Find Historic Hotels in Oak Bluffs, MA

    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
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Oak Bluffs Historic Hotels

Tonight
21 Jul - 22 Jul
Tomorrow
22 Jul - 23 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

Top Oak Bluffs Historic Hotels

Pequot Hotel
Beach nearby, beach towels

Pequot Hotel

3.0 star property
9.4 out of 10, Exceptional, (527)
"Decent hotel . Nice stay !"
The price is SAR 1,497
SAR 1,672 total
includes taxes & fees
27 Jul - 28 Jul
Pequot Hotel
Madison Inn
Exterior

Madison Inn

2.5 star property
9.8 out of 10, Exceptional, (77)
"Great location! Very clean rooms and friendly staff."
Madison Inn
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 Oak Bluffs Hotel Reviews

Hyannis Plaza Hotel

Hyannis Plaza Hotel

10/10 Excellent
"Convenient to shops and restaurants"
Tina 3-night trip
Posted 4 days ago
Hyannis Plaza Hotel

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 relaxing area.
How many historical hotels are located in Oak Bluffs?
In Oak Bluffs, there are 403 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 East Chop Light and Cottage Museum in Oak Bluffs might be worth a visit. Natural beauty is on display at Oak Bluffs Town Beach, Inkwell Beach, and Ocean Park. 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.