
Western Maryland Vacation Packages
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Your Western Maryland Vacation
Travel on your own terms with a vacation package to Western Maryland. Whether you're going for the nature, history, culture, or something else, our package deals make travel planning a breeze. Begin your trip to Western Maryland with some time exploring Frederick visiting popular attractions like Francis Scott Key Mall and Frederick Fairgrounds. Hagerstown is another top city that draws crowds from near and far. Greenbrier State Park and Hagerstown Speedway are two of the leading places to see in this destination. From the instant you book your Western Maryland vacation to when you get back home, Expedia will take care of you every step of the way.
Top Western Maryland Vacation Deals

Historic Inns of Annapolis
Reviewed on May 8, 2026

Placemakr Buzzard Point
Reviewed on Apr 29, 2026

Crystal City Comfortable Apartments
Reviewed on Nov 11, 2025

The Watergate Hotel
Reviewed on May 8, 2026

DC Airport Metroline Apartments
Reviewed on Jun 15, 2025
Where to stay in Western Maryland

The Woods
If you're spending some time in The Woods, The Woods Resort Mountain View Course and Sleepy Creek Wildlife Management Area are top sights worth seeing.
Western Maryland Hotel Deals

Rocky Gap Casino & Resort
Amazing from the porter to the chef to the front desk to management. Rocky Gap resort knows how to do it!!!!!!!!!!!
Reviewed on May 8, 2026

Country Inn & Suites by Radisson, Frederick, MD
This was a great hotel to stay in. It’s located near lots of restaurants and easy access to highways. I will definitely stay again. It’s very quiet. The only issue I had was parking up front from the construction workers that stayed there taking those spots.
Reviewed on May 7, 2026

Ramada by Wyndham Cumberland Downtown
The room was very nice. The hotel is a few blocks away from the GAP/C&O bicycle trail but relatively easy to get to. You can't keep your bicycle in your room but there is a bicycle storage room off of the lobby. There are fast food places nearby.
Reviewed on May 9, 2026
Discover the most popular places to visit in Western Maryland

Wisp Resort
Hit the slopes in McHenry with a visit to Wisp Resort. Wander the riverfront in this family-friendly area.

Antietam National Battlefield
After visiting Antietam National Battlefield, make a plan to see the other sights and activities in Sharpsburg. Stroll along the riverfront or seek out the hiking trails.

Downtown Cumberland Historic District
Find out about the history of Cumberland when you spend time at Downtown Cumberland Historic District. Discover the area's mountain views and casinos.
What to do in Western Maryland

Glow in the Dark Splatter Paint Experience

Downtown Baltimore History and Culture Self-Guided Audio Tour
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