Cumberland Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 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
Top hotels in Cumberland
Rocky Gap Casino & Resort
"As usual a very nice stay 👍👍"
Reviewed on 8 Jun, 2026
Best Western Braddock Inn
"Amazing breakfast and staff would do it again for sure"
Reviewed on 9 Jun, 2026
Sleep Inn & Suites Cumberland - LaVale
"Poor bed mattress support is forcing my wife to sleep on the opposite side of the bed."
Reviewed on 9 Jun, 2026
Popular places to visit
Downtown Cumberland Historic District
Find out about the history of Cumberland when you take a trip to Downtown Cumberland Historic District. Discover the area's mountain views and casinos.
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- 5 Star Hotels in Accident
- Accident Hotels
- Resorts in Accident
- Hotels near Antietam Creek
- Big Pool Hotels
- Clear Spring Hotels
- Cumberland Hotels
- Hotels near Deep Creek Lake
- Deer Park Hotels
- Flintstone Hotels
- Resorts in Flintstone
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- Hotels with indoor pool in Grantsville
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- Hotels with smoking rooms in Hagerstown
- Hagerstown Hotels
- Hotels near Hagerstown Premium Outlets
- Hancock Hotels
- Keedysville Hotels
- Lavale Hotels
- Hotels near Lodestone Golf Club
- Luke Hotels
- Mchenry Hotels
- Oakland Hotels
- Oldtown Hotels
- Sky Valley Hotels
- Hotels near Swallow Falls State Park
- Swanton Hotels
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
