From sunrise to starlight, this outdoor-inspired itinerary will help you discover the beauty of Allegany County through hikes, bike rides, and scenic landscapes. Perfect for nature lovers and adventure seekers alike.

Morning
Start your day in downtown Cumberland with a hearty breakfast from a local café, or map your way through the Donut and Coffee Trail for a caffeine buzz and sugar rush to fuel your adventure.
Next, head to Rocky Gap State Park for a morning hike. For a full-body warm-up, take the 5.5-mile Lakeside Loop Trail around Lake Habeeb. Looking for something shorter? The one-mile, out-and-back Canyon Overlook Trail offers a quick dose of morning serenity and stunning views.

Afternoon
Stick around Rocky Gap for lunch at Signatures Bar & Grill, located inside Rocky Gap Casino Resort.
After lunch, gear up for a bike ride on the Great Allegheny Passage. Work with an outfitter or bring your own bike for a scenic downhill ride from Frostburg to Cumberland. Along the way, take in iconic sites like Bone Cave, Helmstetter’s Curve, and the Brush Tunnel—perfect photo ops and points of interest for the curious traveler.

Photo by Megan Henderson
Evening
Wrap up the day with a stop at Locust Post Brewery for wood-fired pizza and a fresh farm brew, surrounded by sweeping mountain views.
Once the sun dips low, make your way to Green Ridge State Forest for an awe-inspiring stargazing session. With 49,000 acres of forestland and virtually no light pollution, Green Ridge is one of the darkest spots in the region—perfect for tracing constellations and soaking in the quiet magic of Mountain Maryland.
Tip: Pack a blanket or reclining camp chair and download a stargazing app to help identify the night sky’s celestial highlights.
Featured Experiences
The Big Deal Ride Package
A scenic 25-mile ride on the GAP from Deal, PA to Cumberland, featuring a shuttle, bike rental, and iconic stops.
Rocky Gap Mountain Bike Ride
Discover the rugged beauty of Rocky Gap State Park on a guided mountain bike tour along the Lakeside Loop Trail.
Track and Yak Package
Experience a unique Frostburg adventure with a 15-mile downhill rail bike ride to Cumberland and a scenic kayak float on the Potomac River.
Queen City Combo Package
Pedal 15 miles downhill from Frostburg to Cumberland on a rail bike, then ride the historic Western Maryland Scenic Railroad back.