5 days in Western Maryland Itinerary

Hagerstown is a city in Washington County, Maryland, United States. Spend the 21st (Mon) exploring nature at C&O Canal Trust. There's much more to do: walk around Hagerstown City Park, admire the majestic nature at Greenbrier State Park, witness the site of a historic battle at Antietam National Battlefield, and make a trip to Burnside's Bridge.

For where to stay, photos, maps, and tourist information, refer to the Hagerstown trip itinerary planner.

Pittsburgh to Hagerstown is an approximately 3-hour car ride. August in Hagerstown sees daily highs of 84°F and lows of 65°F at night. Finish up your sightseeing early on the 22nd (Tue) so you can go by car to Cumberland.

Cumberland, officially the City of Cumberland, is a western gateway city and seat of Allegany County, Maryland, United States and the primary city of the Cumberland, MD-WV Metropolitan Statistical Area. Start off your visit on the 23rd (Wed): try your luck at Rocky Gap Casino Resort, immerse yourself in nature at Rocky Gap State Park, and then explore the landscape on two wheels at Great Allegheny Passage.

For where to stay, reviews, other places to visit, and other tourist information, go to the Cumberland tour itinerary builder tool.

Getting from Hagerstown to Cumberland by car takes about 1.5 hours. In August, daily temperatures in Cumberland can reach 84°F, while at night they dip to 62°F. Finish your sightseeing early on the 23rd (Wed) so you can drive to Oakland.

Oakland is a town in the west-central part of Garrett County, Maryland. On the 24th (Thu), immerse yourself in nature at Swallow Falls State Park, then explore the activities along Deep Creek Lake State Park, then tour the pleasant surroundings at Wisp Resort, and finally look for gifts at Bear Creek Trader's.

For photos, traveler tips, maps, and other tourist information, read our Oakland road trip tool.

Drive from Cumberland to Oakland in 1.5 hours. Traveling from Cumberland in August, expect Oakland to be little chillier, temps between 72°F and 57°F. Wrap up your sightseeing on the 24th (Thu) early enough to drive back home.