Attractive boutiques and restaurants line U.S. 50, the main street of this charming country town. Now a hub of Loudoun County's wine and horse culture, this region is rich with history. The area around here was surveyed by George Washington in 1763, when it was known as Chinn's Crossroads. It was considered strategic because of its location midway on the Winchester–Alexandria route (roughly what is now U.S. 50). Today, many of Middleburg's homes include horse farms, and the town is known for its steeplechases and fox hunts in spring and fall. It's a good base for exploring the area's booming wine scene, though roads out to the vineyards are often unpaved and narrow.
Log in with user name:
Not a member? Register Now
or
Log in with social media:
Log in with Facebook
Log in with Twitter
Love to travel?
Get FREE email communications from Fodor's Travel, covering must-see travel destinations, expert trip planning advice, and travel inspiration to fuel your passion.
How we use your email
Fodor's may use your email address to send you relevant information on site updates, account changes, and offers. For more information about your privacy and protection, please review our full Privacy Policy.