Title: Book the Best HISTORIC Hotels in Oak Bluffs in 2025 | Expedia.ca [Hotels in Oak Bluffs](https://expedia.ca/Oak-Bluffs-Hotels.d140231.Travel-Guide-Hotels)[Vacation Rentals in Oak Bluffs](https://expedia.ca/Oak-Bluffs-Vacation-Rentals.d140231.Travel-Guide-VacationRentals)[Flights to Oak Bluffs](https://expedia.ca/Cheap-Flights-To-Oak-Bluffs.d140231.Travel-Guide-Flights)[Oak Bluffs Car Rentals](https://expedia.ca/Car-Rentals-In-Oak-Bluffs.d140231.Car-Rental-Guide)[Oak Bluffs Vacation Packages](https://expedia.ca/Oak-Bluffs.d140231.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/8bd66a7ae7636691016dd57f41ee8c80.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Oak Bluffs, MA from CA $206 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Oak Bluffs Historic Hotels Tonight [Oct 28 - Oct 29](https://www.expedia.ca/Hotel-Search?regionId=140231&startDate=2025-10-28&endDate=2025-10-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 29 - Oct 30](https://www.expedia.ca/Hotel-Search?regionId=140231&startDate=2025-10-29&endDate=2025-10-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=140231&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=140231&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Oak Bluffs Historic Hotels ![Miscellaneous](https://images.trvl-media.com/lodging/4000000/3810000/3809100/3809041/eaf47243.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3810000/3809100/3809041/f5112eac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/4000000/3810000/3809100/3809041/731ea609.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Cottage, Private Bathroom (2 Queens w/ Patio) | Exterior](https://images.trvl-media.com/lodging/4000000/3810000/3809100/3809041/fd3d3ebd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Craigville Beach Inn Centerville 8.6/10 Excellent (446) "Love the craigville inn. We have stayed here multiple times and will continue to do so!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $180 CA $206 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Centerville-Hotels-Craigville-Beach-Inn.h3809041.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/45000000/44010000/44001200/44001146/3b4350ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/45000000/44010000/44001200/44001146/9cc5f48c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/45000000/44010000/44001200/44001146/cfa02550.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) ### The Seaview Suite: GREAT VIEWS, VERY CLOSE TO BEACH! Onset 9.8/10 Exceptional (26) "The space was perfect for our needs. The beds were comfortable, the rooms were very clean. If needed, we would definitely come back to this rental." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lynn CA $238 CA $587 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/East-Wareham-Hotels-The-Seaview-Suite-Great-Views.h44001146.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/43000000/42740000/42732700/42732607/1c22f840.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) ![Beach nearby, beach towels](https://images.trvl-media.com/lodging/43000000/42740000/42732700/42732607/d3800c9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/43000000/42740000/42732700/42732607/6c7afde1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious and Bright , Very Close to Beach! Onset 9.6/10 Exceptional (22) "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 $238 CA $587 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/East-Wareham-Hotels-Spacious-And-Bright.h42732607.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/38000000/37690000/37685300/37685249/9c00f554.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/38000000/37690000/37685300/37685249/785c703f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/38000000/37690000/37685300/37685249/d4100beb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/38000000/37690000/37685300/37685249/1112d4d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!! Barnstable 10/10 Exceptional (30) "We enjoyed the short walk to Four Seas, the best ice cream on the Cape, Craigville Beach and more. The house was perfectly set up for lounging on the porch, cooking meals or eating lobster rolls from Osterville Fish Market. The house was clean and the beds were luxurious, even the bunk bed. The host was easy to contact with any questions. It was a flawless experience and I am just counting the months until our next stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sara P. CA $629 CA $1,271 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Centerville-Hotels-New-Construction-Craigville-Beach.h37685249.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/51000000/50890000/50881400/50881359/e4a4a2f5.