Town of Round Hill
A genteel town of tree-shaded streets lined with beautiful residential homes as well as former lodges and boarding houses dating back to the 1880s-1920s, Round Hill was once a popular summer vacation spot on the W&OD line. The train has long gone but an active, outdoorsy atmosphere endures. Hikers are drawn to the Appalachian Trail that runs along the spine of the Blue Ridge just west of town, and locals and visitors enjoy the artisanal products and fresh produce of the surrounding farming community.
The Best Ways to Experience Round Hill
Shop a Local Outfitter
Stop by Round Hill Farm to Trail Co. for great coffee, ice cream, sandwiches and local provisions. They are also your trailhead for gear and essentials. Whether you’re hiking the Appalachian Trail, biking Loudoun’s back roads, or just heading out for a day in the hills, they’ve got you covered.
Hike the Famous “Rollercoaster”
A short, swooping stretch of the Appalachian Trail runs through the Blue Ridge just west of Round Hill. Hike it to the Blackburn Trail Center, a rustic 1910-built lodge and refreshment station owned by the Potomac Appalachian Trail Club that is available for rent outside of peak hiking season. For more hiking experiences in Loudoun, visit the Hiking & Trails page.
Dine at a Beloved Diner
Tammy’s Diner near the gas station downtown is a community legend, a throwback to old school diners where owner Tammy Hines, who started here as a waitress, serves classic omelets, blueberry pancakes and steak and cheese from 6:30am to 2:00pm six days a week.
Savor Sips at an Idyllic Wineries
Tucked into 200 acres of rolling countryside with Blue Ridge Mountain views, Williams Gap Vineyard blends a relaxed vibe with refined winemaking. Savor delicious varietals in a warm, welcoming setting where every detail reflects craftsmanship, care and a love of the land. Nearby, Good Spirit Farm features a top-rated winery, garden, guest house, and gathering space. They also host a variety of events, from live music to trivia nights.
Get a Taste of Bavaria in the Blue Ridge
Channel your inner German at More Better Restaurant & Beer Hall, a spacious tap room, eatery and beer garden adjacent to Hill High Marketplace. They serve cocktails, cold craft ales and superb Bavarian-inspired dishes. Breaded pork Jagerschnitzel anyone?
Kayaking & Fishing
Sleeter Lake Park offers 11 acres of calm, tree-lined water for kayaking, canoeing and catch-and-release fishing for largemouth bass, catfish and bluegill. Open from early spring through late fall, it draws anglers and paddlers looking for a quiet morning on the water in the heart of Round Hill.
FAQs About Round Hill
How far is Round Hill from Dulles International Airport and Washington, DC?
What’s the best time of year to visit?
Autumn is a great time to enjoy fall foliage and crisp temps—ideal for outdoor experiences. In spring, vineyard blooms and warming temps make Round Hill an ideal getaway. Summer is prime time for live music at wineries.
What other nearby towns are worth visiting?
In the neighboring town of Purcellville, you’ll find great dining options, a popular distillery and access to the W&OD Trail, a 45-mile paved multiuse pathway. There are many Loudoun towns worth exploring, from the antiques hub of Lucketts to the bustling county seat of Leesburg to the innovative towns in the county’s eastern half. Discover the unique experiences within all of Loudoun’s top towns.
Fun Facts
Round Hill’s name comes from surveyors in 1757 to mark the best way from Leesburg to a brewery.
Stoneleigh was once a farm owned by William E. Dodd, U.S. Ambassador to Germany.
One of Loudoun’s favorite Christmas tree farms is Snickers Gap Tree Farm, just west of Round Hill.
