Western Maryland Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Kellogg Conference Hotel at Gallaudet University
Northeast
CA $725
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
8.4/10 Very good! (1,005 reviews)
Wonderful safe campus. Beautiful and historic. Parking fee very expensive unless you can get a package that includes. Almost $50 per night. Breakfast buffet very good but the same every morning. No variety. Toaster doesn’t work. Bistro staff very nice. Gated entrance with security. Our second stay here.
Reviewed on Sep 23, 2026
InterContinental Washington D.C. - The Wharf by IHG
The Wharf
CA $799
per person
Nov 13 - Nov 16
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
9.4/10 Exceptional! (1,223 reviews)
Teddy is the reason my family will be coming back—and why I’ll recommend the InterContinental at The Wharf to anyone visiting the area.
The hotel is lovely and convenient, the rooms spacious and clean, and the staff warm and helpful. But Teddy took hospitality to another level.
My kids came back from an epic concert STARVING at 11:30 on a Sunday night. I shuffled down to the lobby in my pajamas, hoping to find a bag of chips or something to keep the teenagers alive until morning.
I found Teddy and asked if he knew anywhere I could still get food. He said, “Pizza and pasta okay? Follow me. I’ll take you to where we go.”
And he did! He walked me down the block to a lively Italian place I never would have found on my own, went inside, and made sure they would take care of me. Then he disappeared back into the night like the angel he was. Within 15 minutes, I was back at the hotel with pizzas.
I’d never been to The Wharf and had no idea where I was or what might still be open. Teddy could have simply pointed me in a direction. Instead, he immediately took it upon himself to solve my problem and literally walked me to the solution.
That is hospitality. The beautiful hotel may have gotten us there the first time. Teddy is the reason we’ll come back.
Reviewed on Sep 24, 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
Downtown Frederick
If you're spending some time in Downtown Frederick, Carroll Creek Linear Park and Historical Society of Frederick County are top sights worth seeing.
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.
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 Thousand Acres Lakeside Golf Course.
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 $151
CA $222 total
Oct 25 - Oct 26
includes taxes & fees
9/10 Wonderful! (1,696 reviews)
"The property was as beautiful as the rooms. We were very impressed with our accommodations."
Reviewed on Sep 24, 2026
Best Western Historic Frederick
420 Prospect Blvd Frederick MD
Fully refundableReserve now, pay when you stay
CA $108
CA $120 total
Oct 4 - Oct 5
includes taxes & fees
8/10 Very good! (1,002 reviews)
"Traveling between Antietam and Gettysburg looking for place to stay. Options seemed limited and reviews on this hotel seemed"
Reviewed on Sep 24, 2026
Ramada by Wyndham Cumberland Downtown
100 South George Street Cumberland MD
Fully refundableReserve now, pay when you stay
CA $119
CA $135 total
Sep 27 - Sep 28
includes taxes & fees
6.8/10 (1,006 reviews)
"The room was Excellent but the building is neglected: pool and coffee bar are closed. There is a live person at the desk only from 3 PM to 7 AM. The vending machines are all empty except for one single bar of granola. Breakfast was decent practical but sad."
Reviewed on Sep 22, 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.
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 $621, 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.
Explore a world of travel with Expedia
- All Inclusive Resorts and in Mid-Atlantic
- Romantic Hotels in Mid-Atlantic
- Hotels with an Indoor Pool in Mid-Atlantic
- Casino Hotels in Western Maryland
- Aparthotels in Western Maryland
- Hotels with a Lazy River in Mid-Atlantic
- Spa Hotels in Mid-Atlantic
- Oceanfront Hotels in Mid-Atlantic
- Intrawest Corporation Hotels in Mid-Atlantic
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
