A row of colorful, historic houses with a central path.

Find Historic Hotels in Oak Bluffs, MA

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Check availability on Oak Bluffs Historic Hotels

Tonight
Sep 4 - Sep 5
Tomorrow
Sep 5 - Sep 6
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

Top Oak Bluffs Hotel Reviews

Hyannis Plaza Hotel

Hyannis Plaza Hotel

10/10 Excellent
"The room is bigger, and hotel is closer to the shopping and restaurant."
Arlinda 1-night trip
Posted 2 hours ago
Hyannis Plaza Hotel
Inn on the Square

Inn on the Square

10/10 Excellent
"Parking on site. Located close to bike path and walking distance to downtown restaurants."
Dwight 2-night trip
Posted 3 days ago
Inn on the Square
The Coonamessett

The Coonamessett

8/10 Good
"Stayed in 2019 after a renovation and the property was not as pristine nor the grounds as well manicured."
Mary 8-night trip
Posted 9 days ago
The Coonamessett
Faraway Martha's Vineyard

Faraway Martha's Vineyard

8/10 Good
"I enjoyed my stay in the Chappy House – Room 409, a suite with its on entrance from the outside. It was very well appointed and similar to a spacious one bedroom apartment without the kitchen. Must be capable of maneuvering stone pathways and steps to access it. Very nice for a long-term stay. I’d be interested in purchasing one! (Luxury vinyl plank flooring needs repairing in one hallway spot — barely noticeable.) 🙂"
Fred 1-night trip
Posted 2 weeks ago
Faraway Martha's Vineyard

Frequently asked questions

What can a history enthusiast expect from a trip to Oak Bluffs?
You're likely already making plans to see the historical sites while you're staying in Oak Bluffs. Visit the shops and waterfront while you're in town. You can also take some time enjoying the beaches in this walkable area.
How many historical hotels are located in Oak Bluffs?
In Oak Bluffs, there are 374 hotel accommodations bookable on Expedia but not many designated as historic hotels.
What are the most important historical places and other sights to visit in Oak Bluffs?
Landmarks like Cottage Museum and East Chop Light in Oak Bluffs might be worth a visit. Natural beauty is on display at Ocean Park, Oak Bluffs Town Beach, and Inkwell Beach. A couple of additional sights to add to your agenda are Circuit Avenue and Oak Bluffs Harbor.
What is a historic hotel like in Oak Bluffs?
Guests who book a historic hotel can stay in a place that has an officially recognized historic designation. A palace, castle, stately home or even a lodge, pub, or skyscraper can be identified as a historic hotel provided that it's of special interest. Traditional architecture and period features are often found in the guestrooms or communal spaces of historic hotels in Oak Bluffs, giving a historical feel.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is a term often used in Asia and Europe, while "historic hotel" is a term often used in the U.S. but overall the terms are quite similar. The physical building and architecture of a historic hotel is generally the most important aspect. For a heritage hotel, often it's the cultural value and how it shaped the community.
Do historic hotels in Oak Bluffs have modern facilities?
Hotels include modern conveniences and safety features you might expect, while every effort is made to preserve treasured traditions and historic facades. Smart TVs, WiFi, updated bathroom facilities, and the popular amenities found in most hotels will be available in a historic hotel. Rest assured that when you select a historic hotel in Oak Bluffs, you won't be staying at a place that is rundown or uncomfortable.

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