Cumberland Holidays

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Your Cumberland Holiday

Pick a Cumberland holiday package and concentrate on what's important — having some fun. No more planning headaches, just lots more time to discover the best parts of this captivating city, such as its laid-back lifestyle and family-friendly attractions. A trip to Cumberland is an ideal opportunity to take in the sights. Be sure to stop by renowned attractions like Western Maryland Railroad Station, Downtown Cumberland Historic District and Canal Place. Don't put off visiting this destination any longer. The ultimate Cumberland holiday is just a few clicks away with Expedia.

Cumberland Holiday

Cumberland Essential Information

Language
English
Currency
U.S dollars
Population
20,100
Max Temp Winter
4ºC
Max Temp Summer
29ºC
Top Sights
Rocky Gap State Park, Dans Mountain State Park and Palace Theatre

Our pick of the best Cumberland Hotel Deals

Rocky Gap Casino & Resort

Rocky Gap Casino & Resort

3 out of 5
16701 Lakeview Road NE, Cumberland, MD
8.8/10 Excellent! (1,253 reviews)
The perfect getaway
"The pillows are so soft like sleeping on a cloud the food was excellent and the alcohol cocktails were very good can’t wait to get back there for another few nights love the casino"

Reviewed on 31 Jul. 2025

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Rocky Gap Casino & Resort
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 AU$141 per night from 11 Aug to 12 Aug
AU$141
11 Aug - 12 Aug
includes taxes & fees
7.8/10 Good! (1,005 reviews)
"Another nice stay. Had a problem with the card key which was quickly taken care of. Highly recommend this hotel."

Reviewed on 1 Aug. 2025

Best Western Braddock Inn
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 AU$141 per night from 11 Aug to 12 Aug
AU$141
11 Aug - 12 Aug
includes taxes & fees
6.8/10 (1,008 reviews)
"This hotel is great if you want to be walking distance to dining and shops in the downtown, as well as historic trails and museums. Staff was friendly. Rooms were average- clean. Bathroom was good, vanity was small in the double queen room. There is a train that runs right behind the hotel- was surprised ..."

Reviewed on 3 Aug. 2025

Ramada by Wyndham Cumberland Downtown
See all 2,634 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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Frequently asked questions

How much does a Cumberland holiday package cost?
You'll find cheap prices on Expedia for your Cumberland break. However, factors like the season, choice of hotel and length of stay will determine how much your holiday to Cumberland costs.
What are the cheapest months to go to Cumberland?
If you're hoping to book a cheap Cumberland holiday package, consider travelling in January, February and March. You'll usually find better rates on hotels and airfares during these months — ideal for budget-conscious travellers.
How many days is enough for Cumberland?
We recommend planning a Cumberland holiday for a minimum of 2 days. This gives you enough time to check off top sights such as F. Brooke Whiting House and Museum and Gilchrist Gallery, as well as check out neighbourhoods like Bowmans Addition and Mount Savage Junction. You might even be able to fit in a day trip outside of Cumberland.
Is it worth booking a holiday package to Cumberland?
Whether you want to check out top sights such as Downtown Cumberland Historic District and C&O Canal National Historic Park Visitor's Centre on your Cumberland holiday, or coming for its excellent nature, history and culture, there's something for everyone here. With so much to experience, you'll soon find out why so many families think Cumberland is a good holiday destination.
How to find the best Cumberland package deals?
Begin your search for a Cumberland package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Cumberland package deal right away, just switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Cumberland getaway off to a flying start.
Is it cheaper to book a Cumberland holiday as a package?
You can enjoy significant savings on your next Cumberland getaway by booking a tailored holiday package. Click on the "Package" heading, then enter your travel dates and destination to see some great flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to Cumberland?
If you're planning a spontaneous Cumberland holiday, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land amazing deals on your hotels and flights by booking ahead.
How to plan a trip to Cumberland?

  1. Choose when to go: Check your schedule and get packing. Your favourite season and the type of activities available will also help you decide when to holiday in Cumberland.
  2. Figure out your budget: Ensure you have enough money to cover everything from transportation and meals to airfares and activities. Your hotel will likely be the largest expense during your trip to Cumberland.
  3. Decide your trip length: Think about how much time you want to spend discovering Cumberland. Plan your days so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to find a Cumberland holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.