4 days in Western Maryland Itinerary

4 days in Western Maryland Itinerary

Created using Inspirock Western Maryland travel route planner

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Make it your trip
Drive
1
Oakland
— 1 day
Drive
2
Cumberland
— 2 nights
Drive
3
Sharpsburg
— 1 night
Drive

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Oakland

— 1 day
Oakland is a town in the west-central part of Garrett County, Maryland. Start off your visit on the 30th (Thu): explore the engaging exhibits at The Discovery Center, explore the activities along Deep Creek Lake State Park, and then immerse yourself in nature at Swallow Falls State Park.

To find photos, where to stay, ratings, and more tourist information, you can read our Oakland route planner.

Washington to Oakland is an approximately 2.5-hour car ride. In September, Oakland is little chillier than Washington - with highs of 68°F and lows of 52°F. Wrap up your sightseeing on the 30th (Thu) early enough to drive to Cumberland.

Things to do in Oakland

Nature · Parks · Childrens Museums · Museums

Side Trip

Cumberland

— 2 nights
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. Kick off your visit on the 1st (Fri): play a few rounds at Rocky Gap Golf Course, then try your luck at Rocky Gap Casino Resort, and then admire the majestic nature at Rocky Gap State Park. Here are some ideas for day two: grab your bike and head to Great Allegheny Passage, brush up on your knowledge of spirits at Charis Winery & Distillery, and then steep yourself in history at Spruce Forest Artisan Village.

To see more things to do, ratings, maps, and tourist information, refer to the Cumberland trip itinerary tool.

Drive from Oakland to Cumberland in 1.5 hours. When traveling from Oakland in September, plan for somewhat warmer days and about the same nights in Cumberland: temperatures range from 80°F by day to 56°F at night. Finish your sightseeing early on the 2nd (Sat) to allow enough time to drive to Sharpsburg.

Things to do in Cumberland

Outdoors · Parks · Nature · Golf

Side Trips

Sharpsburg

— 1 night
Sharpsburg is a town in Washington County, Maryland, United States, located approximately 13mi south of Hagerstown. On the 3rd (Sun), witness the site of a historic battle at Antietam National Battlefield and then make a trip to Burnside's Bridge.

To find traveler tips, more things to do, photos, and tourist information, read Sharpsburg trip planner.

Traveling by car from Cumberland to Sharpsburg takes 1.5 hours. In October, plan for daily highs up to 68°F, and evening lows to 46°F. Finish up your sightseeing early on the 3rd (Sun) so you can travel back home.

Things to do in Sharpsburg

Nature · Parks · Historic Sites