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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/51000000/50890000/50881400/50881359/4b01bb13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Seashell Cove - Martha's Vineyard Katama 9.8/10 Exceptional (23) "Property was perfectly kept and very comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steve D. CA $535 CA $1,040 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Edgartown-Hotels-The-Seashell-Cove.h50881359.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33710000/33705200/33705139/f87fa2ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33710000/33705200/33705139/cd443f18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33710000/33705200/33705139/022a5a12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/34000000/33710000/33705200/33705139/31b0a8e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Captains House - Newly Renovated Primary Bathroom and Upgraded Kitchen West Tisbury 10/10 Exceptional (57) "Perfect spot for a low key family vacation in MV. The hosts were amazing too. Sad to leave!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan U. CA $1,328 CA $2,665 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Vineyard-Haven-Hotels-Historic-Captains-House-Newly-Renovated-Primary-Bathroom-And-Upgraded-Kitchen.h33705139.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=2025-11-11&endDate=2025-11-12®ionId=140231&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Oak Bluffs Hotel Reviews ![Faraway Martha's Vineyard](//images.trvl-media.com/lodging/1000000/70000/65700/65623/10e4fb42_y.jpg) ### Faraway Martha's Vineyard 10/10 Excellent "Off season, quiet and serene. Staff was friendly and helpful. Very nice vibe. Will definitely return :)" [](https://expedia.ca/Edgartown-Hotels-Faraway-Marthas-Vineyard.h65623.Hotel-Information) ![Hyannis Plaza Hotel](//images.trvl-media.com/lodging/2000000/1120000/1119300/1119277/f7fc1d07_y.jpg) ### Hyannis Plaza Hotel 10/10 Excellent "I liked it" [](https://expedia.ca/Hyannis-Hotels-Hyannis-Plaza-Hotel.h1119277.Hotel-Information) ![Mansion House Inn And Spa](//images.trvl-media.com/lodging/3000000/2190000/2182100/2182094/e86ce24b_y.jpg) ### Mansion House Inn And Spa 10/10 Excellent "Overall, a great stay. We only stayed one night so didn't get to enjoy all the amenities but the staff was super friendly and informative, and they provided us with a fan and extra pillows when asked. We will certainly stay there again in the future should we visit MV again. " [](https://expedia.ca/Vineyard-Haven-Hotels-Mansion-House-Inn-And-Spa.h2182094.Hotel-Information) ![Inn on the Square](//images.trvl-media.com/lodging/1000000/10000/10000/9953/27ed2889_y.jpg) ### Inn on the Square 10/10 Excellent "Very pleased with everything I " [](https://expedia.ca/Falmouth-Hotels-Inn-On-The-Square.h9953.Hotel-Information) ![Sea Crest Beach Resort](//images.trvl-media.com/lodging/1000000/30000/25600/25567/19fd0067_y.jpg) ### Sea Crest Beach Resort 10/10 Excellent "The lady working the desk when we ck’d in was excellent. Very helpful, friendly & informative. Our beach view was perfect. Enjoyed a beautiful sunset." [](https://expedia.ca/North-Falmouth-Hotels-Sea-Crest-Beach-Hotel.h25567.Hotel-Information) ![Harbor View Hotel](//images.trvl-media.com/lodging/1000000/10000/8600/8504/7b9d68f4_y.jpg) ### Harbor View Hotel 10/10 Excellent "The area was safe and the dining experience was great. " [](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? > 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 348 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 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. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Adults Only Resorts & in Boston](https://www.expedia.ca/Boston-Hotels-Adults-Only-Resorts.0-0-d178239-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Business Hotels in Boston](https://www.expedia.ca/Boston-Hotels-Business-Hotel.0-0-d178239-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Boston](https://www.expedia.ca/Boston-Hotels-Couples-Resorts-Hotels.0-0-d178239-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Golf Hotels in Boston](https://www.expedia.ca/Boston-Hotels-Golf-Hotel.0-0-d178239-tGolfHotel.Travel-Guide-Filter-Hotels) - [Green Hotels in Boston](https://www.expedia.ca/Boston-Hotels-Green-Sustainable.0-0-d178239-tGreenSustainable.Travel-Guide-Filter-Hotels) - [Hotels with Wifi in Boston](https://www.expedia.ca/Boston-Hotels-Hotel-With-Wifi.0-0-d178239-tHotelwithwifi.Travel-Guide-Filter-Hotels) - 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