Cumberland Holidays

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  • Better together

    Save up to S$134 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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The Annual Holiday Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.
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Top hotels in Cumberland

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
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Rocky Gap Casino & Resort
Sleep Inn & Suites Cumberland - LaVale

Sleep Inn & Suites Cumberland - LaVale

2.5 out of 5
13320 Ali Ghan Road NE Cumberland MD
Fully refundable
The price is S$135 per night from 31 Mar to 1 Apr
S$135
31 Mar - 1 Apr
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
Clean, convenient location, comfortable beds. The only suggestion for improvement is better coffee!

Reviewed on 9 Mar, 2026

Sleep Inn & Suites Cumberland - LaVale
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 S$95 per night from 24 Mar to 25 Mar
S$95
24 Mar - 25 Mar
includes taxes & fees
8/10 Very Good! (1,006 reviews)
Room clean

Reviewed on 9 Mar, 2026

Best Western Braddock Inn
See all 2,408 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.

Popular places to visit

Great trains in Cumberland. Rudd the rail to Frostberg.

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.

Downtown Cumberland Historic District

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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. 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.