Photo by KM Moore

Find Hotels with a Pool in Oakland, MD

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Pick from Oakland Hotels with a Pool and compare room rates, reviews, and availability. Most hotels are fully refundable.

Frequently asked questions

What's it like visiting Oakland?
If taking it easy by the pool is your idea of the perfect getaway, you may want to consider luxurious Oakland, which has 76 places to stay with pools. During your trip, you can explore sights such as Deep Creek Lake and Deep Creek Lake State Park, and then relax and unwind poolside at one of the accommodations in Oakland that guests like for their pools.
How many pool hotels will I be able to find in Oakland?
Expedia’s 76 hotels in Oakland give you a great choice for your poolside getaway.
What is there to see and do in Oakland?
Explore places like Deep Creek Lake while you’re in Oakland. Spend some time experiencing the great outdoors at Swallow Falls State Park and Youghiogheny River. Take in the natural beauty of Oakland with the lakeside setting and riverfront.
When is the best time to book a hotel with a pool in Oakland?
Taking into account the local weather in Oakland can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 32°F. The snowiest months in Oakland are January, December, February, and May, with each month seeing an average of 31 inches of snowfall.