844-424-5342 Mon - Fri, 9AM - 5PM (EST)

Loudoun County's Historic Roads

Bike Tour Blueprint


All levels


14-60+ miles


Gravel, Paved


Winery/Brewery Tours


Mid-Atlantic - Virginia


2-3 Days


Hotel, B&B




Loudoun County, Virginia, is home to approximately 300 miles of gravel roads. Our blueprint provides routes which showcase the 19th century historic character of the county, along with suggestions of where to stay and eat that will make your trip truly enjoyable. Spend a few days biking on picturesque gravel roads; past stone walls, historic farms, and gorgeous landscapes; and ending the day at one of the great local restaurants, breweries or wineries in the area. We offer eight distinct biking routes - from easy 14-mile rail-trail rides to 60+ mile gravel epics. A two night stay will range from $300-500 for a double occupancy room.


Our guests who purchase the Loudoun County Bike Tour Blueprint receive the following:

  • In-Depth Trail Knowledge
  • Detailed Trip Itineraries
  • Build-it Guide to Reserving your Trip
  • Digital Route Maps with POIs 


Loudoun County’s gravel roads have come to the consciousness of cyclists over the past 10 years for good reason. They are some of the best maintained gravel roads on the east coast and have been described as “pristine gravel.” There are rolling hills with moderate climbs and fun, short descents, but no end to the gorgeous views and history around every corner. 

Image courtesy Visit Loudoun

In addition to scenic bike routes, Loudoun County offers comfortable accommodations to relax after the day’s ride and plenty of restaurants in Leesburg, Purcellville, and Middleburg to satisfy any foodie. Finally, what goes better with a day of biking than a glass of local beer or wine? There are dozens of fantastic breweries, wineries, and distilleries just minutes away from your lodging.

Image courtesy Visit Loudoun

Difficulty: Loudoun County’s Historic Roads offers a range of biking from easy rail-trail rides on the W&OD to a challenging 80 mile loop with a mix of gravel, pavement, and moderate climbing. All routes are on roads shared by motor vehicles (except rail-trail route), so riders should be comfortable riding with traffic.


MAP - Sample route


Frank and Sue F.
Read More
The Schoolhouse and Lindenhof B&B were spectacular. The beds in all the hotels were really, really comfy. We loved the small towns along the trail and the downhill direction of the trail. We met lovely people everywhere….midwest hospitality and friendliness. There were plenty of little towns along the way. And there were many really, really friendly bikers who were very helpful and fun. Was the trip paced to your satisfaction? Yes, very much so.
Tom and Sharon B.
Read More
The Country Inn staff did everything they could to help us…The Hotel Bothwell and Hotel Frederick were both very accommodating and friendly….Capt Wohlt Inn, in Hermann, had Brant going out of his way to help us. He even cleaned our bikes for us. …It was fine for us older folks ( we’re 71 & 72) with no shuttle taking our luggage. Each day was very doable. Of course we had almost perfect weather. We had no issues with food our water etc. thanks to your materials. And, of course, you can’t do anything about the Missouri wind and dust.

Leave a Reply

Your email address will not be published. Required fields are marked *