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.
Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

Downtown Washington D.C.
CA $642
per person
Sep 24 - Sep 27
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
8.8/10 Excellent! (1,012 reviews)
The Poppy Georgetown

The Poppy Georgetown

Northwest
CA $1,877
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Baltimore (BWI)
9.4/10 Exceptional! (589 reviews)
InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

Southwest
CA $2,785
per person
Sep 27 - Oct 4
found 19 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Baltimore (BWI)
9.4/10 Exceptional! (1,210 reviews)
Great stay. Great neighborhood and beautiful new hotel with unusually large rooms and bathrooms.

Reviewed on Aug 10, 2026

The Churchill Hotel near Embassy Row

The Churchill Hotel near Embassy Row

Northwest
CA $684
per person
Sep 24 - Sep 27
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
8.8/10 Excellent! (1,011 reviews)
Fairmont Washington, D.C., Georgetown

Fairmont Washington, D.C., Georgetown

Northwest
CA $1,183
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
9.6/10 Exceptional! (1,006 reviews)
Everything was excellent. I enjoyed my stay.

Reviewed on Aug 10, 2026

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
A river winding through a dense forest with a mountain in the background.

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.

A nighttime riverside walkway with a bridge, street lamps, and a building in the background.

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.

A waterfall cascading over rocks into a clear pool.

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.

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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.

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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?

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Western Maryland Hotel Deals

Rocky Gap Casino & Resort

Rocky Gap Casino & Resort

16701 Lakeview Road NE Cumberland MD
CA $137
CA $205 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (1,670 reviews)
"First time staying at Rocky Gap. Great experience. Would definitely recommend."

Reviewed on Aug 10, 2026

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

Country Inn & Suites by Radisson, Hagerstown, MD

17612 Valley Mall Rd Hagerstown MD
CA $157
CA $176 total
Sep 10 - Sep 11
includes taxes & fees
Country Inn & Suites by Radisson, Hagerstown, MD
Country Inn & Suites by Radisson, Frederick, MD

Country Inn & Suites by Radisson, Frederick, MD

5579 Spectrum Dr Frederick MD
Fully refundable
CA $123
CA $137 total
Sep 6 - Sep 7
includes taxes & fees
Country Inn & Suites by Radisson, Frederick, MD
See all 3,198 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.

Stay near popular Western Maryland attractions

A lakeside view with boats, houses, and a grassy area.

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.
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A grassy field with a ski lift and trees in the background.

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.
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A waterfall cascading over a rocky cliff surrounded by lush greenery.

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.
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A gazebo with an American flag in a park with trees and buildings in the background.

Berkeley Springs State Park

9.0/10 (202 reviews)
Soak in therapeutic waters at Roman baths and learn about the history of the spa at the park’s museum.
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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.
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What to do in Western Maryland

Grand entrance to the Hard Rock Cafe in Baltimore

Dining at Hard Rock Cafe Baltimore

CA $56
per traveller
Dining at Hard Rock Cafe Baltimore
Glow in the Dark Splatter Paint Experience

Glow in the Dark Splatter Paint Experience

CA $56
per adult
78% of travellers recommend
Glow in the Dark Splatter Paint Experience
Downtown Baltimore History and Culture Self-Guided Audio Tour

Downtown Baltimore History and Culture Self-Guided Audio Tour

CA $14
per traveller
Downtown Baltimore History and Culture Self-Guided Audio 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 $642, 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.