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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
September 2026
October 2026

“Harvest: Celebrating Gatherings and Memories” Exhibit

The Byrne Gallery in Middleburg proudly presents Harvest: Celebrating Gatherings and Memories, a new exhibition in the month of October. This month, artist Sandra Iafrate will depict the beauty of the harvest season and the enduring connections between food, memory, family, and place. Iafrate’s use of collected materials and paint instills memories of gathering from […]
Oct 02 - Nov 01
All Day
The Byrne Gallery
7 W Washington St, Middleburg, VA 20117
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Movie Night: Alfred Hitchcock’s “Rear Window”

Join Middleburg Library for an Alfred Hitchcock movie every Wednesday night in October. Refreshments are provided. Watch Rear Window (PG, 112 minutes). A New York magazine photographer is confined to his apartment after breaking his leg. Watching from his window, he notices suspicious activity in one of the apartments, which leads him to believe that […]
Oct 14
6:00 pm - 8:00 pm
Middleburg Library
101 Reed St, Middleburg, VA 20117
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Middleburg Film Festival

The Middleburg Film Festival, founded in 2013, offers four days of fantastic films in a spectacular setting, only 30 minutes from Dulles International Airport and just one hour from Washington, D.C. A carefully curated selection of narrative and documentary films screen in intimate theatre environments, followed by fascinating conversations with world-renowned filmmakers, actors, and other […]
Oct 15 - 18
All Day
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The Marquis de Lafayette and the Revolutionary War

A lively talk by journalist, historian, and author Marc Leepson on the life of the Marquis de Lafayette. Book signing to follow. Based on Leepson’s popular, concise biography Lafayette: Lessons in Leadership from the Idealist General, this program focuses on Lafayette’s crucial role in the American victory over the British in the Revolutionary War, including […]
Oct 15
7:00 pm - 8:00 pm
Middleburg Library
101 Reed St, Middleburg, VA 20117
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Whiskey and Wax

Join Brick & Mortar Mercantile for a crash course on how to re-wax your Filson coat, bag, or any waxed apparel to protect you from wind, rain, brush and worse! Filson waxed products will last a generation or more of you maintain it. Mt. Defiance whiskey tasting and all waxing supplies will be provided.
Oct 16
4:00 pm - 7:00 pm
Brick & Mortar Mercantile
201 West Washington Street, Middleburg, Va 20117
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Kinloch Farm’s 3rd Annual Reach the Roots Farm Tour

Kinloch Farm invites the community to its 3rd Annual “Reach the Roots” Farm Tour in The Plains, Virginia. Guests can explore the farm’s regenerative practices, conservation work, and enjoy family activities and local food. Family Highlights: Hayride Tour — A ride through pastures and waterways, plus a hay playground for kids. Open Fire Catering — […]
Oct 17
11:00 am - 2:00 pm
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Harvest Festival

Celebrate the best of fall at Mt. Defiance! Join us for a day filled with handcrafted cider, spirits & wine, seasonal cocktails, live music, local food, and plenty of fall fun for all ages. Grab your friends and family, enjoy the crisp autumn air, sip something delicious, and settle in for a beautiful fall day […]
Oct 17
12:00 pm - 6:00 pm
Mt. Defiance Cider Barn
495 E Washington St, Middleburg, VA 20117
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