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Open House: Mar 17, 2018 12:00 PM - 5:00 PM

The updcale town of Middleburg is in the heart of horse country and has English style small town charm but is located just an hou’rs drive west from the Nation’s Capital, is best known a s the capital of Virginia’s famous Hunt Country. The town was also named because midway on the Winchester-to-Alexandria trading route known as the Ashby Gap Road, which is now Route 50. Serving as a host community for more than 250 years, it is no surprise that Middleburg has developed such a high concentration of fine inns, shops and

Upon discovering the village of Middleburg and the stunning surrounding landscape, visitors frequently draw comparisons to the beautiful English countryside. Home to the National Sporting Library and with more than 160 historic buildings listed on the National Register of Historic Places and the Virginia Landmarks Register, Middleburg is synonymous with history and charm. Here, the very best of our nation’s past meets the style, substance and creativity of the 21st century. The result is a remarkable escape from the ordinary.

Low stone walls gracefully wind through pristine fields that stretch to the horizon. Picturesque farms provide tranquil settings for some of the finest horses in the country. Cattle graze in rolling pastures against a backdrop of the nearby Blue Ridge and Bull Run mountains. Vineyards abound, enjoying the perfect climate for grapes that yield impressive wines. From every direction one looks, it is evident that only a rich and complex history could produce such beauty. Middleburg is now and has long been one of the country’s rarest jewels.

For shopping enthusiasts, Middleburg offers a treasure trove of variety, quality and distinction. Elegant boutiques in historic buildings present the best collections from the United States and abroad. Here one finds goods from the United States and abroad, all carefully hand-selected by proprietors who run their shops in the time-honored tradition of extreme pride in their wares.

The shops are replete with character and are brimming with world-class art, clothing, jewelry, home furnishings, antiques and books. Middleburg consistently upholds its heritage and the shops accordingly contain a multitude of items that reflect the refinement of upscale country living and the finest objects from bygone eras. Additionally, the village successfully incorporates a modern point of view. Both the young and the young at heart are treated to fashion-forward trends in all aspects of personal attire and appointments for the home.


Middleburg also offers a wide array of practical items and services for all occasions. Those with a love of botanicals will find extraordinary floral galleries. Animal lovers are thrilled by the countless products for and about horses, cows, dogs and cats. Talented tailors create bespoke clothing and first-in-class saddlers outfit the equestrian community. Shoppers delight in affordable but one-of-a-kind gifts.

Visitors with a passion for food and drink can peruse organic and gourmet markets as well as enjoy tours of local wineries. Additionally, Middleburg’s numerous restaurants have something for every appetite and budget. Visitors can settle in for a leisurely meal in an historic, romantic setting or take a quick break for casual fare indoors or al fresco.


During the holidays, Middleburg is beautifully decorated with storefronts and street lamps festooned with greenery and lights. The annual Christmas in Middleburg celebration begins with the Middleburg Hunt’s hounds leading horses and riders in full attire through the center of the town. Later in the day, the parade, complete with bands and floats, draws hundreds of people who gather to participate in this splendid and most unusual event.

As an equestrian mecca, Middleburg provides the setting for many horse-related events. Glenwood Park, a spectacular center that dates back to 1911, hosts year-round equestrian activities. Just down the road, The Upperville Colt & Horse Show, the oldest horse show in America, is held in early June and brings riders from across the nation. The annual Memorial Day Weekend Stable Tour provides a rare opportunity for visitors to tour the exquisite stables that grace Middleburg’s finest estates.


Foxhunting in Virginia began in the Middleburg area around 1748, when Thomas (the sixth Lord Fairfax) set up the first pack of foxhountds in  the English manner of the present day hunts. Today Middleburg is home to festivals and parades in addition to horse races, fox hunts and polo games. 

Notable people to have resided in Middleburg include actress Elizabeth Taylor, designer Wendy Pepper and actor Robert Duval. 

There are many wineries and Vinyards in Middleburg to include Cana vinyards and Winery Chrysalis Vineyards and Greenhill Winery & Vineyards