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

4 out of 5
16701 Lakeview Road NE Cumberland MD
Fully refundableReserve now, pay when you stay
The price is CA $139 per night from Aug 2 to Aug 3
CA $139
CA $209 total
Aug 2 - Aug 3
includes taxes & fees
9/10 Wonderful! (1,633 reviews)
"Our stay at Rocky Gap Casino & Resort was not quite what we expected. We were looking forward to a relaxing getaway, but we did experience a few issues during our visit. The shower water was only lukewarm, and we ended up having to switch rooms twice. The first room did not have the golf view we ..."

Reviewed on Jul 10, 2026

Rocky Gap Casino & Resort
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 $116 per night from Aug 2 to Aug 3
CA $116
CA $132 total
Aug 2 - Aug 3
includes taxes & fees
7/10 Good! (1,007 reviews)
"I think its a matter of you get what you pay for. I was put off by all the signs everywhere trying to rein in guest behavior. The pool and gym were not open and appeared to be in poor condition. I didnt like the remote front desk. The audio was terrible. The only working ice machine was on the 6th ..."

Reviewed on Jul 10, 2026

Ramada by Wyndham Cumberland Downtown
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 $108 per night from Jul 12 to Jul 13
CA $108
CA $123 total
Jul 12 - Jul 13
includes taxes & fees
8/10 Very good! (1,013 reviews)
"Building in dire need of a remodel. Glass on back door was broken. Staff was good! Got a decent night’s sleep, but you get what you pay for here. Don’t expect much!"

Reviewed on Jul 10, 2026

Best Western Braddock Inn
See all 2,388 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.
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Stay near popular Cumberland attractions

A train numbered 501 on tracks under a bridge.
Photo by Sig
Open 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.
See properties

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.