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Local Events in Middleburg

Come & Join the Fun!

Renowned as the Nation’s Horse & Hunt Capital, Middleburg offers a variety of equestrian events throughout the year, including the Middleburg Spring Races and the Virginia Fall Races. It’s also a well-known destination for the arts with events like the Middleburg Film Festival and Art in the Burg.

Christmas in Middleburg draws thousands of visitors, who line the streets on the first Saturday in December to watch the parade and the Middleburg Hunt Revue.

Check the calendar below to find out what’s happening around town.

Audience in lawn chairs clapping in front of National Sporting Library and Museum
Monthly Weekly Daily List
April 2026

“The Happiness of Color” Exhibit

The Byrne Gallery’s exhibition The Happiness of Color will be on view from April 1 through May 3, 2026. Five artists –Anne Manley, Anne Marchand, Anne Stine, Edward Ugo, and Carolyn Marshall Wright– will present their interpretation of color and the hope that spring brings each year. These abstracts explore the energy and vibrance of […]
Apr 01 - May 03
All Day
The Byrne Gallery
7 W Washington St, Middleburg, VA 20117
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“Splendor of Spring” Exhibit

Step into the vibrant spirit of the season at The Splendor of Spring, now on view at the Artists in Middleburg gallery. This uplifting exhibition brings together inspired works from more than 60 local artists, showcasing a rich variety of mediums, from painting and sculpture to photography, mixed media, and beyond. AiM invited artists to […]
Apr 04 - May 03
All Day
The Artists in Middleburg
102 W Washington St, Middleburg, VA 20117
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Briar Patch Cooking Class Weekend

Briar Patch is offering winter cooking classes and a stay for folks who want to try something new in the kitchen while staying at the inn! What’s Included Two-night stay with hot breakfasts Saturday and Sunday Friday night wine tasting with a local winery expert and hors d’oeuvres Saturday evening cooking demonstration and four-course dinner […]
Apr 24 - 25
All Day
Briar Patch B&B
23130 Briar Patch Lane, Middleburg, VA 20117
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Arbor Day Celebration at the Upperville Show Grounds

Celebrate Arbor Day Under the Oaks at Historic Grafton Farm Showgrounds, an easy addition to Arbor Day in Middleburg! Bring a picnic, take a self-guided tour under the iconic tree canopy, explore the stream and wildlife habitat. Admission is free. Dogs must be leashed and vaccinated. Please clean up after your pets. Grafton Farm (the […]
Apr 25
11:00 am - 2:00 pm
Upperville Colt & Horse Show
8300 John S. Mosby Hwy., Upperville, VA 20184
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Middleburg Humane Foundation’s Havana Nights Gala

Get ready for a night to remember at Middleburg Humane Foundation’s Havana Nights Gala at The Middleburg Manor! Guests will step into an evening filled with vibrant energy, great company, and a cause worth celebrating. The festivities include a delicious pescatarian buffet, elegant passed hors d’oeuvres, convenient valet parking, a lively DJ keeping the dance […]
Apr 25
6:00 pm - 10:00 pm
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Middleburg Hunt Point to Point

The Middleburg Hunt Point to Point Races at Glenwood Park offer a classic spring day in Virginia hunt country, featuring thrilling steeplechase racing, beautiful countryside views, and a lively social atmosphere. Spectators can enjoy top horses and riders competing over timber and hurdles while taking part in the tradition of tailgating and picnicking alongside friends […]
Apr 26
1:00 pm - 6:00 pm
Glenwood Park
Glenwood Park Ln, Middleburg, VA 20117
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Sunday Sketch

Held the last Sunday of every month. Participation in the program is free and open to the public: no sign-up is required, and all necessary materials are provided. Visitors may also enjoy free admission to the Museum on these days, regardless of participation in the program. The NSLM reserves the right to cancel or reschedule […]
Apr 26
2:00 pm - 4:00 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
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Mahjong in Middleburg

Join Cana Vineyards and Winery for Mahjong Beginner and Social Play with Rack It Up Mahjong! They are offering tickets for both beginner lessons and for social play. Both options include all playing materials, instruction and strategy, and your first glass or flight of wine. Beginner Lesson: $90 Perfect for players with little or no […]
Apr 26
2:00 pm - 4:00 pm
Cana Vineyards & Winery
38600 Little River Turnpike, Middleburg, VA 20117
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