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The Town of Hillsboro

Turn your visit into a weekend getaway!

The historic town of Hillsboro, Virginia is located in the heart of the Loudoun Heights Wine Trail and is the perfect place for a weekend getaway! In addition to being home to 9 superb vineyards to visit, we have dozens of top-rated restaurants located in the neighboring towns of Leesburg & Purcellville. Looking for quality time with the great outdoors? Hillsboro has quick access to both the Appalachian Trail & W&O Bike Trail. 

Make it a getaway and stay at one of our favorite places...
A better way to visit! Mention Hillsborough & we'll save you a table!!
Tour Groups
Wine Country

The Loudoun Heights Cluster

Anchored in Hillsboro, this cluster of seven wineries surrounds one of the smallest and most historic Virginia towns. Hillsboro is appropriately named for its hills and the wineries in this cluster have some of the most stunning scenery in the county.

The History

Explore Historic Towns

Learn about Loudoun County's rich history and Civil War roots through visiting historic places such as Harper's Ferry, Balls Bluff Battlefield, Morven Park Mansion, Oatlands House, Aldie Mill & more. Tours & events offered year-round.

Where to Stay

Cozy Inns & Bed & Breakfasts

After a day touring and exploring around Loudoun, a good night's sleep is essential to give you the rest and relaxation you will need for your next day, and the next day. Check out some of the hotels, inns, & Bed & Breakfasts Loudoun has to offer.

Hikes & Trails

Escape to the Foothills

Western Loudoun, at the foothills of the Blue Ridge Mountains, offers plenty of hiking trails, scenic overlooks & chances for you to reconnect with Nature. Plus, the famous Appalachian Trail runs right through the county.

Barrel Stack
Beer & Cider

Embark on the LoCo Ale Trail

There are many ways to explore the LoCo Ale Trail. Whether you want to tour the farm breweries or bike and drink your way along the W&O Brews on Bikes Trail, there are plenty of way to enjoy great craft beer!

Painting of Field

Top-rated Restaurants & Pubs

Check out Visit Loudoun's "Destination Restaurants," nominated by the Loudoun industry tourism panel as having the highest quality, a local farm-to-table focus, local favoritism, and excellent wine & craft beer selections. 

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