Cycling Routes

Mom and daughters riding bikes on the trail

These Bicycling Road Trip itineraries were written and provided by the Western Maryland Wheelmen. The downloadable itineraries include detailed directions, images, maps, and more. Beautiful scenery, invigorating rides, and fresh air—enjoy all that Western Maryland has to offer the bike enthusiast!

Allegheny Mountain Challenge: 73.9 or 62.1 miles
The Allegheny Mountain Challenge is a spectacular 73.9 or 62.1 mile bike trip itinerary, depending on how long you want to ride.
Brice Hollow Ride: 34.8 miles
This is a pleasant ride on some of the county’s back roads. Rest stops are available at Spring Gap, Flintstone, and Rocky Gap. There are some real mountain climbs, but the views are spectacular.
Brice Hollow Short Ride: 23.9 miles
The Brice Hollow Short Ride is a 23.9 mile long bicycle trip itinerary featuring a pleasant ride on some of the county’s back roads. There are some real mountain climbs, but the views are spectacular.
C&O Canal
The canal towpath provides a nearly level, continuous trail through spectacular natural scenery, perfect for hiking and biking.
Cross Maryland Dash: 24.1 Miles
The Cross Maryland Dash is a 24.1 mile bicycle trip itinerary. Not only does this ride take in 3 states, it is also filled with interesting sights.
Gordon Lake Short Ride: 14.5 miles
The Gordon Lake Short Ride is a 14.5 mile bicycle trip itinerary that has some great views of Gordon Lake and it's dam.
Great Allegheny Passage
The Great Allegheny Passage hiking and biking trail links to the C&O Canal Towpath in Cumberland, creating a continuous, off-road trail experience 320 miles from Washington, DC to near Pittsburgh.
Rocky Gap short ride: 10.8 miles 1200’ climb
Rocky Gap short ride is a 10.8 miles 1200’ climb bicycle trip itinerary that starts and ends at the Rocky Gap Lodge.