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
Price found within the past 48 hours. Click for updated prices.
Where to stay in Western Maryland
Find the best Western Maryland areas and neighborhoods for the activities you enjoy most. Learn more about Western Maryland
Downtown Frederick
If you're spending some time in Downtown Frederick, National Museum of Civil War Medicine and Carroll Creek Linear Park are top sights worth seeing.
The Woods
If you're spending some time in The Woods, Sleepy Creek Wildlife Management Area and The Woods Resort Mountain View Course are top sights worth seeing.
Mountainside
Mountainside might not have many top sights, but Deep Creek Lake and Deep Creek Lake State Park are two attractions nearby that you can check out.
Waterfront Greens
While there might not be top attractions in Waterfront Greens, you can explore the larger area and discover places like Thousand Acres Lakeside Golf Course and Deep Creek Lake State Park.
Blakeslee
While there might not be top attractions in Blakeslee, you can explore the larger area and discover places like Deep Creek Lake and Deep Creek Lake State Park.
Ready to book your vacation to Western Maryland?
Western Maryland Hotel Deals
Rocky Gap Casino & Resort
16701 Lakeview Road NE Cumberland MD
Fully refundableReserve now, pay when you stay
CA $163
CA $235 total
Oct 19 - Oct 20
includes taxes & fees
9/10 Wonderful! (1,694 reviews)
"Our morning breakfast always had a nice view."
Reviewed on Sep 21, 2026
Best Western Historic Frederick
420 Prospect Blvd Frederick MD
Fully refundableReserve now, pay when you stay
CA $131
CA $146 total
Oct 8 - Oct 9
includes taxes & fees
8/10 Very good! (1,009 reviews)
"Be aware that this hotel is right next to a busy highway. We stayed in room 250 which is about 20 feet from this highway and it sounded like the tractor trailers were driving through our room all night. My husband did not sleep at all. I had ear plugs and slept a few hours. The room was comfortable ..."
Reviewed on Sep 21, 2026
Ramada by Wyndham Cumberland Downtown
100 South George Street Cumberland MD
Fully refundableReserve now, pay when you stay
CA $118
CA $134 total
Sep 24 - Sep 25
includes taxes & fees
6.8/10 (1,005 reviews)
"Easy access to places in the area. The room was clean. Washer/Dryer on 6th floor. TV channels were very limited, VERY limited. Check out was with a kiosk and a person or AI who told me I wasn't in the room I said I was in. Took 15 minutes for him/it to get it together."
Reviewed on Sep 21, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Stay near popular Western Maryland attractions
Deep Creek Lake State Park
9.2/10 (259 reviews)
You can take time to visit Deep Creek Lake State Park during your travels to Swanton. While you're in the area, wander around the parks.
Wisp Resort
8.8/10 (237 reviews)
Hit the slopes in McHenry with a visit to Wisp Resort. Wander the riverfront in this family-friendly area.
Swallow Falls State Park
9.8/10 (138 reviews)
You can take time to visit Swallow Falls State Park during your travels to Oakland. Stroll along the riverfront in this family-friendly area, or seek out the ski slopes.
Photo by Sig
Downtown Cumberland Historic District
8.6/10 (424 reviews)
Find out about the history of Cumberland when you spend time at Downtown Cumberland Historic District. Discover the area's mountain views and casinos.
Western Maryland Scenic Railroad
9.0/10 (224 reviews)
You can find out about the history of Cumberland with a visit to Western Maryland Scenic Railroad. Discover the area's mountain views and seek out the biking trails.
Frostburg State University
9.0/10 (151 reviews)
Enjoy the collegiate vibe when you visit Frostburg State University, during your trip to Frostburg. Discover the area's mountain views and seek out the biking trails.
Hagerstown Premium Outlets
8.2/10 (431 reviews)
During your trip to Hagerstown, you can do some window-shopping at Hagerstown Premium Outlets. While in this family-friendly area, you can savor the top-notch restaurants.
What to do in Western Maryland
Baltimore Orioles Baseball Game at Oriole Park
CA $72
per adult
Baltimore's Historical Sightseeing Tour
CA $66
per adult
98% of travellers recommend
Frequently asked questions
How much does a Western Maryland vacation package cost?
Perhaps less than you might think — from just CA $578, as a matter of fact! By combining flights, hotels and car rentals into your own custom-made travel package, your Western Maryland escape is only clicks away.
How do I get a cheap travel package to Western Maryland?
Crafting your own Western Maryland vacation package with Expedia is such a simple way to save. We have access to more than 550 airlines and 1,000,000 properties all over the world. With such a wonderful range to select from, you'll have no difficulty creating your dream trip.
What are the top hotels in Western Maryland?
Wingate by Wyndham Baltimore BWI Airport and Renaissance Baltimore Harborplace Hotel know how to make their guests feel welcome in Garrett County. If your travel plans also include McHenry, have a look at Princess Royale Oceanfront Resort and La Quinta Inn & Suites by Wyndham Baltimore BWI Airport. Both are very popular with travelers.
How far in advance should I book my Western Maryland vacation?
It can be difficult to know when the best time is to book your Western Maryland trip. But usually the earlier you book, the better the prices. In some cases, you can secure your flights and hotels nearly a year before your departure date. If you're considering a last-minute getaway, no need to panic! There are fabulous bargains featured on Expedia every single day.
What does an Expedia Western Maryland travel package include?
Travel packages include hotels, rental cars and flights, but you can combine any of them to create your perfect Western Maryland trip. You can also add on fun stuff like activities and tours once you've made your booking. You're the boss! When you combine your bookings with Expedia, you'll enjoy deals you won't find anywhere else.
What should I know before booking a Western Maryland travel package?
A travel package can be easier on the credit card than separately booking everything you need for your trip. For example, bundle your flights, hotels and rental cars and land a great deal. Whatever your vacation goals are, you're bound to find a package that fits your budget.
Can I choose my airline with a Western Maryland Expedia vacation package?
Definitely. Expedia has more than 550 airline partners to select from around the globe. With all that choice, finding the ideal carrier to get you to Western Maryland won't be difficult.
If I'm not able to travel, can I cancel my Western Maryland vacation package?
It's good to know that you can cancel your Western Maryland booking if your plans have been upended. Whether you'll incur a fee or not depends on your hotel, airline or car rental company. You may be able to change or cancel for free if you booked in the last 24 hours. Head to our Customer Service Portal to find out more.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
