Find Historic Hotels in Oak Bluffs, MA

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Check availability on Oak Bluffs Historic Hotels

Tonight
24 Jun - 25 Jun
Tomorrow
25 Jun - 26 Jun
This weekend
27 Jun - 29 Jun
Next weekend
4 Jul - 6 Jul

Top Oak Bluffs Historic Hotels

Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!
On the beach, sun loungers, beach towels

Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!

9.8 out of 10, Exceptional, (54)
"Excellent location and gorgeous apartment. Close to beach , shops , restaurants. Beach across from apartment is very clean and beautiful. We definitely will come back . Owner is awesome. "
The price is SAR 1,876
SAR 3,311 total
includes taxes & fees
25 Jun - 26 Jun
Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!
Gosnold Manor 300 Yards To Veterans Park Beach, recently updated home.
Beach nearby, sun loungers, beach towels

Gosnold Manor 300 Yards To Veterans Park Beach, recently updated home.

9.8 out of 10, Exceptional, (24)
"Great peaceful calming"
The price is SAR 2,293
SAR 4,810 total
includes taxes & fees
26 Jun - 27 Jun
Gosnold Manor 300 Yards To Veterans Park Beach, recently updated home.
Hyannis Inn
Indoor pool, open 9:00 AM to 8:30 PM, sun loungers

Hyannis Inn

2.0 star property
8.6 out of 10, Excellent, (1010)
"Great place to stay ! "
Hyannis Inn
Craigville Beach Inn
Miscellaneous

Craigville Beach Inn

2.0 star property
8.6 out of 10, Excellent, (418)
"Great location, clean and comfortable room and the woman (owner?) at the front desk was so friendly and gave lots of info about the area. Will definitely stay there again."
The price is SAR 604
SAR 692 total
includes taxes & fees
25 Jun - 26 Jun
Craigville Beach Inn
New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!
Fridge, microwave, oven, stovetop

New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!

10.0 out of 10, Exceptional, (27)
"Great location and nice house! "
The price is SAR 2,702
SAR 4,758 total
includes taxes & fees
25 Jun - 26 Jun
New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!
The Seashell Cove - Martha's Vineyard
Terrace/patio

The Seashell Cove - Martha's Vineyard

9.6 out of 10, Exceptional, (18)
"My family and I had a great stay in this lovely home!! The house had everything we needed and was a great starting point for all island adventures. Charles was so helpful throughout the entire trip. We would most certainly stay here again!"
The price is SAR 5,628
SAR 7,883 total
includes taxes & fees
24 Jul - 25 Jul
The Seashell Cove - Martha's Vineyard
Centrally-Located New Seabury Waterfront: Last Summer Week at -35% August 23-29!
Property grounds

Centrally-Located New Seabury Waterfront: Last Summer Week at -35% August 23-29!

10.0 out of 10, Exceptional, (124)
"Very nice and would stay there again"
The price is SAR 4,878
SAR 7,876 total
includes taxes & fees
19 Jul - 20 Jul
Centrally-Located New Seabury Waterfront: Last Summer Week at -35% August 23-29!
Vineyard Harbor Motel - Private Beach
Courtyard

Vineyard Harbor Motel - Private Beach

2.5 star property
9.0 out of 10, Wonderful, (419)
"Clean, friendly staff and great ocean front view. "
Vineyard Harbor Motel - Private Beach
One Bedroom Private Cottage on Large Quiet Property.
TV

One Bedroom Private Cottage on Large Quiet Property.

9.8 out of 10, Exceptional, (6)
"This is a lovely cottage on a beautiful property. I highly recommend it."
The price is SAR 844
SAR 1,391 total
includes taxes & fees
29 Jun - 30 Jun
One Bedroom Private Cottage on Large Quiet Property.
Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site
Terrace/patio

Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site

10.0 out of 10, Exceptional, (21)
"This was the perfect place for a weekend on the island. Great location and my son loved the upstairs rooms to play in. "
The price is SAR 1,872
SAR 2,389 total
includes taxes & fees
6 Jul - 7 Jul
Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site
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.

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 387 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.