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A Spectacular Christmas Celebration In Horse Country, December 4

A Spectacular Christmas Celebration In Horse Country, December 4

Christmas in Middleburg, Hound review

Christmas in Middleburg, December 4, 2021

Middleburg Trots Out Their Finest for Holiday Festivities

MIDDLEBURG, Va., Oct. 19, 2021 — The historic Town of Middleburg, located in the heart of Virginia’s horse country, is well known for its bucolic countryside, unique shopping, fine dining, and luxurious accommodations. Each year on the first Saturday in December the Town hosts its annual holiday celebration, Christmas in Middleburg. The traditional Christmas festivities, with the backdrop of a classic hunt country village, have become a family tradition and an essential part of the spirit of Christmas for small children, world travelers, and visitors from far and wide.  

Christmas in Middleburg is a wonderful community event. Festivities begin at 8 a.m., Saturday, December 4 with Breakfast with Santa and a silent auction at the Middleburg Community Charter School. The event features a delicious buffet-style pancake breakfast, silent auction, and pictures with Santa & Mrs. Claus. Visit for additional information.

Starting at 11 a.m. the Middleburg Hunt Review takes to the streets creating a spectacular sight as approximately 150 horses, riders in hunting attire, and dozens of hounds come through the town. Throughout the day there are choir performances, hayrides, the Christmas in Middleburg Craft Fair at the Middleburg Community Center (300 West Washington Street), as well as shopping and dining in the town’s shops and restaurants. In addition to the town’s restaurants, food trucks will be located on N. Pickering St., behind the BB&T Bank during the event.

The Middleburg Christmas Parade begins at 2 p.m. as spectators line the sidewalks along Washington Street (Route 50) to watch as a unique assortment of floats, troops, and musical groups march by. In keeping with the animal friendliness of the town, the parade includes horses, ponies, llamas, alpacas, and a variety of dog breeds.  Not to be missed are the antique fire trucks and of course, Santa brings up the rear riding on a beautiful horse-drawn coach.

From 3 p.m. to 6 p.m. adults can relax and enjoy the Spirit of Middleburg. The progressive hospitality of food and wine tasting will allow adults to wind down and relax at Middleburg establishments of their choice while sampling foods, wines, and spirits from throughout the area at local restaurants. Visit for a full list of Spirit of Middleburg stops.

The Middleburg Business and Professional Association will host a Christmas Tree Lighting ceremony on Friday, December 3. Caroling begins at 5 p.m., behind the Pink Box Visitor Center at 12 North Madison St. Refreshments will also be served. Mayor Bridge Littleton will lead the countdown to the tree lighting. The town’s Christmas tree features over 1,000 lights. Call the Pink Box Visitor Center at 540-687-8888 for additional information.

Three parking pass options for Christmas in Middleburg will be available for $30 – $50 per vehicle. Shuttle service will be provided. Visit  to purchase parking passes. Please note: Advanced purchase of parking passes is required (no day-of sales). Parking will be limited in 2021 due to crowd restrictions.

For additional information call 540-266-3115 or email Visit to view an event schedule, list of activities, shop specials, and more. Follow Christmas in Middleburg on Facebook for event updates.

Visit for a complete schedule of events taking place in Middleburg this holiday season.

Getting there: Middleburg is located approximately 50 minutes from Washington, D.C., and is in close proximity to Dulles International Airport.  To get there from metropolitan Washington, take I-66 West to Route 50 West (Exit 57B) toward Winchester. Drive approximately 25 miles to Middleburg.

About the Town of Middleburg

Located approximately 50 minutes west of Washington, D.C. in Virginia horse country, the Town of Middleburg has approximately 670 residents. Established in 1787 by Revolutionary War Lieutenant Colonel and Virginia statesman, Levin Powell, the Town was previously called “Chinn’s Crossroads.” Powell chose the name Middleburg because of the town’s location midway between Alexandria and Winchester on the Ashby Gap trading route (now Route 50). Middleburg remains a charming town frequented by visitors who flock to its luxury resort and historic inns, walkable tree-lined streets, signature shops, wineries, cidery/distillery, and chef-driven restaurants. Middleburg was recognized in 2008 for its historic preservation efforts by being designated a Preserve America Community. For more information, visit   


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