Find Historic Hotels in Oakland, MD from CA $230

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Oakland Historic Hotels

Our top choices for Oakland historic hotels

Smart TV, fireplace, DVD player, books

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

Butterfly Suite-Enchanted Elegance near DCL/Wisp! Fireplace! Meadow/Forest View!
Accident
10.0 out of 10, Exceptional, (87 reviews)
"The Butterfly Suite is beautiful and cozy. Beautiful meadow/Garden/Woodline view. Thoughtfully decorated and supplied for a relaxing and recharging get away. We enjoyed our stay. "
United States
Daniel B.
The price is CA $116
CA $282 total
includes taxes & fees
Feb 17 - Feb 18
Butterfly Suite-Enchanted Elegance near DCL/Wisp! Fireplace! Meadow/Forest View!
Indoor pool, a heated pool

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

The Board Room-Enchanted Table Meadow. Near Deep Creek Lake & Wisp! Forest View!
Accident
9.6 out of 10, Exceptional, (79 reviews)
"The place was very nice and comfortable! "
United States
Karen J.
The price is CA $109
CA $305 total
includes taxes & fees
Mar 10 - Mar 11
The Board Room-Enchanted Table Meadow. Near Deep Creek Lake & Wisp! Forest View!
Property grounds

Canaan Valley 1BR renovated 1BR, family friendly.

Canaan Valley 1BR renovated 1BR, family friendly.
Davis
9.6 out of 10, Exceptional, (84 reviews)
"Great stay for the short trip!"
United States
Dusty H.
The price is CA $89
CA $230 total
includes taxes & fees
Feb 19 - Feb 20
Canaan Valley 1BR renovated 1BR, family friendly.
Smart TV, DVD player, books

Riverside Loft with Huge Deck on GAP Trail

Riverside Loft with Huge Deck on GAP Trail
Confluence
10.0 out of 10, Exceptional, (49 reviews)
"The Casselman River Loft was very well decorated, had a great view of the river and was centrally located to the town. The layout of the loft was very well suited for two couples or a family with children. The beds and sofas were extremely comfortable. We were visiting for a wedding and saw some of the other accommodations and ours was far superior. If visiting Confluence, I would highly recommend the Casselman River Loft."
United States
Shari V.
The price is CA $245
CA $565 total
includes taxes & fees
Feb 17 - Feb 18
Riverside Loft with Huge Deck on GAP Trail
Terrace/patio

Historic Farm, Near Lake, 10 Acres, Newly Renovated

Historic Farm, Near Lake, 10 Acres, Newly Renovated
Swanton
10.0 out of 10, Exceptional, (11 reviews)
"Fantastic place to have a group gathering for married couples. We all had an amazing time! The place was beautiful. The host was gracious. Looking forward to returning again. "
United States
Taifa G.
The price is CA $2,247
CA $3,213 total
includes taxes & fees
Feb 17 - Feb 18
Historic Farm, Near Lake, 10 Acres, Newly Renovated
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.
View all properties

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now

Top Oakland Hotel Reviews

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 821 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 Oakland Golf Course.
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.

Explore a world of travel with Expedia