From an abundance of incredible outdoor recreational activities to amazing historic sites, dining, and entertainment venues - no matter your interest, passion, sport, or idea of fun, you’ll find a trail for just about any type of adventure here in Allegany County, MD. We've got a trail for that.
DAY ONE
Morning
There’s no better way to start your day than breakfast and coffee at Corner Tavern Cafe in Cumberland, part of the Donut & Go – Donut and Coffee Trail. Take a stroll down Centre Street and cross over to Baltimore Street for downtown shopping at local boutiques, antique, and adventure sport stores.
Afternoon
Grab pre-packaged lunch from Queen City Cravings and stop for a picnic lunch along the C&O Canal Towpath, a 12-foot wide, nearly-level path that was built for mules to pull the canal boats from Cumberland, MD, to Georgetown. Then, head to Green Ridge State Forest for a scenic overlook tour. Unlike heavily populated scenic driving routes, Green Ridge State Forest’s Scenic Driving Tour takes you on a 45-mile journey to some of Allegany County's most spectacular overlooks.
Evening
After a day of adventure, head to Locust Post Brewery, located on a 26-acre farmstead, for brews and a pizza dinner. The brewery is also home to an amazing Disc Golf Course. Catch an amazing sunset from the historic Town Hill Overlook before settling in for the night at Town Hill Bed and Breakfast.
DAY TWO
Morning
There’s no better way to start your day than breakfast and coffee at Clatter Café in Frostburg. From there, hop on the Great Allegheny Passage to cycle 16 miles downhill from Frostburg to Cumberland for some stunning fall views. Don't skip out on the Switchback Trail that connects visitors from the Frostburg Depot to the Frostburg Trailhead. Along the way you will see the new Coal Miners Memorial and stunning artwork displays. Or if you’re looking for something a little more leisurely, schedule a Tracks and Yaks rail bike tour along the same route as the Great Allegheny Passage. Riders pedal custom aluminum bikes along the Western Maryland Rail line on a downhill excursion through the Allegheny Mountain range. Be sure to check out the Quen City Combo package which combines rail biking with a scenic return trip on the popular Western Maryland Scenic Railroad.
Afternoon
Fill up on delicious salads, crab cake sandwiches, and Cajun cuisine at the popular Baltimore Street Grill. Then explore the many murals and artwork throughout downtown Cumberland as you head to the Crossroads of America Exhibit at the Allegany Museum, highlighting the evolution of transportation from the mid-1700s to the early 1900s including a fully restored 1825 Conestoga Wagon and 1902 Oldsmobile.
Evening
For quality of service, hospitality, and food that is second to none, reserve a table at Ristorante Ottaviani, serving the best steaks, seafood, and pasta dishes around. Stop at Dig Deep Brewing Co. for a nightcap before walking across the street to a stay at the Fairfield Inn in Cumberland, right off the Great Allegheny Passage and C&O Canal Towpath trails.
LOCAL TIP
November begins the magical Polar Express train ride experience with the Western Maryland Scenic Railroad. Inspired by the run-away hit movie, this holiday favorite comes to life when you and your family take a ride on The Polar Express™. It is a perfect addition to your mountain getaway, especially if traveling as a family.
