Western Maryland Holidays
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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
While visiting Downtown Frederick, you might make a stop by sights like National Museum of Civil War Medicine and Carroll Creek Linear Park.
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
Though Waterfront Greens may not have many top sights, you can venture to the surrounding area to see attractions like Thousand Acres Lakeside Golf Course and Deep Creek Lake State Park.
Blakeslee
Blakeslee 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.
Top hotels in Western Maryland
Rocky Gap Casino & Resort
16701 Lakeview Road NE Cumberland MD
Fully refundableReserve now, pay when you stay
S$214
19 Oct - 20 Oct
includes taxes & fees
9/10 Wonderful! (1,691 reviews)
"My dinner was terrible…crab cake was awful…come on Chef we are in Md."
Reviewed on 20 Sept, 2026
Best Western Historic Frederick
420 Prospect Blvd Frederick MD
Fully refundableReserve now, pay when you stay
S$133
8 Oct - 9 Oct
includes taxes & fees
8/10 Very good! (1,007 reviews)
"The young gentleman at the front desk is very attentive, affable and welcoming. Hotel is nice and clean. Will definitely come back again next year."
Reviewed on 21 Sept, 2026
Ramada by Wyndham Cumberland Downtown
100 South George Street Cumberland MD
Fully refundableReserve now, pay when you stay
S$122
24 Sept - 25 Sept
includes taxes & fees
6.8/10 (1,004 reviews)
"Good access to the GAP and C&O trails."
Reviewed on 19 Sept, 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 take a trip to 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 cycling trails.
Frostburg State University
9.0/10 (151 reviews)
Explore the campus of Frostburg State University during your trip to Frostburg. Discover the area's mountain views and seek out the cycling 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 savour the top-notch restaurants.
What to do in Western Maryland
Baltimore Orioles Baseball Game at Oriole Park
S$66
per adult
Baltimore's Historical Sightseeing Tour
S$61
per adult
98% of travellers recommend
Downtown Baltimore History and Culture Self-Guided Audio Tour
S$13
per traveller
Frequently asked questions
How much does a Western Maryland holiday package cost?
Perhaps less than you might think — from just , 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 holiday 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 travellers.
How far in advance should I book my Western Maryland holiday?
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 holiday goals are, you're bound to find a package that fits your budget.
Can I choose my airline with a Western Maryland Expedia holiday 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 holiday 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
