Oldtown Holidays
Book a Hotel + Flight or Car together to unlock savings
Photo by Kayla Berry
Top hotels in Oldtown
Rocky Gap Casino & Resort
16701 Lakeview Road NE Cumberland MD
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,436 reviews)
Beautiful sceneries, lots to do and quick access to Cumberland if there, for some reason, you cant find something there. Absolutely impeccably clean rooms and public areas. Friendly staff. Cant wait to come back over the summer months to try all of the outdoor stuff!
Reviewed on 6 Jan 2026
Ramada by Wyndham Cumberland Downtown
100 South George Street Cumberland MD
Fully refundableReserve now, pay when you stay
The price is 1.920.045 ₫ per night from 13 Jan to 14 Jan
1.920.045 ₫
2.188.852 ₫ total
13 Jan - 14 Jan
includes taxes & fees
6.8/10 (1,006 reviews)
Great hotel Friendly Staff nice Breakfast
Reviewed on 2 Jan 2026
Sleep Inn & Suites Cumberland - LaVale
13320 Ali Ghan Road NE Cumberland MD
Fully refundable
The price is 2.433.545 ₫ per night from 1 Feb to 2 Feb
2.433.545 ₫
2.774.241 ₫ total
1 Feb - 2 Feb
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
Great room great breakfast convenient
Reviewed on 3 Jan 2026
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
Paw Paw Tunnel
Find out about the history of Oldtown when you spend time at Paw Paw Tunnel. Amble around this relaxing area's forests or seek out the hiking trails.
Chesapeake and Ohio Canal National Historical Park
Explore the great outdoors at Chesapeake and Ohio Canal National Historical Park, a lovely green space in Oldtown. Amble around this romantic area's forests or seek out the hiking trails.
