Oakland Holidays

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Where to stay in Oakland

Find the best Oakland areas and neighborhoods for the activities you enjoy most. Learn more about Oakland

Top hotels in Oakland

Baja Motel

Baja Motel

2 out of 5
1501 Maryland Hwy, Oakland, MD
8.8/10 Excellent! (81 reviews)
Cute little motel
Super cute outside! Clean room, dated. TV took a bit to get set up. Fridge was good. Sleep was not the best. We had noisy late night guests above us until about 2:30. A train came by overnight and honked twice. The road noise settles down late.

Reviewed on 20 Oct, 2025

Baja Motel
The Garrett Inn

The Garrett Inn

2.5 out of 5
17848 Garrett Highway, Oakland, MD
The price is S$160 per night from 3 Nov to 4 Nov
S$160
3 Nov - 4 Nov
includes taxes & fees
9.6/10 Exceptional! (404 reviews)
Close proximity to Deep Creek Lake. Great accommodation at a reasonable cost.

Reviewed on 1 Oct, 2025

The Garrett Inn
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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