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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

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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March 2026

Blue Ridge Care’s FREE Webcast Watch Event

Blue Ridge Care is hosting a FREE watch event for the 2026 NACG National Webcast: Trauma-Responsive Grief Support for Youth & Families Impacted by Homicide. This powerful educational session features presenters from the Uplift Center for Grieving Children in Philadelphia and explores how historic and systemic oppression shape homicide-related grief experiences for youth and families. […]
Mar 03
1:00 pm - 4:30 pm
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Adventures Through Grief

Discover a unique approach to coping with grief through Blue Ridge Care’s FREE tabletop role playing game-based Adventures Through Grief program. Grief counselors act as game masters, guiding participants on a meaningful quest to navigate life after the death of someone significant to them. No prior role-playing game experience necessary. An application is required. Loudoun […]
Mar 03
5:45 pm - 7:45 pm
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Silhouettes by Erik

Erik is BACK! If you know, you know! Not only is this a truly beautiful piece of custom art and heirloom but to watch Erik work is nothing short of amazing! Erik will simply sit your child down and immediately start cutting your silhouette free had. You will watch him move his scissors deliberately and […]
Mar 04
2:00 pm - 5:00 pm
The PLAYroom
108 West Washington Street, Middleburg, VA 20117
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Tulip Mania at Oak Spring Garden Foundation Library

Join horticulturist and flower bulb grower Jason Delaney and the Oak Spring Garden Foundation Library staff for a richly illustrated and immersive lecture on the storied history of a timeless garden favorite, the tulip. Drawing from five centuries’ worth of lavish content in the OSGF Library’s rare and antiquarian holdings, Jason will enlighten participants on […]
Mar 05
3:30 am - 5:30 pm
Oak Spring Garden Foundation
1776 Loughborough Lane, Upperville, VA 20184
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Art of the Piedmont Auction VIP Preview Night

VIP Preview Night, 15th Annual Art of the Piedmont Auction at the Middleburg Community Center! Enjoy hors d’oeuvres and beverages while connecting with artists, previewing the artwork, and more! Additionally, for the milestone 15th year, there will be a “Buy it Now” feature. VIP guests will have the first opportunity to take home the art […]
Mar 05
5:00 pm - 7:00 pm
Middleburg Community Center
300 W Washington St, Middleburg, VA 20117
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Evening with Author Eliza McGraw on “Astride”

Join the National Sporting Library & Museum for an evening reception, discussion, and book signing with Eliza McGraw, author of Astride: Horses, Women, and a Partnership That Shaped America and former NSLM John H. Daniels Fellow. In Astride, McGraw brings to life the remarkable women who rode, trained, bred, raced, and worked with horses in […]
Mar 05
6:00 pm - 7:00 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
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Art of the Piedmont Auction

Come enjoy a relaxing and fun-filled evening in the Piedmont countryside and show your support to the 15th Annual Art of the Piedmont Auction. For General Admission, your experience begins at 6:00 pm with exclusive Hors D’oeuvres and an open bar available throughout the event. See you there! Click here for tickets!  
Mar 06
6:00 pm - 8:00 pm
Middleburg Community Center
300 W Washington St, Middleburg, VA 20117
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Invasive Plant Species – Management and Control

Join Oak Spring Garden Foundation’s Arboriculture, Conservation, and Landscapes (ACL) team for an in-depth, hands-on workshop focused on the theory and practice of managing invasive plant species. This workshop introduces core concepts, tools, and treatment strategies while providing practical field experience in identifying and applying effective management techniques. Participants will begin with an overview of […]
Mar 07
9:00 am - 12:00 pm
Oak Spring Garden Foundation
1776 Loughborough Lane, Upperville, VA 20184
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