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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
January 2026

Annual Members Exhibit

Join the Artists in Middleburg in celebrating local creativity and art as we host the Annual Members Exhibit. This exhibit is juried and features 53 local artists exhibiting their best work of any subject. See paintings, photography, metal, bronze, ceramic and more. Proceeds from these exhibits help to support local art education.
Jan 08 - Feb 08
All Day
The Artists in Middleburg
102 W Washington St, Middleburg, VA 20117
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Member’s Exhibit Opening Reception

The community is invited to the opening reception or the annual Member’s Exhibit at the Artists in Middleburg. Enjoy refreshments and engaging conversations with fellow artists and art enthusiasts. This exhibit features 52 local artists working with various mediums from paint to mixed media, ceramic, wood, metal and more. Each of AiM’s themed, monthly exhibits […]
Jan 10
1:00 pm - 3:00 pm
The Artists in Middleburg
102 W Washington St, Middleburg, VA 20117
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Live Music with Steve Boyd & Friends

Join Lost Barrel Brewing for live music, drinks, food and fun! About this event: Lost Barrel Brewing is an all-ages brewery located in Middleburg on a horse farm. LBB welcomes you to enjoy our taproom, porch, stunning yard or private gathering spaces. The music will be indoors when cold and outdoors on the porch weather […]
Jan 10
4:00 pm - 7:00 pm
Lost Barrel Brewing
36138 John Mosby Hwy, Middleburg, VA 20117
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Fundraiser Bingo for ECHO

Join Lost Barrel Brewing once a month for Fundraiser Bingo, where fun meets community impact. Whether you are coming out to support the featured nonprofit or simply want to play a few rounds of bingo, everyone is welcome. Free to attend! Lost Barrel Brewing donates 10 percent of all food sales during the event to […]
Jan 11
4:30 pm - 6:30 pm
Lost Barrel Brewing
36138 John Mosby Hwy, Middleburg, VA 20117
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An Evening with Josh Pons, Author of Letters from Country Life: Adolphe Pons, Man O’ War, and the Founding of Maryland

Join the National Sporting Library & Museum for an evening with Josh Pons, author of Letters from Country Life: Adolphe Pons, Man O’ War, and the Founding of Maryland. A third generation horseman and owner of Country Life Farm, Pons shares a century inside the Thoroughbred world, told from Maryland’s oldest Thoroughbred farm. He is […]
Jan 15
5:00 pm - 7:00 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
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Equine Education Program: The Ins and Outs of the Equine Digestive System

Horse owners often hear the basic rules of feeding forage first and offering small, frequent meals. But understanding how the horse’s digestive system actually works explains why these guidelines matter. Join Jessie Wade for an in depth look at the equine digestive system and learn why feeding practices that align with a horse’s natural design […]
Jan 17
2:00 pm - 3:00 pm
TriCounty Feeds
7408 John Marshall Hwy, The Plains, VA
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