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A historic two-story house with a balcony and a porch, surrounded by a well-maintained garden.

Photo by William Keller

Best Resorts in Oak Bluffs

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    Check prices for these dates, December 14 – 15, 2026

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    Recommended hotels in Oak Bluffs

    1. Morgan Hotel

    A spacious living room with a sofa, chairs, a coffee table, and a staircase.

    2. Madison Inn

    A cozy living room with a fireplace, bookshelves, a dining area, and a staircase.

    3. Sunlit Studio Retreat with Incredible Outdoor Deck on Martha’s Vineyard

    Room

    4. Walk to Beach & Lighthouse: Oak Bluffs Studio!

    An outdoor seating area with Adirondack chairs and a table, surrounded by trees.

    5. 1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!

    A circular stone patio with Adirondack chairs and a small table in a forested area.

    6. Oak Bluffs 4BR • 5 Min Drive to Downtown

    A rocky beach with clear water, a sandy shore, and a hilly landscape in the background.

    7. Vineyard Luxury "Yurt"

    A modern kitchen with a large island, a dining area with a table and chairs, and a view of a green garden through large windows.

    8. < 1 Mi to Beaches: Home w/ Deck in Oak Bluffs

    A spacious living room with a wooden staircase, a fireplace, and a leather sofa.

    9. Beautiful Estate with salt water pool & pond with kayaks

    A two-story house with a stone facade, a covered patio, and a well-maintained garden.

    10. Walk to Beach! Oak Bluffs Home & Studio

    An outdoor seating area with Adirondack chairs and a table, surrounded by trees.

    11. Mansion House Inn And Spa

    A marina with boats docked along the shore, surrounded by greenery and a sandy beach.

    12. Vineyard Harbor Motel - Private Beach

    A patio with a wooden table and chairs, a hanging flower pot with red and yellow flowers, and a view of the sea with boats in the background.

    13. The Franklin Hotel Martha's Vineyard

    A two-story house with a brick pathway leading to the front door, surrounded by a well-maintained lawn and green Adirondack chairs.

    14. Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

    A sandy beach with footprints and seaweed, a clear blue sky, and a row of houses in the background.

    15. Faraway Martha's Vineyard

    A bedroom with a large bed, a view of the outdoors through sliding glass doors, and a balcony with a white railing.

    16. Red Horse Inn

    Exterior

    17. The Coonamessett

    A bedroom with a bed, bedside tables, a chair, a table, and a view of the outdoors.

    18. Harbor View Hotel

    A spacious living area with a dining table, sofas, and a view of the sea.

    19. The Lightkeepers Inn

    A residential property with a gravel driveway, a wooden bench, and a house with a shingled exterior.

    20. The Ashley Inn

    A cozy living room with a fireplace, comfortable seating, and a bookshelf.

    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.

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    Learn more about Oak Bluffs

    The colorful gingerbread cottages of the Martha's Vineyard Campground will charm you with their whimsical Victorian details. Take the Flying Horses carousel for a spin, then stroll along Ocean Park's waterfront where locals gather for sunset picnics.

    See all hotels in Oak Bluffs

    A historic two-story house with a balcony and a porch, surrounded by a well-maintained garden.

    Photo by William Keller

    Top reviews in Oak Bluffs

    Madison Inn

    A cozy living room with a fireplace, bookshelves, a dining area, and a staircase.

    Morgan Hotel

    A spacious living room with a sofa, chairs, a coffee table, and a staircase.

    Vineyard Harbor Motel - Private Beach

    A patio with a wooden table and chairs, a hanging flower pot with red and yellow flowers, and a view of the sea with boats in the background.

    The Franklin Hotel Martha's Vineyard

    A two-story house with a brick pathway leading to the front door, surrounded by a well-maintained lawn and green Adirondack chairs.

    InnSeason Resorts Captain's Quarters

    A beach with clear skies, calm waves, and large rocks.

    Faraway Martha's Vineyard

    A bedroom with a large bed, a view of the outdoors through sliding glass doors, and a balcony with a white railing.

    The Lightkeepers Inn

    A residential property with a gravel driveway, a wooden bench, and a house with a shingled exterior.

    Inn on the Sound

    A cozy room with wicker furniture, a stone fireplace, and a view of the ocean.

    Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

    A sandy beach with footprints and seaweed, a clear blue sky, and a row of houses in the background.

    The Ashley Inn

    A cozy living room with a fireplace, comfortable seating, and a bookshelf.

    The Coonamessett

    A bedroom with a bed, bedside tables, a chair, a table, and a view of the outdoors.

    Red Horse Inn

    Exterior

    Falmouth Tides

    A beach with clear blue water, a sandy shore, and a pier with boats. There are blue umbrellas and lounge chairs on the beach.

    Frederick William House

    A two-story house with a stone facade, a balcony, and a well-maintained garden.

    Harbor View Hotel

    A spacious living area with a dining table, sofas, and a view of the sea.

    Vineyard Square Hotel & Suites

    A multi-story hotel with a grand entrance, a flagpole, and a well-lit facade.

    The Palmer House Inn

    An outdoor patio with a fire table, seating, and a table set for a meal.

    The Club at New Seabury

    A golf course with a clubhouse, a lake, and surrounding trees.

    Frequently Asked Questions

    What is Oak Bluffs like for a resort vacation?

    You deserve to get away, and a resort is just the place to indulge in all the amenities and services you need for a relaxing stay in Oak Bluffs. One of the comfortable resorts in the surrounding area could be just what you're looking for, whether you're hoping for great restaurants on site, a state-of-the-art fitness center, or fun activities to try.

    What's a favorite resort in Oak Bluffs?

    Here's our top-rated Oak Bluffs resort: The Island Inn on Martha's Vineyard - Golf resort. Features a seasonal outdoor pool, 3 outdoor tennis courts, and a beach shuttle.

    What can I do in Oak Bluffs?

    Travelers enjoy exploring the beaches, and have good things to say about the shopping and other activities. Monuments like Trinity Park Tabernacle and East Chop Light are places to learn more about the local history, or you can head to Oak Bluffs Town Beach and Inkwell Beach for some time by the water. Additional attractions in the area include Circuit Avenue and Flying Horses Carousel.

    What's the weather like in Oak Bluffs?

    The hottest months are usually August and July with an average temp of 68°F, while the coldest months are February and January with an average of 38°F. Average annual precipitation for Oak Bluffs is 47 inches.

    What's the best way to get to and around Oak Bluffs?

    Fly into Vineyard Haven, MA (MVY-Martha's Vineyard), which is located 5.2 mi (8.3 km) from the heart of the city. Otherwise, you can search for flights to Hyannis, MA (HYA-Barnstable Municipal), which is 20.5 mi (32.9 km) away. If you'd like to explore around the area, consider renting a car to take in more sights.

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