Photo by KM Moore

Find Historic Hotels in Oakland, MD

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Pick from 1 Oakland Historic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Three Bedroom Cabin, Hot Tub, Wooded Lot, Access to Lake, Family, Pet Friendly.
9.4 out of 10, Exceptional, (100)
"This was the second time we stayed at this house. We had beautiful weather, but the house was a wonderful retreat when we needed to cool down and relax. It's a quiet neighborhood that is located perfectly to get to town quickly or enjoy state parks."
Three Bedroom Cabin, Hot Tub, Wooded Lot, Access to Lake, Family, Pet Friendly.
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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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 864 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, Swallow Falls State Park, and Youghiogheny River. A couple of additional sights to add to your agenda are Herrington Manor State Park and Wolf Den Run State 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.