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.

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Cumberland Hotel Deals

Rocky Gap Casino & Resort

Rocky Gap Casino & Resort

16701 Lakeview Road NE Cumberland MD
Fully refundableReserve now, pay when you stay
CA $135
CA $203 total
Sep 9 - Sep 10
includes taxes & fees
9/10 Wonderful! (1,689 reviews)
"Clean lake with activities and a beach. Very fine food and a nice cozy casino."

Reviewed on Aug 25, 2026

Rocky Gap Casino & Resort
Ramada by Wyndham Cumberland Downtown

Ramada by Wyndham Cumberland Downtown

100 South George Street Cumberland MD
Fully refundableReserve now, pay when you stay
CA $109
CA $124 total
Sep 9 - Sep 10
includes taxes & fees
7/10 Good! (1,006 reviews)
"Very out dated.. no pool or amenities"

Reviewed on Aug 23, 2026

Ramada by Wyndham Cumberland Downtown
Sleep Inn & Suites Cumberland - LaVale

Sleep Inn & Suites Cumberland - LaVale

13320 Ali Ghan Road NE Cumberland MD
Fully refundable
CA $127
CA $145 total
Sep 20 - Sep 21
includes taxes & fees
9.2/10 Wonderful! (1,009 reviews)
"big bathroom very clean"

Reviewed on Aug 22, 2026

Sleep Inn & Suites Cumberland - LaVale
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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.
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Stay near popular Cumberland attractions

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.
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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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Allegany County Fairgrounds

8.2/10 (29 reviews)
You can take time to visit Allegany County Fairgrounds during your travels to Cumberland. Stroll along the riverfront or discover the area's mountain views.
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C&O Canal National Historic Park Visitor's Center

8.4/10 (55 reviews)
You can browse the exhibits at C&O Canal National Historic Park Visitor's Center, a museum with a story of its own, during your trip to Cumberland. While in this family-friendly area, you can savor the top-notch restaurants.
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Lake Habeeb Beaches

8.2/10 (10 reviews)
Why not spend a lazy afternoon at Lake Habeeb Beaches during your trip to Cumberland? Discover the area's mountain views and seek out the hiking trails.
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Canal Place

8.4/10 (56 reviews)
Explore the great outdoors at Canal Place, a lovely green space in Cumberland. While in this family-friendly area, you can savor the top-notch restaurants.
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La Vale Tollgate House

8.2/10 (37 reviews)
You can find out about the history of LaVale when you stop by La Vale Tollgate House. While in this family-friendly area, you can savor the top-notch restaurants.
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Allegany County Courthouse

10.0/10 (1 review)
Allegany County Courthouse is just one of the places to see in Cumberland, so why not enjoy the other things to explore during your travels? While in this family-friendly area, you can savor the top-notch restaurants.
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Frequently asked questions

How much does a Cumberland vacation package cost?
Offering excellent value package deals on Expedia, you'll be pleasantly surprised at how much a vacation to Cumberland costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Cumberland?
You can typically find reduced prices and greater availability in January, February and March. Browse our cheap Cumberland vacation packages and you could get some great off-season deals.
How many days is enough for Cumberland?
We suggest planning a Cumberland vacation for a minimum of 2 days. This will allow you time to tick off top attractions such as C&O Canal National Historic Park Visitor's Centre and Canal Place, as well as explore neighbourhoods like Bowmans Addition and Mount Savage Junction. You could even squeeze in one or two day trips from Cumberland.
Is it worth booking a vacation package to Cumberland?
Well known for its nature, history and culture, a Cumberland vacation has something for everyone. Be sure to visit major sights like Downtown Cumberland Historic District and C&O Canal National Historic Park Visitor's Centre, and consider renting a car for day trips to experience even more.
How to find the best Cumberland package deals?
Bagging a cheap Cumberland package deal is a breeze with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget range, add some filters and browse what's available. You can personalize your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most economical Cumberland package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Cumberland vacation as a package?
You can enjoy significant savings on your Cumberland escape by booking a customized vacation package. Click on the "Package" heading, then select your travel dates and destination to see the best hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Cumberland?
If you have your Cumberland vacation dates locked in, book early to bag some incredible deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Cumberland?
  1. Choose the right time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to travel to Cumberland.
  2. Set your budget: Consider expenses like flights, food and transportation when calculating how much to put aside for your trip to Cumberland. Then, select a hotel that suits your budget, whether that's a low-cost option or a more luxurious retreat.
  3. Work out your trip length: Consider how much time you want to spend exploring Cumberland. Plan your itinerary so you can get to all the activities and attractions you're interested in without rushing.
  4. Bundle your airfare and accommodations: After you've settled on your travel dates and duration, book the ideal Cumberland vacation package for you.

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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.