Upcoming Middleburg Events

Check out what's happening 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

Taylor Swift Party

 Fri, 03 Oct at 12:00 pm Lost Barrel Brewing Free

Middleburg Oktoberfest After Party

 Sat, 20 Sep at 11:00 am Lost Barrel Brewing

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

U-Pick Norton Day & Winery Tour

 Sat, 04 Oct at 11:00 am 39025 Little River Tpke, Middleburg, VA, United States, Virginia 20117

Alexander Barnett @ Chrysalis Vineyards

 Sat, 27 Sep at 02:00 pm Chrysalis Vineyards

Korean Folk Art Workshop

 Sat, 27 Sep at 02:00 pm 101 Reed St, Middleburg, VA, United States, Virginia 20117

Ladies Night

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

2000's Night at Lost Barrel Brewing

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

Mt. Defiance Wine Release

 Sun, 21 Sep at 12:00 pm 495 E. Washington Street, Middleburg, VA, United States, Virginia 20117

Live Music by Elle & Ron at Lost Barrel Brewing

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

Craftail Presents Fall at Four Lucky Ducks Farm

 Sun, 28 Sep at 01:00 pm Four Lucky Ducks Farm USD 39 to 77

Middleburg BINGO Night

 Fri, 19 Sep at 05:30 pm Middleburg Community Center USD 13 to 29

Polley Wanna Paint & Sip at NOMAD!

 Wed, 24 Sep at 07:00 pm Middleburg Nomad

Somatic Yoga & Breathwork

 Sun, 21 Sep at 10:00 am Middleburg Community Center USD 66

Bikes & Barks

 Sun, 21 Sep at 01:00 pm E Washington St, Middleburg, VA 20117, United States

Touch-A-Truck

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

Commanders vs. Raiders Watch Party

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

Joe Martin @ Chrysalis Vineyards

 Sat, 04 Oct at 02:00 pm Chrysalis Vineyards

The Summer I Turned Pretty Season Finale Party

 Thu, 18 Sep at 06:00 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

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

Hang out with DASH!

 Sun, 28 Sep at 01:00 pm Cana Vineyards and Winery of Middleburg

Honkytonk Night: Free Line Dancing

 Sun, 28 Sep at 04:30 pm Lost Barrel Brewing Free

90's Night @ Lost Barrel Brewing

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

NVNLA General Membership Meeting

 Mon, 22 Sep at 05:30 pm Etten's Eden

Sunday Sketch

 Sun, 28 Sep at 02:00 pm 102 The Plains Rd, Middleburg, VA, United States, Virginia 20117

LIVE Music

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

27th Annual Conference on the Art of Command in the Civil War

 Fri, 03 Oct at 04:00 pm Middleburg Community-Center

Honkytonk Night: Free Line Dancing

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

8th Annual Picture Life Without Cancer at Lost Barrel Brewing

 Sat, 22 Nov 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

RAB at Middleburg Oktoberfest

 Sat, 20 Sep at 03:00 pm Middleburg, VA

Acoustic Soul at Lost Barrel Brewing

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

Blessing of the Animals

 Sun, 05 Oct at 02:00 pm 102 The Plains Rd, Middleburg, VA, United States, Virginia 20117

Pink Friday In Middleburg

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

October Biz Buzz

 Tue, 14 Oct at 05:30 pm Salamander Middleburg

Honkytonk Night: Free Line Dancing

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

Holly Jolly Fest - Market & 5 Year Anniversary Party!

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

Designing Christmas with Laura Dowling

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

Country Fair

 Sat, 20 Sep at 12:00 pm Dornin Science Center

Middleburg Oktoberfest with Rowdy Ace Band

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

Live Music by Scott Kurt at Lost Barrel Brewing

 Sat, 18 Oct at 04:00 pm Lost Barrel Brewing Free

Christmas In Middleburg After Party

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

Scarecrow Studio: Art and Nature Class for Kids & Teens

 Tue, 23 Sep at 06:00 pm Middleburg Library

Virginia Fall Races After Party

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

DMV Girls Closet Sale

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

Repose: A Day of Reflection

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

Sunday FUNDay: Hogs and Heroes Foundation VA3

 Sun, 05 Oct at 02:00 pm Lost Barrel Brewing

Sunday FUNDay: Distinguished Gentleman's Drive - Movember

Sun, 28 Sep 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

Fall Family Breakfast @ LBB

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

Live Music by Acoustic Soul at Lost Barrel Brewing

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

Live Music by Sharif at Lost Barrel Brewing

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

Commanders vs. Vikings Watch Party

 Sun, 07 Dec 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

Beer Release: Pumpkin Ale

 Thu, 25 Sep at 12:00 pm Lost Barrel Brewing

Friendsgiving Party @ LBB

 Wed, 26 Nov at 04:00 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

Breakfast with Santa!

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

Sunday FUNDay: Virginia Women and Family Support Center

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

November Biz Buzz

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

Honkytonk Night: Free Line Dancing

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

Bike the Gravel 2025

 Sun, 28 Sep at 09:00 am Virginia Tech Middleburg Agricultural Research and Extension Center

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

Mid-Atlantic Collegiate Recovery Retreat

 Fri, 26 Sep at 03:00 pm Meadowkirk at Delta Farm USD 23 to 135

2025 British Reliability Run

 Fri, 03 Oct at 12:00 pm Middleburg USD 1,064
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