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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
January 2026

Annual Members Exhibit

Join the Artists in Middleburg in celebrating local creativity and art as we host the Annual Members Exhibit. This exhibit is juried and features 53 local artists exhibiting their best work of any subject. See paintings, photography, metal, bronze, ceramic and more. Proceeds from these exhibits help to support local art education.
Jan 08 - Feb 08
All Day
The Artists in Middleburg
102 W Washington St, Middleburg, VA 20117
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Adventures Through Grief

Discover a unique approach to coping with grief through Blue Ridge Care’s FREE tabletop role playing game-based Adventures Through Grief program. Grief counselors act as game masters, guiding participants on a meaningful quest to navigate life after the death of someone significant to them. No prior role-playing game experience necessary. An application is required. Loudoun […]
Jan 20
5:45 pm - 7:45 pm
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America’s 250th Anniversary Kickoff Event

The Town of Middleburg invites the public to attend a community-wide kick-off event celebrating America’s 250th Anniversary. This special event will honor the nation’s history while launching a year-long commemoration of the 250th anniversary of the founding of the United States. The celebration will take place at the Middleburg Town Hall and the Middleburg Community […]
Jan 23
4:30 pm - 7:30 pm
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Live Music with Melissa Quinn Fox

Join Lost Barrel Brewing for live music, drinks, food and fun! About this event: Lost Barrel Brewing is an all-ages brewery located in Middleburg on a horse farm. LBB welcomes you to enjoy our taproom, porch, stunning yard or private gathering spaces. The music will be indoors when cold and outdoors on the porch weather […]
Jan 24
4:00 pm - 7:00 pm
Lost Barrel Brewing
36138 John Mosby Hwy, Middleburg, VA 20117
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Middleburg Burns Night

Celebrate Scotland’s beloved poet Robert Burns with an evening of Scottish tradition, food, music, and camaraderie at the Middleburg Community Center. Doors open at 4:30 p.m. for a welcome reception, followed by a formal opening, dinner, traditional music and dancing (the ceilidh) beginning, with closing ceremonies at 9:45 p.m. The menu features authentic Scottish fare […]
Jan 24
4:30 pm - 10:00 pm
Middleburg Community Center
300 W Washington St, 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 […]
Jan 25
2:00 pm - 3:30 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
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Honkeytonk Night Line Dancing

Dust off your boots and join Lost Barrel for Honkytonk Night! LBB is turning up the country vibes every fourth Sunday with free line dancing, permanent jewelry, charm bar and hat bar! Whether you’re a seasoned two-stepper or a first-time line dancer, this night is for everyone!
Jan 25
4:00 pm - 7:00 pm
Lost Barrel Brewing
36138 John Mosby Hwy, Middleburg, VA 20117
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Adventures Through Grief

Discover a unique approach to coping with grief through Blue Ridge Care’s FREE tabletop role playing game-based Adventures Through Grief program. Grief counselors act as game masters, guiding participants on a meaningful quest to navigate life after the death of someone significant to them. No prior role-playing game experience necessary. An application is required. Loudoun […]
Jan 27
5:45 pm - 7:45 pm
View Detail
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