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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 “The Birds”

Join Middleburg Library for an Alfred Hitchcock movie every Wednesday night in October. Refreshments are provided. Watch The Birds (PG-13, 120 minutes). An avian attack on a California coastal town, where fierce birds descend upon a chicken farmer, a schoolyard full of children, and a socialite.  
Oct 28
6:00 pm - 8:00 pm
Middleburg Library
101 Reed St, Middleburg, VA 20117
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An Evening with Olympic Eventer Will Coleman

Join NSLM for a cocktail reception and conversation with one of America’s finest event riders, made possible by the generous support of Jim Newman. Will Coleman’s story begins right here in the Virginia Piedmont. He learned to ride in the hunt field and show jumping ring under the watchful eye of his father, a devoted […]
Oct 29
5:00 pm - 6:30 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
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Hot Dog: It’s Halloween!

Hot Dog, It’s Halloween! Calling all ghosts, goblins, and hungry little monsters! Join us for this favorite Middleburg tradition on October 31 at 5 PM at the Middleburg Community Center. Put on your costumes, round up your crew, and come enjoy hot dogs and Halloween fun with friends and neighbors. It’s a FREE family event […]
Oct 31
5:00 pm - 7:00 pm
Middleburg Community Center
300 W Washington St, Middleburg, VA 20117
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MBPA and Middleburg Police Department Halloween Parade

Attention Middleburg ghosts, goblins and witches! The Middleburg Business & Professional Association and Middleburg Police Department Halloween Parade is coming your way on Saturday, October 31! Gather at Middleburg Community Center at 5 pm in your best costumes and parade through Town, Trick or Treating at local businesses along the way with Police Chief Shaun […]
Oct 31
5:00 pm - 5:30 pm
Middleburg Community Center
300 W Washington St, Middleburg, VA 20117
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November 2026

“The Serengeti Rules” Film Screening & Fall Craft

Join Oak Spring Garden Foundation for a special screening of the award-winning documentary The Serengeti Rules, which explores the groundbreaking work of five heroic scientists who uncovered the fundamental rules that govern life on Earth—and how their discoveries are helping us restore degraded ecosystems around the globe. As we know, the animal kingdom can be […]
Nov 01
2:00 pm - 5:00 pm
Oak Spring Garden Foundation
1776 Loughborough Lane, Upperville, VA 20184
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Yuri Gorbachev 23rd Annual Exhibition at The Byrne Gallery

The Byrne Gallery announces its 31st anniversary this year with a celebration and exhibition of vivid oil and enamel paintings of internationally acclaimed artist Yuri Gorbachev. The Byrne Gallery welcomes Yuri Gorbachev for his 23rd annual exhibition in Middleburg, Virginia. The Gallery will feature some of his classic paintings along with new works from his […]
Nov 04 - Jan 03
All Day
The Byrne Gallery
7 W Washington St, Middleburg, VA 20117
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Friends and Neighbors

Join Middleburg Community Center for Friends & Neighbors! Whether you’re new to Middleburg or a longtime resident, enjoy an evening of conversation, connection, and community, with delicious food by Fields of Athenry and an open beer and wine bar. Bring a friend, meet someone new, and discover the programs, celebrations, and opportunities to get involved […]
Nov 05
6:00 pm - 8:00 pm
Middleburg Community Center
300 W Washington St, Middleburg, VA 20117
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