Title: Book the Best HISTORIC Hotels in Oak Bluffs in 2026 | Expedia.ca

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![Sunrise striking the houses at Oak Bluffs on Martha's Vineyard, MA.](https://images.trvl-media.com/place/140231/627e7d6f-2e16-4413-8110-e90b28f97709.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/140231/627e7d6f-2e16-4413-8110-e90b28f97709.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check availability on Oak Bluffs Historic Hotels

Tonight

[Jan 17 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=140231&startDate=2026-01-17&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 18 - Jan 19](https://www.expedia.ca/Hotel-Search?regionId=140231&startDate=2026-01-18&endDate=2026-01-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=140231&startDate=2026-01-23&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=140231&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Oak Bluffs historic hotels

![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/10000/9953/aa02dacb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/1000000/10000/10000/9953/78ad9652.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/10000/9953/w1240h900x20y0-2c2f6896.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch served; American cuisine, alfresco dining ](https://images.trvl-media.com/lodging/1000000/10000/10000/9953/w1280h882x0y8-1138e6a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Inn on the Square

[](https://www.expedia.ca/Falmouth-Hotels-Inn-On-The-Square.h9953.Hotel-Information)

Falmouth

8.6/10

Excellent

(1,001 reviews)

"Great location Comfortable beds Reasonably price "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Thomas

CA $142

CA $196 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Falmouth-Hotels-Inn-On-The-Square.h9953.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/45000000/44010000/44001200/44001146/655c2da9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/45000000/44010000/44001200/44001146/b6d9f53d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/45000000/44010000/44001200/44001146/3b4350ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/45000000/44010000/44001200/44001146/bf39300a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Seaview Suite: GREAT VIEWS, VERY CLOSE TO BEACH!

[](https://www.expedia.ca/East-Wareham-Hotels-The-Seaview-Suite-Great-Views.h44001146.Hotel-Information)

Onset

9.8/10

Exceptional

(28 reviews)

"We’ve never to the area before and loved it! Location is perfect!!! Place was clean and well stocked. Host was amazing! This was a beautiful getaway can’t wait to be back! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

maria O.

CA $199

CA $534 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/East-Wareham-Hotels-The-Seaview-Suite-Great-Views.h44001146.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/43000000/42740000/42732700/42732607/2ca9694b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/43000000/42740000/42732700/42732607/2dc1e365.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/43000000/42740000/42732700/42732607/b8e1539e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/43000000/42740000/42732700/42732607/1c22f840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious and Bright , Very Close to Beach!

[](https://www.expedia.ca/East-Wareham-Hotels-Spacious-And-Bright.h42732607.Hotel-Information)

Onset

9.6/10

Exceptional

(22 reviews)

"Amazing location, clean, spacious suite, great communication with the host, overall a great experience! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bernadette C.

CA $199

CA $534 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/East-Wareham-Hotels-Spacious-And-Bright.h42732607.Hotel-Information)

![Smart TV, DVD player](https://images.trvl-media.com/lodging/51000000/50890000/50881400/50881359/8a6bd89f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/51000000/50890000/50881400/50881359/04fb6552.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, in-room safe, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/51000000/50890000/50881400/50881359/aef25d53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/51000000/50890000/50881400/50881359/c69cb904.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Seashell Cove - Martha's Vineyard

[](https://www.expedia.ca/Edgartown-Hotels-The-Seashell-Cove.h50881359.Hotel-Information)

Katama

9.8/10

Exceptional

(24 reviews)

"Property was perfectly kept and very comfortable. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Steve D.

CA $348

CA $796 total

includes taxes & fees

Jan 26 - Jan 27

[](https://www.expedia.ca/Edgartown-Hotels-The-Seashell-Cove.h50881359.Hotel-Information)

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](https://expedia.ca/Hotel-Search?startDate=2026-01-31&endDate=2026-02-01&regionId=140231&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true)

## Top Oak Bluffs Hotel Reviews

![Mansion House Inn And Spa](https://images.trvl-media.com/lodging/3000000/2190000/2182100/2182094/e86ce24b_y.jpg)

### Mansion House Inn And Spa

10/10 Excellent

"My favorite place to stay on the Island! "

[](https://expedia.ca/Vineyard-Haven-Hotels-Mansion-House-Inn-And-Spa.h2182094.Hotel-Information)

![The Coonamessett](https://images.trvl-media.com/lodging/7000000/6600000/6591200/6591194/4add9b13_y.jpg)

### The Coonamessett

10/10 Excellent

"Everything was great. Just very bummed that tbe bar was closed.we planned to get a bite and drink after a function we went to lime we did the year before. So we did have to drive"

[](https://expedia.ca/Falmouth-Hotels-The-Coonamessett.h6591194.Hotel-Information)

![Sea Crest Beach Resort](https://images.trvl-media.com/lodging/1000000/30000/25600/25567/19fd0067_y.jpg)

### Sea Crest Beach Resort

10/10 Excellent

"Great location."

[](https://expedia.ca/North-Falmouth-Hotels-Sea-Crest-Beach-Hotel.h25567.Hotel-Information)

![Hyannis Plaza Hotel](https://images.trvl-media.com/lodging/2000000/1120000/1119300/1119277/f7fc1d07_y.jpg)

### Hyannis Plaza Hotel

10/10 Excellent

"The best staff abd it was clean and beautiful "

[](https://expedia.ca/Hyannis-Hotels-Hyannis-Plaza-Hotel.h1119277.Hotel-Information)

![Inn on the Square](https://images.trvl-media.com/lodging/1000000/10000/10000/9953/27ed2889_y.jpg)

### Inn on the Square

10/10 Excellent

"This was our 2nd stay. We stay here when visiting family in December. Hotel is clean, comfortable and quiet. Bathroom is spacious. Very easy to walk town. "

[](https://expedia.ca/Falmouth-Hotels-Inn-On-The-Square.h9953.Hotel-Information)

![Faraway Martha's Vineyard](https://images.trvl-media.com/lodging/1000000/70000/65700/65623/10e4fb42_y.jpg)

### Faraway Martha's Vineyard

10/10 Excellent

"Very cozy comfortable hotel!!"

[](https://expedia.ca/Edgartown-Hotels-Faraway-Marthas-Vineyard.h65623.Hotel-Information)

![Harbor View Hotel](https://images.trvl-media.com/lodging/1000000/10000/8600/8504/7b9d68f4_y.jpg)

### Harbor View Hotel

10/10 Excellent

"Cannot wait to return 😊"

[](https://expedia.ca/Edgartown-Hotels-Harbor-View-Hotel.h8504.Hotel-Information)

## Frequently asked questions

### What can a history enthusiast expect from a trip to Oak Bluffs?

### How many historical hotels are located in Oak Bluffs?

### What are the most important historical places and other sights to visit in Oak Bluffs?

### What is a historic hotel like in Oak Bluffs?

### What is the difference between a historic hotel and a heritage hotel?

### Do historic hotels in Oak Bluffs have modern facilities?

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- [Inkwell Beach ](https://www.expedia.ca/Inkwell-Beach-Oak-Bluffs.d6172306.Vacation-Attraction)
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- [Car rentals near Oak Bluffs Harbor ](https://www.expedia.ca/Car-Rentals-In-Oak-Bluffs-Harbor.d553248621562507062.Car-Rental-Guide)
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