Title: Book the Best Oak Bluffs, MA ALL INCLUSIVE Resorts and Hotels | 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) # Find All Inclusive Resorts and Hotels in Oak Bluffs, MA - ![](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 All Inclusive Resorts and Hotels Tonight [Dec 21 - Dec 22](https://www.expedia.ca/Hotel-Search?regionId=140231&startDate=2025-12-21&endDate=2025-12-22&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 22 - Dec 23](https://www.expedia.ca/Hotel-Search?regionId=140231&startDate=2025-12-22&endDate=2025-12-23&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=140231&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=140231&startDate=2026-01-02&endDate=2026-01-04&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) No exact matches found, but these alternatives could be just right ## Recommended hotels in Oak Bluffs ![Interior](https://images.trvl-media.com/lodging/40000000/39210000/39201700/39201680/df931c4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room](https://images.trvl-media.com/lodging/40000000/39210000/39201700/39201680/ff90a5f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/40000000/39210000/39201700/39201680/496a7982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room | Living area](https://images.trvl-media.com/lodging/40000000/39210000/39201700/39201680/2777a85d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Morgan Hotel [](https://www.expedia.ca/Oak-Bluffs-Hotels-Hotel-Ginger.h39201680.Hotel-Information) Oak Bluffs 8.4/10 Very good (202) "Great design great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lita [](https://www.expedia.ca/Oak-Bluffs-Hotels-Hotel-Ginger.h39201680.Hotel-Information) ![TV, fireplace, books](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483217/31f34cb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483217/60505837.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483217/e6152028.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483217/8ca80e40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A NOSTALGIC SPACE! Your Martha's Vineyard Getaway! [](https://www.expedia.ca/Oak-Bluffs-Hotels-A-NOSTALGIC-SPACE-Your-Marthas-Vineyard-Getaway.h48483217.Hotel-Information) Oak Bluffs 9.4/10 Exceptional (3) "This house was perfect for our getaway. Rebecca, the host, was extremely responsive and helpful during our trip. The house was as advertised. It was clean, well equipped, and the location was perfect as well " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Louis R. CA $483 CA $1,233 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Oak-Bluffs-Hotels-A-NOSTALGIC-SPACE-Your-Marthas-Vineyard-Getaway.h48483217.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/35000000/34480000/34479300/34479239/b1725b94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34480000/34479300/34479239/737400ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34480000/34479300/34479239/2b41432d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34480000/34479300/34479239/e0d373cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View [](https://www.expedia.ca/Oak-Bluffs-Hotels-Walking-Distance-From-Oak-Bluffs-Ferry-Terminal-With-180-Degree-Ocean-View.h34479239.Hotel-Information) Oak Bluffs 9.4/10 Exceptional (88) "Very happy. Thank you for the stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gillian S. CA $373 CA $688 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Oak-Bluffs-Hotels-Walking-Distance-From-Oak-Bluffs-Ferry-Terminal-With-180-Degree-Ocean-View.h34479239.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483278/acf9512c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483278/b5bfe5f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483278/1925ab75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483278/76fe1a2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### MOST CHIC SPOT! Your Martha's Vineyard Getaway! [](https://www.expedia.ca/Oak-Bluffs-Hotels-MOST-CHIC-SPOT-Your-Marthas-Vineyard-Getaway.h48483278.Hotel-Information) Oak Bluffs 10/10 Exceptional (7) "Our kids and their friends had so much fun in the beautifully finished basement. Easy access to beach and ferry, would love to go back every year, the host was wonderful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Swathanthra M. CA $759 CA $1,673 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Oak-Bluffs-Hotels-MOST-CHIC-SPOT-Your-Marthas-Vineyard-Getaway.h48483278.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/35000000/34480000/34479600/34479505/e7497b4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34480000/34479600/34479505/c82ec2ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34480000/34479600/34479505/98af49e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi](https://images.trvl-media.com/lodging/35000000/34480000/34479600/34479505/641ca26a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View. [](https://www.expedia.ca/Oak-Bluffs-Hotels-Walking-Distance-From-Oak-Bluffs-Ferry-Terminal-With-180-Degree-Ocean-View.h34479505.Hotel-Information) Oak Bluffs 9.4/10 Exceptional (91) "Great place to stay in Oak Bluffs" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen S. CA $373 CA $688 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Oak-Bluffs-Hotels-Walking-Distance-From-Oak-Bluffs-Ferry-Terminal-With-180-Degree-Ocean-View.h34479505.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/12000/11989/63513190.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/12000/11989/b77771b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/12000/11989/d05815b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/20000/12000/11989/b85b2587.