Point Lookout Overlook Green Ridge State Forest
Scenic Spot in Little Orleans.
Scenic Spot

Short walks, trains, hands-on museums and places that welcome a stroller and a loud four-year-old in equal measure.
Pulled from the guide, best-rated first.
Scenic Spot in Little Orleans.
Scenic Spot
Library in La Vale.
Library
Hamburger Restaurant in Cumberland.
Hamburger Restaurant
Art Gallery in Cumberland.
Art Gallery
Performing Arts Theater in Frostburg.
Performing Arts Theater
Events that suit this kind of day.
Annually over Memorial Day weekend (late May)
DelFest is a multi-day bluegrass and Americana music festival founded by Del McCoury, held annually at the Allegany County Fairgrounds over Memorial Day weekend, featuring national touring acts, camping, and family activities.
A weekend in September
Cumberland's Heritage Days Festival brings food trucks, arts and crafts vendors, live music, and historic re-enactments to downtown to mark the start of the fall season, per Cumberland Main Street.
June-October, Thursdays 9:30am-2pm and Saturdays 9:30am-12:30pm
This seasonal open-air market on the Downtown Pedestrian Mall offers local produce, plants, baked goods, and locally raised meats from area growers. It runs Thursdays and Saturdays from June through October.
Throughout summer (dates vary; see Main Street Frostburg calendar)
Main Street Frostburg organizes a series of summer community events in the historic downtown business district, including markets, live music nights, and seasonal street festivals supporting local shops and restaurants.
Throughout summer (dates vary; see Canal Place calendar)
Canal Place in downtown Cumberland hosts a summer series of outdoor concerts, markets, and community events along the C&O Canal terminus, drawing residents and visitors downtown.
Annually, the Saturday before Easter (spring)
The City of Cumberland's Parks & Recreation Department hosts a free community Easter egg hunt for local children each spring, typically at a city park. Activities include egg hunts by age group and visits with the Easter Bunny.
The railroad books up
Scenic railroad excursions sell out on weekends and in fall — reserve before you drive in.
Short trail options
The towpath from the basin is flat and stroller-friendly for the first couple of miles.