4 days in Western Maryland Itinerary

4 days in Western Maryland Itinerary

Created using Inspirock Western Maryland trip maker

Plan created by another user. Make it yours
— 1 day
— 3 nights


Sharpsburg ©
Sharpsburg is a town in Washington County, Maryland, United States, located approximately 13mi south of Hagerstown. On the 2nd (Wed), witness the site of a historic battle at Antietam National Battlefield and then stop by Turn the Page Bookstore.

Plan a trip to Sharpsburg easily and quickly by telling Inspirock to suggest an itinerary.

Washington DC to Sharpsburg is an approximately 1.5-hour car ride. Traveling from Washington DC in October, expect little chillier with lows of 46°F in Sharpsburg. Finish your sightseeing early on the 2nd (Wed) so you can drive to Cumberland.

Things to do in Sharpsburg

Historic Sites · Nature · Parks

Side Trip

Turn the Page Bookstore
Highlights from your plan
Antietam National Battlefield ©
Antietam National Battlefield
Turn the Page Bookstore ©
Turn the Page Bookstore


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. You'll explore the less-touristy side of things at Western Maryland Rail Trail and Garrett County Museum of Transportation. Get some cultural insight at Gordon-Roberts House and Charis Winery. Explore the numerous day-trip ideas around Cumberland: The Discovery Center (in Swanton) and The Oakland B&O Railroad Museum (in Oakland). There's still lots to do: explore the landscape on two wheels at Great Allegheny Passage, pick up some local products at Hill Top Fruit Market, try to win big at Rocky Gap Casino Resort, and tee off at Rocky Gap Golf Course.

To see more things to do, reviews, ratings, and more tourist information, you can read our Cumberland day trip tool.

Traveling by car from Sharpsburg to Cumberland takes 1.5 hours. October in Cumberland sees daily highs of 68°F and lows of 47°F at night. Cap off your sightseeing on the 5th (Sat) early enough to travel back home.

Things to do in Cumberland

Outdoors · Trails · Parks

Side Trips

Oakland, Flintstone, Hill Top Fruit Market, The Discovery Center, Western Maryland Rail Trail
Highlights from your plan
Great Allegheny Passage ©
Great Allegheny Passage
Gordon-Roberts House ©
Gordon-Roberts House
Charis Winery ©
Charis Winery