Virginia Bed & Breakfasts

Middleburg, Virginia Bed and Breakfasts
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Browse among the delightful array of quaint shops and inns. There are approximately 600 people currently residing in the town. Established in 1787 by Revolutionary War Lieutenant Colonel and Virginia statesman, Levin Powell, he purchased the land for Middleburg at $2.50 an acre from Joseph Chinn, first cousin to George Washington. 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).


Since the 1730s, Middleburg had been a staging point for weary travelers along the Ashby Gap Road. The legacy of the colonial era continues today at Middleburg's charming inns that provide first rate accommodations to visitors from around the world. There are several inns located within the corporate limits, including the historic Red Fox Inn and Tavern. It is billed as the "oldest original inn in America". The Red Fox Tavern was a meeting spot for Confederate Colonel John Mosby and his Rangers. A century later, President Kennedy's press secretary, Pierre Salinger, held press conferences at the Red Fox in the Jeb Stuart Room.


Across the street is another gracious reminder of the past - the Windsor House Inn, circa 1824. During the Civil War, it was known as the Colonial Inn; and, was run by Catherine Broun. Although Catherine sympathized with the South, she generously served meals to Union troops at the inn as well when they occupied Middleburg in 1862.

See Inns in and near Middleburg: Downtown | 1 Mile | 5 Miles | 15 Miles | 25 Miles | 50 Miles


Middleburg Country Inn
Distance from city center: less than 1 mile
Phone: 540-687-6082
Toll Free: 800-262-6082
The Middleburg Country Inn is located at the foothills of Virginia's horse and wine country.Our bedrooms feature exquisite regional decor and include all the conveniences of modern living.A full country breakfast, cooked to order, is served daily.We promise a vacation you will never forget.

Middleburg, Virginia
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Goodstone Inn
Distance from city center: 3 mile(s)
Phone: 540-687-3333
Toll Free: 877-219-4663
Goodstone Inn & Restaurant in Middleburg, Virginia is a luxurious, romantic country inn and gourmet restaurant set on 265 acres of rolling pastures and woodlands in the heart of Northern Virginia horse country and wine country. Breathtaking vistas of the Blue Ridge Mountains and surrounding country

Middleburg, Virginia
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Briar Patch B&B Inn
Distance from city center: 10 mile(s)
Phone: 703-327-5911
Toll Free: 866-327-5911
Historic farm (1805) on 47 rolling acres with great mountain views in the heart of VA horse and wine country. Large pool and hot tub. Antique decorated bedrooms in main house and a cozy one-bedroom cottage. We host weddings, meetings, and parties.

Middleburg, Virginia
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Other Area Inns



The Ashby Inn & Restaurant
Distance from city center: 15 mile(s)
Phone: 540-592-3900
Toll Free: 866-336-0099
The 1829 Ashby Inn & Restaurant is nestled in the quiet village of Paris, Virginia. Just one hour west of Washington, DC, the Inn is located within minutes from over one dozen wineries, the Appalachian Trail, and the quaint towns of Upperville and Middleburg.

Paris (Middleburg), Virginia
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