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Iris Hotel Cape Cod [](https://www.expedia.ca/Falmouth-Hotels-Hotel-Cape-Cod.h11989.Hotel-Information) Falmouth 8.4/10 Very good (155) "great bedroom " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica CA $135 CA $155 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Falmouth-Hotels-Hotel-Cape-Cod.h11989.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1120000/1119300/1119277/f7fc1d07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1120000/1119300/1119277/ef69e045.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Plaza Suite](https://images.trvl-media.com/lodging/2000000/1120000/1119300/1119277/34fe26da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/2000000/1120000/1119300/1119277/9afdfb4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyannis Plaza Hotel [](https://www.expedia.ca/Hyannis-Hotels-Hyannis-Plaza-Hotel.h1119277.Hotel-Information) Hyannis 7.0/10 Good (971) "good stay for night" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $95 CA $123 total includes taxes & fees Jan 19 - Jan 20, 2026 [](https://www.expedia.ca/Hyannis-Hotels-Hyannis-Plaza-Hotel.h1119277.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/70000000/69380000/69374600/69374512/3742adf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/70000000/69380000/69374600/69374512/82366bdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, free WiFi](https://images.trvl-media.com/lodging/70000000/69380000/69374600/69374512/32ba58c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/70000000/69380000/69374600/69374512/219a9e68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Falmouth Tides [](https://www.expedia.ca/Falmouth-Hotels-Falmouth-Tides-Motel.h69374512.Hotel-Information) Falmouth Heights 9.4/10 Exceptional (697) "great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) roger [](https://www.expedia.ca/Falmouth-Hotels-Falmouth-Tides-Motel.h69374512.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/10000/9953/27ed2889.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/10000/9953/aa02dacb.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/1000000/10000/10000/9953/554c64cd.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 (1002) "Great location Comfortable beds Reasonably price " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas CA $148 CA $202 total includes taxes & fees Jan 21 - Jan 22, 2026 [](https://www.expedia.ca/Falmouth-Hotels-Inn-On-The-Square.h9953.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/50000000/49180000/49175900/49175859/3458b4d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/50000000/49180000/49175900/49175859/da4b66b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/50000000/49180000/49175900/49175859/3348b4c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/50000000/49180000/49175900/49175859/de3c9577.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AutoCamp Cape Cod [](https://www.expedia.ca/Falmouth-Hotels-AutoCamp-Cape-Cod.h49175859.Hotel-Information) Falmouth 9.4/10 Exceptional (301) "Overall we enjoyed our stay.. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mardia CA $245 CA $335 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Falmouth-Hotels-AutoCamp-Cape-Cod.h49175859.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=2026-01-04&endDate=2026-01-05®ionId=140231&adults=2&mealPlan=ALL_INCLUSIVE&sort=RECOMMENDED&openPlayBack=true) ## Top Oak Bluffs Hotel Reviews ## Frequently asked questions ### How much does an all-inclusive hotel in Oak Bluffs cost? ### What area of Oak Bluffs is best for all-inclusive hotels? > Couples looking for a romantic retreat will appreciate the serene ambiance of the waterfront. Imagine enjoying sunset walks along the beach, followed by intimate dinners at nearby seafood restaurants that showcase the freshest catches of the day. Many all-inclusive options here also provide spa services and leisure activities, great for unwinding together. > > > Families, too, will find Oak Bluffs appealing, especially with its range of family-friendly all-inclusive hotels. These accommodations often feature kid-friendly amenities, spacious rooms, and easy access to local attractions like the Flying Horses Carousel and the beautiful beaches. The area offers a laid-back atmosphere that ensures both parents and children can enjoy quality time together. ### What is the best time to stay at an all-inclusive hotel in Oak Bluffs? > The pleasant summer weather makes it ideal for swimming, sailing, and exploring the scenic landscapes of Martha's Vineyard. Whether you're lounging by the ocean or taking a bike ride along the picturesque trails, the long days and sunny skies enhance the overall experience. However, do keep in mind that this is the busiest time of year, so booking accommodations and dining reservations in advance is advisable. > > > If you're looking for a more budget-friendly option, consider visiting in September. The weather remains mild, with temperatures averaging around 22°C, but the crowds begin to thin out. This shoulder season offers a more relaxed atmosphere, allowing you to enjoy the local charm and engage with residents without the hustle and bustle of peak tourist season. ### How can I save on an all-inclusive hotel in Oak Bluffs with Expedia? ### Is it cheaper to book an all-inclusive hotel and flight package in Oak Bluffs? ### What all-inclusive amenities should we expect at hotels in Oak Bluffs? ### Can I cancel my all-inclusive hotel reservation on Expedia? ## 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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