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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
June 2026

Tour Tuesdays at Foxcroft!

Foxcroft School invites friends and prospective families to Tour Tuesdays, an in‑person opportunity to experience campus life firsthand. Visitors will enjoy a student‑guided walk across the school’s 500‑acre campus, meet community leaders and educators, and share a relaxed “summer camp” lunch in the dining hall. Visitors may also explore the equestrian facilities (if interested), take […]
Jun 30
All Day
Foxcroft School
22407 Foxhound Lane Middleburg VA
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July 2026

“Ocean Song” Exhibit

The Byrne Gallery in Middleburg, Virginia is pleased to announce our show for the months of July and August, Ocean Song. The show’s artwork will include oil paintings by local artists Gerald Hennesy, Shawn Hennesy, Jeff Kibler, and Victor Nizovstev. Their paintings transport the viewer to serene ocean views from up and down the East […]
Jul 01 - Aug 30
All Day
The Byrne Gallery
7 W Washington St, Middleburg, VA 20117
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Dino Academy: A Dinosaur Discovery Adventure Presented by Bright Star Touring Theatre

Step into the prehistoric world with Dino Academy! Led by the quirky and curious Dr. Sarah Tops, this action-packed adventure uncovers fascinating facts that will wow even the biggest dino fans. Featuring life-like, colorful dinosaur puppets that stomp, roar and charm their way into every heart, this show blends science, storytelling and imagination in the […]
Jul 02
11:00 am - 12:00 pm
Middleburg Library
101 Reed St, Middleburg, VA 20117
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America 250: Middleburg Independence Day Celebration

Celebrate America’s 250th birthday in Middleburg with a day full of patriotic spirit and fun for all ages! From family-friendly activities and community traditions to live entertainment and festive celebrations, there’s something for everyone to enjoy as we honor this historic milestone together. Gather your friends and neighbors and join us for an unforgettable day […]
Jul 04
12:00 pm - 10:00 pm
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The Art of the Flag

Celebrate Independence Day with a unique look at one of America’s most recognizable symbols. Join artist Matthew Pavone for ‘Art of the Flag’, an engaging workshop exploring how the American flag has been interpreted by artists from the Revolutionary era to today. Through images, stories, and insights from his own acclaimed flag series, Pavone will […]
Jul 04
2:00 pm - 4:00 pm
The Artists in Middleburg
102 W Washington St, Middleburg, VA 20117
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Ukulele Summer Camp

DIY & Play Ukulele Camp ​Students will design and paint their own ukulele, learn basic chords, and participate in a fun group performance at the end of the week! No prior musical experience is required. ​Experience: All Levels Welcome! Ages: 7-12 Dates: July 6-10, 2026 Time: 10am-1pm Location: Trinity Episcopal Church, Upperville Tuition: $300, includes […]
Jul 06 - 10
10:00 am - 1:00 pm
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Biodiversity Walk at Oak Spring Garden Foundation

Join the Biodiversity Conservation Team for a biodiversity walk across the forests and meadows at OSGF. The morning will consist of a walking tour across parts of the 700-acre property to highlight summer flora and fauna as well as conservation land management practices implemented here at the foundation. Novice and seasoned wildlife watchers welcome. The […]
Jul 09
9:00 am - 11:30 am
Oak Spring Garden Foundation
1776 Loughborough Lane, Upperville, VA 20184
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The Jurassic Magic Show Presented by the Wizard of Reading

Dinosaurs, magic, and summer fun for all! Step into a prehistoric world of wonder with Dean Alan, the Wizard of Reading, as he brings dinosaurs and magic together in one unforgettable show. Watch fossils come to life, ancient creatures appear in surprising ways, and stories roar off the page in this highly interactive adventure that […]
Jul 09
11:00 am - 12:00 pm
Middleburg Library
101 Reed St, Middleburg, VA 20117
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Sportsman of Revolution: George Washington and Fun at the Founding

Are you a lover of all things American Revolution, Field Sports, and George Washington? Join NSLM for an evening you won’t want to miss! Raise a glass to your fellow NSLM community members during a cocktail reception, then settle in for a riveting talk on George Washington and sporting life during the era of the […]
Jul 09
5:00 pm - 6:30 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
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