Title: Book the Best HISTORIC Hotels in Oak Bluffs in 2026 | 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) ![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) - ![](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 [Mar 3 - Mar 4](https://www.expedia.ca/Hotel-Search?regionId=140231&startDate=2026-03-03&endDate=2026-03-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 4 - Mar 5](https://www.expedia.ca/Hotel-Search?regionId=140231&startDate=2026-03-04&endDate=2026-03-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=140231&startDate=2026-03-06&endDate=2026-03-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=140231&startDate=2026-03-13&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Oak Bluffs historic hotels ![Exterior](https://images.trvl-media.com/lodging/43000000/42740000/42732700/42732607/2ca9694b.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) ![Marina](https://images.trvl-media.com/lodging/43000000/42740000/42732700/42732607/2dc1e365.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 $196 CA $526 total includes taxes & fees Mar 8 - Mar 9 [](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 (25 reviews) "Property was perfectly kept and very comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steve D. CA $342 CA $782 total includes taxes & fees Mar 30 - Mar 31 [](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=2026-03-17&endDate=2026-03-18®ionId=140231&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AFFINITY_SPRING_PROMO_140231) ## Top Oak Bluffs Hotel Reviews ![Hyannis Plaza Hotel](https://images.trvl-media.com/lodging/2000000/1120000/1119300/1119277/f7fc1d07_y.jpg) ### Hyannis Plaza Hotel 10/10 Excellent "They need to check the lights, they were burned out!!" [](https://expedia.ca/Hyannis-Hotels-Hyannis-Plaza-Hotel.h1119277.Hotel-Information) ![The Coonamessett](https://images.trvl-media.com/lodging/7000000/6600000/6591200/6591194/4add9b13_y.jpg) ### The Coonamessett 10/10 Excellent "Everithing Very good! " [](https://expedia.ca/Falmouth-Hotels-The-Coonamessett.h6591194.Hotel-Information) ![Mansion House Inn And Spa](https://images.trvl-media.com/lodging/3000000/2190000/2182100/2182094/04588712_y.jpg) ### Mansion House Inn And Spa 10/10 Excellent "Clean room, professional staff, comfortable bed, spaciousness. I do wish that the bath was functional. We could only shower. A very pleasant stay and we would come again." [](https://expedia.ca/Vineyard-Haven-Hotels-Mansion-House-Inn-And-Spa.h2182094.Hotel-Information) ![Sea Crest Beach Resort](https://images.trvl-media.com/lodging/1000000/30000/25600/25567/024e668f_y.jpg) ### Sea Crest Beach Resort 10/10 Excellent "excellent facilities, staff" [](https://expedia.ca/North-Falmouth-Hotels-Sea-Crest-Beach-Hotel.h25567.Hotel-Information) ![Harbor View Hotel](https://images.trvl-media.com/lodging/1000000/10000/8600/8504/d518b4f4_y.jpg) ### Harbor View Hotel 10/10 Excellent "Clean room, attentive staff, great restaurant that’s easy to walk into, ideal location for walking to town. " [](https://expedia.ca/Edgartown-Hotels-Harbor-View-Hotel.h8504.Hotel-Information) ![Faraway Martha's Vineyard](https://images.trvl-media.com/lodging/1000000/70000/65700/65623/7a38c33e_y.jpg) ### Faraway Martha's Vineyard 10/10 Excellent "Very cozy comfortable hotel!!" [](https://expedia.ca/Edgartown-Hotels-Faraway-Marthas-Vineyard.h65623.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? ## 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) - 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