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Events and Things to do in Middleburg, VA

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2026 Hunt Country Stable Tour
Upperville · Trinity Episcopal Church
2026 Hunt Country Stable Tour
Upperville · Trinity Episcopal Church
CEO Sisterhood Summer Social
Wed, Jun 3, 5:00 PM
Ashburn · The Barn at Brambleton
CEO Sisterhood Summer Social
Wed, Jun 3, 5:00 PM
Ashburn · The Barn at Brambleton
Star Wars at the Symphony
Sun, Jun 7, 3:00 PM
Ashburn · Stone Bridge High School
Star Wars at the Symphony
Sun, Jun 7, 3:00 PM
Ashburn · Stone Bridge High School
Pours to Explore Tasting Series: Rosé, Petit Manseng & Petit Verdot
Sat, Jun 13, 6:00 PM
Middleburg · Cana Vineyards and Winery of Middleburg
Pours to Explore Tasting Series: Rosé, Petit Manseng & Petit Verdot
Sat, Jun 13, 6:00 PM
Middleburg · Cana Vineyards and Winery of Middleburg
Scandinavian Spring Market at Walsh Family Wine
Sun, May 31, 10:00 AM
Purcellville · Walsh Family Wine
Scandinavian Spring Market at Walsh Family Wine
Sun, May 31, 10:00 AM
Purcellville · Walsh Family Wine
Sales end soon
PFHCF and OCHCF 5k Run/Walk for Conservation
Monday at 8:00 AM
Middleburg · 23590 Stoke Farm Ln
Sales end soon
PFHCF and OCHCF 5k Run/Walk for Conservation
Monday at 8:00 AM
Middleburg · 23590 Stoke Farm Ln
Annie Jr. Emerick Elementary Rising Stars
Sat, Jun 13, 11:30 AM
Purcellville · Franklin Park Performing & Visual Arts Center
Annie Jr. Emerick Elementary Rising Stars
Sat, Jun 13, 11:30 AM
Purcellville · Franklin Park Performing & Visual Arts Center
Going fast
BuyOne BuildOne & Gratis 7 Films presents "Untethered" Documentary
Sat, Jun 13, 6:30 PM
Bluemont · Henway Hard Cider
Going fast
BuyOne BuildOne & Gratis 7 Films presents "Untethered" Documentary
Sat, Jun 13, 6:30 PM
Bluemont · Henway Hard Cider
Casino Night at Solace Brewing Co. benefitting Blood Cancer United
Sat, Jun 6, 6:30 PM
Sterling · Solace Brewing Company
Casino Night at Solace Brewing Co. benefitting Blood Cancer United
Sat, Jun 6, 6:30 PM
Sterling · Solace Brewing Company
Going fast
HUNKS The Show at Craftwork Taproom (Gainesville, VA) 06/12/26
Fri, Jun 12, 9:00 PM
Gainesville · CraftWorx Taproom
Going fast
HUNKS The Show at Craftwork Taproom (Gainesville, VA) 06/12/26
Fri, Jun 12, 9:00 PM
Gainesville · CraftWorx Taproom
Leesburg Daybreak Rotary
Sat, Jun 6, 11:00 AM
Leesburg · 17558 Dry Mill Rd
Leesburg Daybreak Rotary
Sat, Jun 6, 11:00 AM
Leesburg · 17558 Dry Mill Rd
2nd Annual Cider & Seltzer Festival at Bear Chase!
Sat, Jun 13, 11:00 AM
Bluemont · Bear Chase Brewing Company
2nd Annual Cider & Seltzer Festival at Bear Chase!
Sat, Jun 13, 11:00 AM
Bluemont · Bear Chase Brewing Company
Sales end soon
The DC Heat vs. DMV Soldiers
Tomorrow at 3:00 PM
Haymarket · Battlefield High School
Sales end soon
The DC Heat vs. DMV Soldiers
Tomorrow at 3:00 PM
Haymarket · Battlefield High School
Ride for a Cause: YKM 2026 Cars & Motorcycles Car Show
Sat, May 30, 11:00 AM
Leesburg · 19201 Compass Creek Pkwy
Ride for a Cause: YKM 2026 Cars & Motorcycles Car Show
Sat, May 30, 11:00 AM
Leesburg · 19201 Compass Creek Pkwy
Going fast
Mahjong & Merlot: Mahjong 102 at Aroma II Tasting Room
Sun, Jun 7, 1:30 PM
Haymarket · Aroma II Tasting Room
Going fast
Mahjong & Merlot: Mahjong 102 at Aroma II Tasting Room
Sun, Jun 7, 1:30 PM
Haymarket · Aroma II Tasting Room
Sales end soon
Introduction to Mushroom Growing at the JK Community Farm
Sunday at 1:00 PM
Purcellville · JK Community Farm
Sales end soon
Introduction to Mushroom Growing at the JK Community Farm
Sunday at 1:00 PM
Purcellville · JK Community Farm
Flying For Freedom - Celebrate 250th Birthday of America
Sat, Jul 4, 11:00 AM
Bluemont · Bluemont Station Brewery
Flying For Freedom - Celebrate 250th Birthday of America
Sat, Jul 4, 11:00 AM
Bluemont · Bluemont Station Brewery
Stand Up Comedy Night at Bear Chase Brewing
Fri, Jun 5, 7:00 PM
Bluemont · Bear Chase Brewing Company
Stand Up Comedy Night at Bear Chase Brewing
Fri, Jun 5, 7:00 PM
Bluemont · Bear Chase Brewing Company
Proudly Poured: Pride in the Vines Kick Off Wine Festival
Sun, Jun 7, 2:00 PM
Middleburg · Mt. Defiance Cidery & Distillery
Proudly Poured: Pride in the Vines Kick Off Wine Festival
Sun, Jun 7, 2:00 PM
Middleburg · Mt. Defiance Cidery & Distillery
Sales end soon
Nashburn Country Throwdown
Tomorrow at 11:00 AM
Ashburn · Rai's Rendezvous Kitchen + Bar
Sales end soon
Nashburn Country Throwdown
Tomorrow at 11:00 AM
Ashburn · Rai's Rendezvous Kitchen + Bar

Trends in Middleburg

Explore more trends

Explore more trends

Frequently asked questions about Middleburg

What are the best events to attend?

According to Eventbrite, the best events are:

2026 Hunt Country Stable Tour

CEO Sisterhood Summer Social

Star Wars at the Symphony

Pours to Explore Tasting Series: Rosé, Petit Manseng & Petit Verdot

Which events are currently trending in Middleburg?

The trending searches this month in Middleburg are:

salamander resort the family reunion

salamander resort

mothers day brunch

Which events are coming up?

Discover the best events happening soon – you don't want to miss them:

Nashburn Country Throwdown

The DC Heat vs. DMV Soldiers

Introduction to Mushroom Growing at the JK Community Farm

PFHCF and OCHCF 5k Run/Walk for Conservation