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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

“Nature’s Palette” Exhibition

This exhibition will showcase the enchantment of the natural world that brings us peace and grounds us for our day. This month, artists Craig Arnold, Charlie Evans, Jeffrey Kibler, Liz Miiller, and Carolyn Marshall Wright will exhibit their paintings made with the delight of summer. The artists’ reception will be on Saturday June 13th from […]
Jun 03 - 28
All Day
The Byrne Gallery
7 W Washington St, Middleburg, VA 20117
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Chamber Music & Orchestra Camp

Chamber Music & Orchestra Camp June 22–26, 2026 from 1:00–5:00 PM Trinity Episcopal Church 9108 John S. Mosby Hwy, Upperville, VA Tuition: $425 (assistance available) Register by June 10th Join CMSP for a week of collaborative music-making at the annual Chamber Music & Orchestra Camp! Designed for intermediate to advanced string players of all ages, […]
Jun 22 - 26
1:00 pm - 5:00 pm
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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 23
All Day
Foxcroft School
22407 Foxhound Lane Middleburg VA
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Garden and Gallery Tours at Oak Spring Garden Foundation

The Oak Spring Garden Foundation, created from the legacy of Rachel Lambert Mellon, invites guests for a self‑paced walking tour of the gardens and surrounding landscape in Upperville, Virginia. Visitors may explore the formal walled garden, the Mary Potter crabapple arbor, and a new outdoor poster exhibit, “George Washington and a Nation of Farmers.” Inside […]
Jun 26 - 27
9:00 am - 4:00 pm
Oak Spring Garden Foundation
1776 Loughborough Lane, Upperville, VA 20184
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Open Late 2026: Silver Tones Swing Band

Get ready to swing! The Silver Tones Swing Band is taking over the lawn at the National Sporting Library & Museum for a free evening of toe-tapping jazz under the stars. Pack your picnic basket, grab your blankets and lawn chairs, and settle in for an unforgettable night of music from 6 to 8 pm—completely […]
Jun 26
6:00 pm - 8:00 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
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