2025 NSLM Polo Classic Presented by MARS EQUESTRIAN™

102 The Plains Rd, Middleburg, VA, United States, Virginia 20117 14 Sep 2025

Lost Barrel Brewing Oktoberfest 2025

Lost Barrel Brewing 27 Sep 2025

Honkytonk Night: Free Line Dancing

Lost Barrel Brewing 24 Aug 2025

Live Music by Part Of It All at Lost Barrel Brewing

Lost Barrel Brewing 29 Aug 2025

Sunset Polo - USA vs. South Africa VAL DE VIE

Twilight Polo 6 Sep 2025

Live Music by Scott Kurt at Lost Barrel Brewing

Lost Barrel Brewing 31 Aug 2025

Sunday FUNDay: Boulder Crest Foundation

Lost Barrel Brewing 24 Aug 2025

Honkytonk Night: Free Line Dancing

Lost Barrel Brewing 28 Sep 2025

Red Wine Weekend

39025 Little River Tpke, Middleburg, VA, United States, Virginia 20117 5 Sep 2025

Live Music by Summer & Eric at Lost Barrel Brewing

Lost Barrel Brewing 24 Aug 2025

Sunday FUNDay: Pumpkins For Pigs Foundation

Lost Barrel Brewing 7 Sep 2025

Live Music by Sharif at Lost Barrel Brewing

Lost Barrel Brewing 7 Sep 2025

Shuck & Sip

495 E. Washington Street, Middleburg, VA, United States, Virginia 20117 13 Sep 2025

Labor Day Margaritaville Bash

Lost Barrel Brewing 1 Sep 2025

First Friday at the Manor House

Greenhill Winery & Vineyards 5 Sep 2025

Fit and Sip : saddle fitting demo

Middleburg, VA 29 Aug 2025

Live Music & Cousins Maine Lobster Food Truck

495 E. Washington Street, Middleburg, VA, United States, Virginia 20117 7 Sep 2025

Alexander Barnett @ Chrysalis Vineyards

Chrysalis Vineyards 27 Sep 2025

Trivia Night

495 E. Washington Street, Middleburg, VA, United States, Virginia 20117 3 Sep 2025

Save Our Seeds, Save Our Stories: Art and Nature Class for Kids & Teens

Middleburg Library 26 Aug 2025