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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
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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Vacation Bible School

Emmanuel Church Middleburg’s 2026 Vacation Bible School, “Kids Connect,” invites children to engage their minds and hearts as they grow in faith alongside their community, family, and friends of all ages. As they learn and create together, children experience a true sense of belonging, build relationships with caring mentors, form new friendships, and follow Jesus’ […]
Jul 13 - 17
9:00 am - 12:30 pm
Emmanuel Parish House
105 E Washington St, Middleburg, VA 20117
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Summer Voice Workshop

Summer Voice Workshop July 13–17, 2026 10:00 AM–1:00 PM Trinity Episcopal Church 9108 John S. Mosby Hwy, Upperville, VA Tuition: $350 (assistance available) Register by June 29th Always wanted to sing — or ready to take your voice to the next level? CMSP’s Summer Voice Workshop welcomes all experience levels, from first-timers to seasoned singers. […]
Jul 13 - 17
10:00 am - 1:00 pm
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Summer Floral Arranging Workshop at Oak Spring Garden Foundation

Join the Oak Spring Garden Foundation’s Garden team for a delightful summer flower arranging workshop. In this hands-on session, participants will explore the fundamentals of floral design, including the elegant, time-honored Mellon style. You will have the opportunity to view examples of arrangements inspired by Bunny Mellon’s own home and work directly with seasonal blooms […]
Jul 18
9:00 am - 11:00 am
Oak Spring Garden Foundation
1776 Loughborough Lane, Upperville, VA 20184
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Free & Low-Cost Vaccine Clinic

Thanks to a grant from Petco Love, DAPP vaccines for dogs and FVRCP vaccines for cats will be offered free of charge. Rabies vaccines and microchips will also be available for a nominal fee. The event will take place rain or shine at Middleburg Humane Foundation. Registration is requested but not required. Click here to […]
Jul 18
9:00 am - 12:00 pm
Middleburg Humane Foundation
5000 Cunningham Farm Drive, Marshall, VA 20115
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A Celebration for Leven Powell, Founder of Middleburg

Join the Middleburg Museum for a special celebration honoring Leven Powell. Guests can explore our fascinating exhibit on Powell and discover the life and legacy of the man whose vision helped shape our town. Due to air quality conditions, this event has been moved indoors to the Middleburg Community Center!
Jul 19
4:00 pm - 6:00 pm
Middleburg Community Center
300 W Washington St, Middleburg, VA 20117
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Fundraiser BINGO for Piedmont Fox Hounds Conservation Fund

Join Lost Barrel for once a month for Fundraiser Bingo, where fun meets community impact. Whether you are coming to support the featured nonprofit or simply to play a few rounds, all are welcome. The event is free to attend, and Lost Barrel Brewing will donate 10 percent of all food sales during the event […]
Jul 19
4:30 pm - 6:30 pm
Lost Barrel Brewing
36138 John Mosby Hwy, Middleburg, VA 20117
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