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.
InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

5 out of 5
Southwest
Save 100% on your flight
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Washington (DCA)
9.4/10 Exceptional! (1,009 reviews)
Very clean and quiet. The staff was very friendly

Reviewed on Jul. 14, 2025

Hyatt Centric Old Town Alexandria

Hyatt Centric Old Town Alexandria

4 out of 5
Old Town Alexandria
Save 100% on your flight
per person
Sep 5 - Sep 9
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Washington (DCA)
9/10 Wonderful! (931 reviews)
This is a lovely hotel and the bedding is great. The sleep I had with some of the best in a long time because of the bedding. The only thing I did not like about the hotel was there’s absolutely no one to help you with your luggage and I am a disabled person.

Reviewed on Jul. 15, 2025

Hotel Burg

Hotel Burg

4 out of 5
per person
Aug 29 - Sep 1
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Washington (DCA)
No reviews
DoubleTree by Hilton Hotel Largo/Washington DC

DoubleTree by Hilton Hotel Largo/Washington DC

4 out of 5
per person
Aug 21 - Aug 26
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
7.8/10 Good! (1,003 reviews)
Service was great. Hotel is beautiful. Good location from PG sports complex

Reviewed on Jun. 29, 2025

Club Wyndham Old Town Alexandria

Club Wyndham Old Town Alexandria

2.5 out of 5
Old Town Alexandria
Save 100% on your flight
per person
Aug 21 - Aug 26
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Washington (DCA)
9/10 Wonderful! (42 reviews)

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
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The Woods

If you're spending some time in The Woods, The Woods Resort Mountain View Course and The Woods Resort Stony Lick Course are top sights worth seeing.

Find hotels in The Woods

Ready to book your vacation to Western Maryland?

 

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Western Maryland Hotel Deals

Rocky Gap Casino & Resort

Rocky Gap Casino & Resort

3 out of 5
16701 Lakeview Road NE, Cumberland, MD
Fully refundableReserve now, pay when you stay
The price is CA $159 per night from Aug 10 to Aug 11
CA $159
CA $232 total
Aug 10 - Aug 11
includes taxes & fees
8.8/10 Excellent! (1,230 reviews)
Extra fees look out !
"The hotel casino is very well maintained, food in the restaurant on site are mostly bar food what got me was the extra fees tacked on no happy about this almost 170 dollars for two nights"

Reviewed on Jul. 13, 2025

Rocky Gap Casino & Resort
Country Inn & Suites by Radisson, Frederick, MD

Country Inn & Suites by Radisson, Frederick, MD

3 out of 5
5579 Spectrum Dr, Frederick, MD
Fully refundable
The price is CA $114 per night from Aug 6 to Aug 7
CA $114
CA $126 total
Aug 6 - Aug 7
includes taxes & fees
8.2/10 Very Good! (1,053 reviews)
"Fast check in. Comfortable bed."

Reviewed on Jul. 13, 2025

Country Inn & Suites by Radisson, Frederick, MD
Best Western Braddock Inn

Best Western Braddock Inn

2.5 out of 5
1268 National Hwy, Cumberland, MD
Fully refundableReserve now, pay when you stay
The price is CA $110 per night from Jul 22 to Jul 23
CA $110
CA $125 total
Jul 22 - Jul 23
includes taxes & fees
7.8/10 Good! (1,009 reviews)
"Nice place hidden in the middle of town out of view"

Reviewed on Jul. 9, 2025

Best Western Braddock Inn
See all 3,397 properties in Western Maryland
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Discover the most popular places to visit in Western Maryland

Deep Creek Lake

Deep Creek Lake

Explore the great outdoors at Deep Creek Lake, a popular spot to commune with nature in Cumberland.

Deep Creek Lake
Antietam National Battlefield

Antietam National Battlefield

You can find out about the history of Sharpsburg with a visit to Antietam National Battlefield. Stroll along the riverfront or seek out the hiking trails.

Antietam National Battlefield
Downtown Cumberland Historic District

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.

Downtown Cumberland Historic District

What to do in Western Maryland

Evening view of the roof top deck on the Spirit of Baltimore cruise vessel

Spirit of Baltimore Signature Buffet Dinner Cruise with Live DJ & Bars

CA $248
per adult
82% of travellers recommend
Spirit of Baltimore Signature Buffet Dinner Cruise with Live DJ & Bars
Glow in the Dark Splatter Paint Experience

Glow in the Dark Splatter Paint Experience

CA $48
per child
72% of travellers recommend
Glow in the Dark Splatter Paint Experience
Downtown Baltimore Helicopter Tour

Downtown Baltimore Helicopter Tour

CA $172
per adult
Downtown Baltimore Helicopter Tour
See all activities in Western Maryland

Frequently asked questions

How much does a Western Maryland vacation package cost?
Perhaps less than you might think --- from just CA $566, 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.

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.