Mountain Maryland is home to America's first road trip, with mile marker "0" of the National Road, America's first federally funded interstate highway, right here in Cumberland. This year, we're celebrating National Road Trip Day with the Ultimate Mountain Maryland Road Trip. From incredible outdoor recreation to amazing history and dining - no matter your interest, we've got a trail for that!
Start your morning on the Downtown Cumberland Mall with a devil dog from M&M Bake Shop and a cup of java from Café Mark. These two stops along the Donut and Go – A Donut and Coffee Trail will provide you with the perfect morning combo of a sugar rush and sustained buzz as you venture out to explore the mountainside.
Stop in before a river or trail expedition to Wheelzup Adventures, an outfitter ready to suit you up to explore Mountain Maryland’s 70,000 acres of public land and 200 miles of developed trail systems. Whether it be cycling the Great Allegheny Passage Trail or C&O Canal Towpath or paddling the Potomac River Water Trail, Wheelzup has the services and knowledge to tailor your experience to you.
Head downtown and explore the vibrant Centre Street, filled with restaurant options, shops, and art displays. Enjoy a Bourbon flight at Centre Street Collective before heading to one of the many downtown venues or theaters to catch a show or live music.
Pick up a Walking Tour Map of Historic Places for Frostburg or Cumberland and spend the morning looking up… at the architecture that is! So many incredible stories steeped in three centuries of American history are all around you in our downtowns.
Ride the Western Maryland Scenic Railroad, featuring the newly-restored 1309 steam engine – the largest operating steam engine of its kind in the world. This three-hour, round-trip excursion departs from Cumberland and winds through The Narrows to the Mountain City of Frostburg. Be sure to explore the Main Street district and grab lunch. Mountain City Coffeehouse & Creamery will make pre-packaged lunches when you call ahead, so you can spend more time downtown, pick up your meal to-go, then eat and enjoy the second half of your train ride.
Explore the Mountain Maryland Tap and Pour Tour, which features eight Mountain Maryland breweries, wineries, and distilleries. Many feature live music and partner with area restaurants and food trucks. The Hotel Gunter in Frostburg is home to the Toasted Goat Winery and Route 40 Brewery and Distillery - the only location in Maryland to host a winery, brewery, and distillery under one roof.
Start your day with a leisurely pedal with Tracks and Yaks - Maryland’s only rail biking excursion. Experience spectacular mountain views and iconic points of interest such as Helmstetter’s Curve and the Brush Tunnel as you make your way into Cumberland to continue your day’s adventure.
Swing by Queen City Creamery, a popular stop on our 9-stop Ice Cream Trail, for the flavor of the day and a pre-ordered packaged lunch to-go. Then hit the open road and explore the self-guided Scenic Overlook Driving Tour in Green Ridge State Forest.
End the evening with a cocktail and meal watching the sunset over Lake Habeeb at Lakeside Grille. If you are feeling extra lucky, head to the gaming floor at Rocky Gap Casino Resort for slot machine and table game play.