Photo by KM Moore

Find Historic Hotels in Oakland, MD

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on Oakland Historic Hotels

Top Oakland Historic Hotels

The Board Room-Enchanted Table Meadow. Near Deep Creek Lake & Wisp! Forest View!

9.6 out of 10, Exceptional, (66)
"We chose this stay for a long overdue reunion of friends. It had everything the four of us could ask for. Will definitely keep it in our plans for next time."
The price is AED 386
AED 897 total
includes taxes & fees
26 Jun - 27 Jun
The Board Room-Enchanted Table Meadow. Near Deep Creek Lake & Wisp! Forest View!

Butterfly Suite-Enchanted Elegance near DCL/Wisp! Fireplace! Meadow/Forest View!

10.0 out of 10, Exceptional, (82)
"Lovely place and very romantic getaway!"
The price is AED 347
AED 791 total
includes taxes & fees
23 Jun - 24 Jun
Butterfly Suite-Enchanted Elegance near DCL/Wisp! Fireplace! Meadow/Forest View!

Canaan Valley 1BR renovated 1BR, family friendly.

9.6 out of 10, Exceptional, (77)
"Great location and had everything we needed for a snowy ski weekend. Would definitely stay again."
The price is AED 253
AED 636 total
includes taxes & fees
24 Jun - 25 Jun
Canaan Valley 1BR renovated 1BR, family friendly.

Mountain View Lodge | 9BR, 3BA, Pool, Hot Tub, Amazing Views!

9.0 out of 10, Wonderful, (61)
"Easy check in process and hosts were easy to communicate with"
The price is AED 3,485
AED 5,506 total
includes taxes & fees
1 Jul - 2 Jul
Mountain View Lodge | 9BR, 3BA, Pool, Hot Tub, Amazing Views!

Mountain Majesty | 5BR, 2.5BA, Pool, Hot Tub, Close to Ohiopyle

8.4 out of 10, Very Good, (79)
"We had such a wonderful stay at this home away from home. We were able to utilize the pool and hot-tub, relax and play board games with friends, and just get away from the city for a bit. W Weill be absolutely booking this place again!"
The price is AED 3,428
AED 5,180 total
includes taxes & fees
19 Jul - 20 Jul
Mountain Majesty | 5BR, 2.5BA, Pool, Hot Tub, Close to Ohiopyle

Cedar Lodge | 4BR, 2BA, Hot Tub, Fireplace, Private Yard

8.8 out of 10, Excellent, (177)
"Overall great property! Could have used a dishwasher as it is a house that accommodates 12 people….lots of dishes to do! Loved the Christmas tree set in place for us - gave the weekend a great Christmas vibe!"
The price is AED 1,239
AED 2,334 total
includes taxes & fees
22 Jun - 23 Jun
Cedar Lodge | 4BR, 2BA, Hot Tub, Fireplace, Private Yard

Chief Nemacolin's Lodge | 3BR, 3BA, Hot Tub, Fireplace, Private & Spacious, Sleeps 14!

9.2 out of 10, Wonderful, (128)
"This cabin was just what we needed! We had 12 people stay. We hiked Cucumber Falls, took photos at Natural Waterslides, went skiing, visited Fallingwater, played games, used the hot tub, and so much more!!! I can't wait to go back in the fall. Such a perfect place. "
The price is AED 1,653
AED 3,031 total
includes taxes & fees
2 Jul - 3 Jul
Chief Nemacolin's Lodge | 3BR, 3BA, Hot Tub, Fireplace, Private & Spacious, Sleeps 14!
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.

Frequently asked questions

What should a history buff expect from a stay in Oakland?
Sights with historical relevance in Oakland are probably at the top of your sightseeing list. Why not appreciate the lakeside during your visit?
How many historical hotels will I find in Oakland?
Oakland is home to 894 hotel accommodations bookable on Expedia though you won't find many designated historic hotels.
What are the top historical sites and other places to visit in Oakland?
Favorite places to visit include Deep Creek Lake, Herrington Manor State Park, and Swallow Falls State Park. A couple of additional sights to add to your agenda are Youghiogheny River and Broadford Park.
What is a historic hotel like in Oakland?
By booking a historic hotel, guests can stay in a place that has an official historic designation. A castle, stately home, palace or even a pub, lodge, old police station, or skyscraper can be identified as a historic hotel as long as it's a place of special interest. Traditional architecture and period features are often preserved in the guestrooms or communal spaces of such hotels in Oakland, giving a real sense of character.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is more common in Asia and Europe, while "historic hotel" is more common in the U.S. overall though the terms are similar. The architecture and actual building of historic hotels are generally the most important aspect. For a heritage hotel, mainly, it's cultural value along with how it inspired the community.
Do historic hotels in Oakland have modern facilities?
Hotel interiors feature the modern conveniences and safety features you've come to expect, but every effort is made to preserve treasured traditions and historic facades. Private rooms with updated bathroom facilities, heating and air conditioning, free and fast Internet, and the normal amenities found at a contemporary hotel will be available in a historic hotel. When you choose a historic hotel in Oakland, don't worry that you'll find a place that's uncomfortable or rundown.