Oct at 03:00 pm Lost Barrel Brewing Free

2000's Night at Lost Barrel Brewing

 Fri, 21 Nov at 05:00 pm Lost Barrel Brewing Free

YOGA at GSF - Saturday Oct 18

 Sat, 18 Oct at 02:30 pm Gathering Springs Farm, Sam Fred Road, Middleburg, VA, USA USD 18

Ladies Night

 Fri, 24 Oct at 04:00 pm Lost Barrel Brewing Free

Honkytonk Night: Free Line Dancing

 Sun, 26 Oct at 04:00 pm Lost Barrel Brewing Free

Rallye Middleburg

Sat, 18 Oct at 03:00 pm Federal St. Middleburg, VA 20117

Spooky Bingo Night

Wed, 15 Oct at 06:00 pm 495 E. Washington Street, Middleburg, VA, Virginia 20117

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

Family-Friendly Haunted Trail

Thu, 23 Oct at 06:30 pm 500 N Pendleton St, Middleburg, VA, United States, Virginia 20117

Live Music by Sharif at Lost Barrel Brewing

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

Repose: A Day of Reflection

 Sat, 25 Oct at 09:00 am Salamander Middleburg USD 350 to 425

Lost Barrel Brewing - Michelle & Jason Hannan

 Fri, 21 Nov at 05:30 pm Lost Barrel Brewing

Live Music by Acoustic Soul at Lost Barrel Brewing

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

November Biz Buzz

 Tue, 11 Nov at 05:30 pm Atlantic Union Bank (Middleburg)

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

Thanksgiving at Goodstone Inn 🦃🍂

 Thu, 27 Nov at 02:00 pm 36205 Snake Hill Rd, Middleburg, VA, United States, Virginia 20117

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

Pumpkin Carving at Lost Barrel Brewing

 Mon, 27 Oct at 03:00 pm Lost Barrel Brewing

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

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

October Biz Buzz

 Tue, 14 Oct at 05:30 pm Salamander Middleburg

Designing Christmas with Laura Dowling

 Thu, 23 Oct at 10:00 am Middleburg USD 34 to 100

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

Sunday FUNDay: Virginia Women and Family Support Center

 Sun, 16 Nov at 02:00 pm Lost Barrel Brewing

Beer Release: Cream Ale

 Thu, 23 Oct at 12:00 pm Lost Barrel Brewing

Beer Release: Anniversary Dunkel

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

DMV Girls Closet Sale

 Sun, 16 Nov at 12:00 pm Lost Barrel Brewing

Breakfast with Santa @ LBB

 Sun, 07 Dec at 09:00 am Lost Barrel Brewing

Acoustic Soul at Lost Barrel Brewing

 Sun, 09 Nov at 01:00 pm Middleburg, VA

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

Beer Release: Brown Ale

 Thu, 20 Nov at 12:00 pm Lost Barrel Brewing

Breakfast with Santa @ LBB

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

Beer Release: Cranberry Hard Seltzer

 Thu, 06 Nov at 12:00 pm Lost Barrel Brewing

Breakfast with Santa!

 Sat, 06 Dec at 08:00 am Middleburg Community Charter School

5 Year Anniversary Weekend

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

Annual Alumni Breakfast

 Wed, 26 Nov at 10:00 am 130 S Madison St, Middleburg, VA

December Holiday Biz Buzz

 Tue, 09 Dec at 05:30 pm Emmanuel Episcopal Church

2025 Fall Beagle Trials

 Wed, 05 Nov at 07:00 am Beagle Institute, Aldie
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