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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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May 2026

Nic Fiddian Green Members-Only Tour

Join English sculptor Nic Fiddian Green for a guided tour of his new exhibition at the NSLM! Fiddian Green’s work is driven by a constant and deeply rooted fascination with the spirit of the horse, and Nic Fiddian Green: Spiritus Equus celebrates his vision with four monumental works installed outdoors, five medium-size works complementing the […]
May 01
2:30 pm - 4:00 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
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An Exploration of Landscape and History

The Oak Spring landscape holds a rich natural and cultural history visible in its trees, stone walls, and shifting patterns of forest and field. This one‑day program begins with tree identification and uses the landscape to explore both its ecological story and the Mellon family’s influence. Participants will walk about four miles across hilly, uneven […]
May 02
9:00 am - 4:30 pm
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Kentucky Derby Party

Join Lost Barrel Brewing for the ultimate Kentucky Derby Party! Sip on mint juleps, enjoy Derby-inspired bites, and show off your best Derby outfits. Don’t miss the fun—it’s off to the races! Kentucky Derby Inspired Bites & Drinks Fun Decor Live Coverage of the Kentucky Derby Gather your fellow Kentucky Derby fans, wear your best […]
May 02
11:00 am - 8:00 pm
Lost Barrel Brewing
36138 John Mosby Hwy, Middleburg, VA 20117
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Live Music Series with David Davol

Join Cana Vineyards for their live music series! David Davol has over 40 years full-time professional experience performing at bars, restaurants, casinos, Carnival Cruise Lines, private affairs, weddings, and business functions. David works with wineries, restaurants, and bars all over Northern Virginia and Maryland, and Washington, D.C. and currently performs anywhere from 12-20 shows per […]
May 02
12:00 pm - 4:00 pm
Cana Vineyards & Winery
38600 Little River Turnpike, Middleburg, VA 20117
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The Song of the Earth: Mahler’s Das Lied von Der Erde

Loudoun Lyric Opera concludes its season with an intimate concert featuring Myanmari‑American tenor Ye Lynn Han and mezzo‑soprano Amanda Zoe Vest, in a program curated with Artistic Director Mark Irchai. The performance centers on Mahler’s Das Lied von der Erde, presented in the composer’s own piano edition, offering a reflective musical journey through the landscapes of life. The event also includes a special collaboration […]
May 02
7:00 pm - 8:00 pm
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Sculpture Workshop with Nic Fiddian Green

Explore the newest NSLM exhibition, Nic Fiddian Green: Spiritus Equus, with the world‑renowned British artist. Participants will learn about his technical approach, the Classical influences that shape his work, and then create a small original wax sculpture under his guidance in this rare, hands‑on workshop. Space is extremely limited. NSLM Member: $75 Non‑Member: $125 All […]
May 05
10:00 am - 1:00 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
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Cinco de Mayo

Celebrate Cinco de Mayo at the Middleburg Community Center on Tuesday, May 5, 2026, from 5:30-7:30 PM. Enjoy a festive evening of delicious, complimentary food by Taqueria Guadalajara, along with margaritas, beer, and wine available for purchase. Gather with friends and neighbors for a lively and welcoming celebration in the heart of Middleburg, perfect for […]
May 05
5:30 pm - 7:30 pm
Middleburg Community Center
300 W Washington St, Middleburg, VA 20117
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