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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
February 2026

Live Music with Liberty Street

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, VA on a horse farm. We welcome you to enjoy our taproom, porch, stunning yard or private gathering spaces. The music will be indoors when cold and outdoors on the porch […]
Feb 20
5:30 pm - 8:30 pm
Lost Barrel Brewing
36138 John Mosby Hwy, Middleburg, VA 20117
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For the Love of Chocolate! A Buy-In Tasting & Education Party

Calling all chocolate lovers! Enjoy an indulgent evening exploring artisan single origin chocolates from around the world in a guided tasting led by chocolate expert Bob Emerick. Learn how to taste fine chocolate, recognize flavor families, and understand how origin and terroir shape each bar. The tasting will feature 70 percent bars from Uganda, Belize, […]
Feb 20
6:30 pm - 8:30 pm
The Hill School
130 South Madison Street, Middleburg, VA 20117
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All Spring Bulb Container Garden Workshop

Create a spring bulb container designed for layered, long-lasting blooms from late winter through early spring. In this hands-on workshop, learn the “lasagna” method of planting early, mid-, and late-season bulbs together for continuous color, fragrance, and texture. The workshop will cover container selection, soil preparation, proper bulb spacing and depth, and seasonal care to […]
Feb 21
1:00 pm - 3:00 pm
Etten's Eden
2340 Hulberts Lane. The Plains, VA
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Tri County Feed’s Equine Education Program: Feeding the Mare and Foal

Join TCF’s Jessie Wade for an informative seminar focused on the nutritional needs of broodmares and foals from pregnancy through weaning. Whether you’re preparing for a new foal or looking to refine your feeding program, this seminar offers valuable insights for setting mare and foal up for success. Click here for more info and to […]
Feb 21 - Mar 19
2:00 pm - 3:00 pm
TriCounty Feeds
7408 John Marshall Hwy, The Plains, VA
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Live Music with Shelly & the Mudcats

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, VA on a horse farm. We welcome you to enjoy our taproom, porch, stunning yard or private gathering spaces. The music will be indoors when cold and outdoors on the porch […]
Feb 21
4:00 pm - 7:00 pm
Lost Barrel Brewing
36138 John Mosby Hwy, Middleburg, VA 20117
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Young Voices!

It’s easy to think that our area’s most talented singers are mostly found in local choral groups, churches, bands and at performance venues. Meanwhile, right under our noses, there’s a wealth of singing talent flourishing in our area schools! For the fourth consecutive year, “At The Parish House” is bringing together local school choruses so […]
Feb 22
3:00 am - 4:30 pm
Emmanuel Parish House
105 E Washington St, Middleburg, VA 20117
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Sunday Sketch

Held the last Sunday of every month. Participation in the program is free and open to the public: no sign-up is required, and all necessary materials are provided. Visitors may also enjoy free admission to the Museum on these days, regardless of participation in the program. The NSLM reserves the right to cancel or reschedule […]
Feb 22
2:00 pm - 3:30 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
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