Virginia, a state renowned for its rolling hills, four distinct seasons, and a deep-seated love for music, history, and hearty comfort food, is home to a multitude of charming small towns that offer a unique blend of history, culture, and outdoor recreation. From the quaint getaways nestled in the heart of horse country to the remote escapes on the Eastern Shore, here are some of the best small towns in Virginia that you should add to your travel list.
Middleburg is a powerhouse destination in Virginia, known as the “horse and hunt capital of the nation.” The town is filled with history, culture, and architecture that you simply can’t walk or drive past without snapping a picture. The main thoroughfare, Washington Street, is lined with stone buildings, brick sidewalks, and businesses that look as if they could star in a Hallmark movie. The stately Red Fox Inn & Tavern, which has roots dating back to 1728, sits prominently in the middle of town, and both Salamander Middleburg and Goodstone Inn & Restaurant are just a short drive away.
Lexington: A Historic Small Town with Energy and Charm
Lexington might technically be categorized as a city, but once you enter the historic downtown area listed on the National Register of Historic Places, it’s difficult to describe this part of Virginia as anything other than a picturesque small town. Home to Washington and Lee University and Virginia Military Institute (VMI), plus a roster of local businesses you can navigate to via antique brick sidewalks, Lexington is full of energy, charm, and unique experiences. Lime Kiln Theater combines all three of those characteristics, offering an annual summer lineup of live performances from its legendary outdoor venue (an old limestone quarry and kiln).
Meadows of Dan: A Luxe Outdoor Experience
Meadows of Dan is more than just a stop on the Blue Ridge Parkway; it’s a small town that deserves a hefty dose of recognition. This is where you’ll find Primland, a repeat winner in Travel + Leisure's World’s Best Awards and a favorite resort among golfers, hikers, and travelers searching for a luxe outdoor experience. Meadows of Dan also lays claim to one of the most photographed spots on the parkway (the historic Mabry Mill), an old-fashioned candy factory, and several endearing places to grab something to eat—including Primitive Coffee Market, Jane’s Country Cafe, and Poor Farmers Market.
