There are a limited number of days in the DC area where the weather feels just right. In October, the humidity of the summer has faded away and the chill of winter has yet to set in which makes this season prime time for a day trip. If you are looking for the perfect place for a charming autumn day trip, head out to this charming town in Virginia for fall fun.
Middleburg was established in 1787 by American Revolutionary War Lieutenant Colonel John Leven Powell. He had bought the land from George Washington’s cousin Joseph Chinn and originally called the area “Chinn’s Crossroads” because it was the halfway point between Alexandria and Winchester.
Middleburg is known as the “Nation’s Horse and Hunt Capital,” as its a popular destination for fox hunting and steeplechasing.
Middleburg is set among the beautiful countryside with the Blue Ridge and Bull Run mountains in the distance. It’s a beautiful place to see fall foliage and enjoy breathtaking views.
The charming town offers plenty of historical and cultural attractions to enjoy on your trip. You can visit the Aldie Mill, which was completed in 1809 and is one of the only two working water-powered mills in Virginia that is open to the public.
If you are in the mood to sip and sit, be sure to visit one of Middleburg’s many wineries. Popular winers in the area include Three Fox Vineyards, Greenhill Winery & Vineyards and Box Winery, among many others!
Or if you prefer something other than wine, head to the Mt. Defiance Cidery and Distillery, where you can find house made rum or apple brandy, among other beverages.
Golfers will not want to miss the chance to play at Creighton Farms which has been named “Best New Private Golf Course” by Golf Digest when it opened in 2007.
If you are an adventure addict, you will not want to miss the zip-lining fun at Empower Middleburg. They offer moonlight tours select weekends every fall for a unique ride through the treetops.
Of, course after you are done sightseeing, golfing or wine tasting, take some time to explore the downtown area, which is home to many locally owned boutiques, restaurants and cafes.
For a delicious meal or if you are looking to stay over night, stop in at the Red Fox Inn & Tavern, which was established in 1728 and is a beautiful, historic neighborhood gem that specializes in delicious meals in a charming setting.
No matter what you choose to do during your autumn day trip to Middleburg, you will be absolutely charmed by this beautiful town!
One of the best ways to get to Middleburg is to take Route 50 West, which we featured as one of the 6 country roads near Washington DC for a gorgeous scenic drive!
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