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The best bike trip I’ve been on. You need water, regular clothes change (warm/cold weather), some money for nice restaurants on the way, and company

One of my favorites! Mostly flat and easy with some slightly uphill sections. Family friendly with wi-fi connectivity, food resupply and lodging/camping available (not too many options as the C&O is offering.... just plan ahead)

The Mason-Dixon Line Monument marks the historic boundary between the states of Maryland and Pennsylvania. Today, it is a scenic rest stop for hikers, featuring a granite obelisk, engraved blocks spelling "Mason & Dixon," and a replica of the surveyors' 66-foot chain. It is a great photo opportunity and Easily a must-see for history buffs.

Northwest of Cumberland sits Mount Savage Historic District, a former industrial hub that is home to nearly 200 buildings and sites from the 19th and early 20th centuries. This area was once a booming hub for iron, coal, brick, and rail industries. Highlights include “Old Row,” a line of vertical-board duplexes built around 1840, which is listed in the National Register of Historic Places.

Confluence is one of the many small towns along the Great Allegheny Passage. It is a popular stop for travelers along the trail as there are many restaurants, shops and accommodation options.

The Trail Inn Lodging & Campground is a great place to stop as you are traveling along the GAP. There is food, camping, a hostel and private rooms.

The Pinkerton Tunnel is a 849-foot tunnel that takes hikers and bikers through the hilly Pinkerton Horn. The tunnel is not lit, so make sure that you bring lights with you. There are great views of the river and surrounding forest on either end of the tunnel, so make sure that you take some time to stop and enjoy the peaceful setting.