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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
May 2026

Places in My Heart

This May, The Byrne Gallery will showcase five artists—Craig Arnold, Laura Bollettino, Katie Flack, Tobin Karicher, and Anne Stine—as they present their most cherished interpretations of the landscapes that inspire them. Their paintings invite viewers on a journey through the season of renewal. Additionally, an artists’ reception will be held on May 16 from 4–7 pm, […]
May 06 - 31
8:00 am - 6:00 pm
The Byrne Gallery
7 W Washington St, Middleburg, VA 20117
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“The Animal in Art: Highlight the Horse, Fox and Hound” Exhibit

The Artists in Middleburg annual Animals in Art: Highlighting the Horse, Fox and Hound exhibition celebrates the beauty, spirit, and tradition of the horse, fox, and hound. This show honors the animals that are central to our region’s landscape and heritage. It represents 50 local artists with all new work.
May 09 - Jun 14
All Day
The Artists in Middleburg
102 W Washington St, Middleburg, VA 20117
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Lord Dunmore and the Campaign for the Chesapeake 1775-1776

Join the Middleburg Library for a FREE educational evening! During the tumultuous summer of 1775, Virginians across the colony grappled with the question of whether to join the revolt against Britain. At the center of this debate stood the second Royal Governor, John Murray, 4th Earl of Dunmore. Dunmore’s actions during the revolution did much […]
May 21
7:00 pm - 8:00 pm
Middleburg Library
101 Reed St, Middleburg, VA 20117
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Honkeytonk Night: Free Line Dancing

Dust off your boots and join Lost Barrel Brewing for Honkytonk Night at Lost Barrel Brewing! Turn up the country vibes every fourth Sunday with free line dancing from 4-7 pm. Whether you’re a seasoned two-stepper or a first-time line dancer, this night is for everyone! Attending: No outside food or drink Full menu including […]
May 24
4:00 pm - 8:30 pm
Lost Barrel Brewing
36138 John Mosby Hwy, Middleburg, VA 20117
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Horse Brain, Human Brain: The Neuroscience of Horsemanship

The NSLM will host an evening with Janet L. Jones, PhD, author of Horse Brain, Human Brain: The Neuroscience of Horsemanship. Jones’s work explains how equine and human brains function, offering insights that strengthen communication and training. By exploring how horses perceive, learn, and respond to the world, she uses neuroscience and real‑life examples to […]
May 28
5:00 pm - 7:00 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
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Neighbors & Friends

The Middleburg Community Center warmly invites neighbors and friends to come together for a relaxed, community‑focused gathering. It’s a friendly chance for longtime residents and newcomers alike to meet, mingle, and enjoy easy conversation in the heart of Middleburg. Everyone is welcome! Please RSVP here!  
May 28
6:30 pm - 8:30 pm
Middleburg Community Center
300 W Washington St, Middleburg, VA 20117
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Spring Open House and New Expansion Reveal

The Paradise Antiques invites guests to an exclusive two‑day Open House celebrating the grand reveal of its newly expanded shop and the arrival of its latest collections from France! The team looks forward to welcoming the local community and professional partners as they mark this exciting milestone.
May 29
10:00 am - 5:00 pm
The Paradise Antiques
1769 Zulla Rd, Middleburg, VA 20117
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Spring Open House and New Expansion Reveal

The Paradise Antiques invites guests to an exclusive two‑day Open House celebrating the grand reveal of its newly expanded shop and the arrival of its latest collections from France! The team looks forward to welcoming the local community and professional partners as they mark this exciting milestone.
May 30
10:00 am - 5:00 pm
The Paradise Antiques
1769 Zulla Rd, Middleburg, VA 20117
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