Photo by KM Moore

Find Historic Hotels in Oakland, MD

Start date: Check-in selected.
To Date
End date: Check-out
    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

This weekend
Next weekend

Top Oakland Historic Hotels

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

10.0 out of 10, Exceptional, (86)
"Nice for a short stay! Super cute little area for our little family ! Would definitely go back ! "
The price is AED 312
AED 756 total
includes taxes & fees
27 Oct - 28 Oct
Butterfly Suite-Enchanted Elegance near DCL/Wisp! Fireplace! Meadow/Forest View!

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

9.6 out of 10, Exceptional, (74)
"Lovely quiet retreat. Comfortable, spacious, and nicely decorated "
The price is AED 275
AED 756 total
includes taxes & fees
4 Nov - 5 Nov
The Board Room-Enchanted Table Meadow. Near Deep Creek Lake & Wisp! Forest View!

Historic Farm, Near Lake, 10 Acres, Newly Renovated

9.8 out of 10, Exceptional, (10)
"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. "
The price is AED 5,510
AED 7,833 total
includes taxes & fees
7 Nov - 8 Nov
Historic Farm, Near Lake, 10 Acres, Newly Renovated

Stunning modern farmhouse with Lake Access and Free Golf!

10.0 out of 10, Exceptional, (18)
"It was a wonderful experience and host was so friendly and gracious!"
The price is AED 3,802
AED 6,221 total
includes taxes & fees
9 Oct - 10 Oct
Stunning modern farmhouse with Lake Access and Free Golf!

Modern, spacious Loft with River View just off GAP trail

10.0 out of 10, Exceptional, (47)
"Lovely, tastefully decorated home with an amazing river view and a fully equipped kitchen where we made several meals. Direct access to GAP trail, for biking to Ohiopyle and Pinkerton bridges. Beautiful hikes nearby with waterfall Bald Eagle sighting and spring wild flowers. People with mobility problems may struggle with stairs. "
The price is AED 1,102
AED 2,041 total
includes taxes & fees
9 Oct - 10 Oct
Modern, spacious Loft with River View just off GAP trail

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

9.2 out of 10, Wonderful, (130)
"The lodge was a perfect weekend getaway. Beautiful scenery tucked away in the green woods of PA. Our group had a fantastic time, and enjoyed the river the lodge resides on. "
The price is AED 1,653
AED 3,066 total
includes taxes & fees
9 Oct - 10 Oct
Chief Nemacolin's Lodge | 3BR, 3BA, Hot Tub, Fireplace, Private & Spacious, Sleeps 14!

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

8.8 out of 10, Excellent, (179)
"Great property! Clean, well stocked, and the hot tub was fabulous!"
The price is AED 1,240
AED 2,322 total
includes taxes & fees
9 Oct - 10 Oct
Cedar Lodge | 4BR, 2BA, Hot Tub, Fireplace, Private Yard
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.

Top Oakland Hotel Reviews

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 830 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.