Cumberland Vacation Packages

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Your Cumberland Vacation

With one of our vacation packages to Cumberland, you'll have endless opportunities for fun and adventure. There's loads to enjoy, including its laid-back lifestyle and family-friendly attractions. A trip to Cumberland is a great opportunity to do some sightseeing. Make sure you visit big-name attractions such as Western Maryland Railroad Station, Downtown Cumberland Historic District and Canal Place. Your perfect Cumberland vacation is only clicks away. Explore hotels, airfares and more on Expedia for a trip that's tailored to suit your travel style.

Cumberland Hotel Deals

Rocky Gap Casino & Resort
Rocky Gap Casino & Resort
3 out of 5
16701 Lakeview Road NE, Cumberland, MD
The price is CA $149 per night from Jun. 11 to Jun. 12
CA $149
CA $211 total
includes taxes & fees
Jun 11 - Jun 12
8.6/10 Excellent! (1,016 reviews)
"Everything was great. Very relaxing by the lake."

Reviewed on Jun. 4, 2024

Rocky Gap Casino & Resort
Secluded, romantic cabin with hot tub on 12 acres of woodland.
Secluded, romantic cabin with hot tub on 12 acres of woodland.
Cumberland
The price is CA $267 per night from Jun. 13 to Jun. 14
CA $267
CA $452 total
includes taxes & fees
Jun 13 - Jun 14
10/10 Exceptional! (56 reviews)
Great retreat for married couples
"A lovely secluded location with lots of detail in making it a beautiful relaxing place. We saw deer and a turkey on the property. The house is in a remote area, but C & O canal trails, Paw Paw Tunnel, and train ride or Tracks & Yaks in Frostburg are interesting things to do that are close by. Thank ..."

Reviewed on Jun. 3, 2024

Secluded, romantic cabin with hot tub on 12 acres of woodland.
Ramada by Wyndham Cumberland Downtown
Ramada by Wyndham Cumberland Downtown
3 out of 5
100 South George Street, Cumberland, MD
Fully refundableReserve now, pay when you stay
The price is CA $112 per night from Jun. 16 to Jun. 17
CA $112
CA $128 total
includes taxes & fees
Jun 16 - Jun 17
7/10 Good! (1,007 reviews)
Great Place to Stay
"Very good and convenient stay especially if you are going on Amtrak. Very helpful staff and great restaurants nearby."

Reviewed on Jun. 5, 2024

Ramada by Wyndham Cumberland Downtown
See all 2,657 properties in Cumberland
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

Frequently asked questions

How much does a Cumberland vacation package cost?
Our Cumberland vacation packages, which begin from just , are an awesome way to save precious money. Handpick your favorite hotels, flights and more to create a custom-built itinerary.
How do I get a cheap travel package to Cumberland?
You’ll save a pile of money if you combine your car rentals, flights and hotels into a Cumberland travel package. Sometimes cheap means fewer choices. But that’s not the case with Expedia. We offer over 550 partner airlines and 1,000,000 hotels globally, so you’ll always have plenty of variety to choose from. Like to save even more? Add some popular activities to your package deal and unlock even more discounts! After all, travel is about more than simply getting to your destination.
Where should I stay in Cumberland?
Stay where the action happens. Many people book hotels in the vicinity of top attractions, such as Rocky Gap Casino and Golf Course, Western Maryland Railroad Station and Downtown Cumberland Historic District.
What are the top hotels in Cumberland?
Best Western Braddock Inn is a sought-after Bowmans Addition hotel. Alternatively, if you intend to stay in Bel Air, consider checking in to Best Western Braddock Inn.
How far in advance should I book my Cumberland vacation?
While not all airlines advertise tickets early, you can usually start comparing international fares on Expedia up to a year in advance. This is the time when you’ll bag some incredible deals. If you’ve left everything to the last minute, there’s a chance you could get lucky. Low prices sometimes appear just weeks before departure.
What does an Expedia Cumberland travel package include?
Expedia has all you need to plan your Cumberland getaway, but what goes into your package is entirely up to you. Choose from any combination of hotels, flights and rental cars. After some activities or tours to keep you busy? Once you’ve made your booking, you can add them too. No matter your style, there’s a vacation package to suit your needs.
What should I know before booking a Cumberland travel package?
Our prices are already low. However, you’ll snap up even better deals if you book your flights, hotels and car rentals together. With an Expedia package, you’ll get transparent pricing and tons of choice.
If I'm not able to travel, can I cancel my Cumberland vacation package?
Certainly, and we’ll help you every step of the way. You may be able to amend or cancel your Cumberland vacation package for free within 24 hours of booking. However, you may incur a fee from your airline, hotel or car rental company for older bookings. If your travel plans unexpectedly change, take a look at our Customer Service Portal for further information.

Discover the most popular places to visit in Cumberland

Image for 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
Image for Rocky Gap Casino and Golf Course

Rocky Gap Casino and Golf Course

Enjoy a round of golf in Cumberland at Rocky Gap Casino and Golf Course. While in this family-friendly area, you can savor the top-notch restaurants.

Rocky Gap Casino and Golf Course
Image for Western Maryland Railroad Station

Western Maryland Railroad Station

You can find out about the history of Cumberland with a visit to Western Maryland Railroad Station. Discover the area's mountain views and seek out the biking trails.

Western Maryland Railroad Station

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.