Oakland Holidays
Photo by KM Moore
- Plan, book, travel with confidence
Better together
Save up to €185 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Where to stay in Oakland
Find the best Oakland areas and neighborhoods for the activities you enjoy most. Learn more about Oakland
Mountainside
Mountainside might not have many top sights, but Deep Creek Lake and Deep Creek Lake State Park are two attractions nearby that you can check out.
Top hotels in Oakland
Baja Motel
1501 Maryland Hwy, Oakland, MD
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (73 reviews)
"It was a nice place to stay for the night while traveling"
Reviewed on 26 Aug 2025
The Garrett Inn
17848 Garrett Highway, Oakland, MD
Fully refundableReserve now, pay when you stay
The price is €105 per night from 1 Sept to 2 Sept
€105
1 Sept - 2 Sept
includes taxes & fees
Amazing Central Location! Lakefront! Hot tub/dock!
Oakland
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.
More trip options
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.