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Find Luxury Hotels in Oakland, MD

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Check availability on Oakland Luxury Hotels

Tonight
Dec 29 - Dec 30
Tomorrow
Dec 30 - Dec 31
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Oakland luxury hotels

The Grand Lodge Accessible Patio Suite | Terrace/patio
Nemacolin

Nemacolin

Nemacolin
4.5 star property
Nemacolin
9.2 out of 10, Wonderful, (463)
"Everything was amazing. Staff was beyond polite and accommodating. Room was clean and beautiful. Food an amenities exceptional. Well worth the cost. Would definitely recommend."
Canada
David
The price is NT$27,348
NT$31,988 total
includes taxes & fees
Jan 18 - 2026/1/19
Nemacolin
Computer monitors, printers
Cannon Hill Inn

Cannon Hill Inn

Cannon Hill Inn
4.0 star property
Rowlesburg
9.2 out of 10, Wonderful, (40)
"The place was clean and the other guests were pleasant. "
United States
Shawnna
The price is NT$2,111
NT$3,436 total
includes taxes & fees
Dec 31 - 2026/1/1
Cannon Hill 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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Top Oakland Hotel Reviews

Frequently asked questions

Are you searching for a great accommodation for your luxury holiday in Oakland?
Use Expedia to arrange your flight to Morgantown, WV (MGW-Morgantown Municipal) airport or Elkins, WV (EKN-Randolph County) airport, and then choose from a variety of places to stay that will deliver the luxury you seek. Amenities are important when you plan a trip, so we make it easy to find what you need to make your stay relaxing and comfortable. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Oakland has to offer. Known for its riverfront, Oakland also has some interesting things to see and do including Deep Creek Lake, so you may want to take in the local sights during your visit.
When can I expect good weather in Oakland?
Planning for the weather is an important factor for making your trip to Oakland a success, especially when you're splurging. 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.
What's there to see and do in Oakland?
Enjoy all that Oakland has to offer when you visit Deep Creek Lake, Herrington Manor State Park, and Swallow Falls State Park. If you have extra time while you're in the area, you might want to stop by Youghiogheny River and Mount Nebo Wildlife Management Area.

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