Oak Bluffs Resorts

Q: What is Oak Bluffs like for a resort holiday?

You deserve a break, and a resort is the ideal place to pamper yourself with the services and amenities you need for a relaxing trip to Oak Bluffs. One of the comfortable resort hotels in the area could be just what you're searching for, whether you want a luxurious suite, a state-of-the-art fitness centre or activities for the youngsters.

Q: What's the best 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.

Q: What can I do in Oak Bluffs?

Travellers 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 where you can learn more about 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.

Q: What's the seasonal weather like in Oak Bluffs?

The hottest months are usually August and July, with an average temperature of 20°C, while the coldest months are February and January, with an average of 3°C. Average annual precipitation for Oak Bluffs is 1192 mm.

Q: 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) away from the heart of the city. You can also search for flights into Hyannis, MA (HYA-Barnstable Municipal), which is 20.5 mi (32.9 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.

A row of colorful, historic houses with a central path.

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Recommended hotels in Oak Bluffs

A covered outdoor area with a wooden deck, seating, and a view of the water.

1. Summercamp

Oak Bluffs

Earl

HK$1,832 total

includes taxes & fees

29 Oct - 30 Oct

A large, multi-story house with a porch and multiple balconies.

2. The Attleboro House

Oak Bluffs

Kenneth

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

3. Morgan Hotel

Oak Bluffs

Valerie

HK$1,592 total

includes taxes & fees

18 Oct - 19 Oct

A living room with a flat-screen TV on a stand, a black leather chair, and a sofa. There are two windows with curtains, one of which offers a view of the sea.

4. Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

Oak Bluffs

Cassandra

HK$4,208 total

includes taxes & fees

20 Oct - 21 Oct

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

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

Oak Bluffs

Chris S.

HK$5,847 total

includes taxes & fees

11 Nov - 12 Nov

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

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

Oak Bluffs

Donna R.

HK$4,918 total

includes taxes & fees

19 Oct - 20 Oct

A single-story house with a covered porch, a hammock, and a brick pathway leading to the front door.

7. Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat

Oak Bluffs

Sherri R.

HK$10,730 total

includes taxes & fees

16 Oct - 17 Oct

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

8. 1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!

Oak Bluffs

Eli R.

HK$5,610 total

includes taxes & fees

19 Oct - 20 Oct

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

9. < 1 Mi to Beaches: Home w/ Deck in Oak Bluffs

Oak Bluffs

"House was neat architectural wise and family history of home ownership was very cool. However, listing noted there was a washer/dryer and there was not. House also noted that there was a fire pit and it was rusted through. Screen door handles were broken, windows need repair, and house has animals living in the downstairs bathroom wall. House needs updates to charge what was being charged a night. In addition, there was a Nor’easter that hit the island and we attempted to contact the host to let...

Kate K.

HK$7,372 total

includes taxes & fees

16 Oct - 17 Oct

A backyard with a seating area, a white fence, and a variety of plants.

10. Delightful 3-bedroom house with AC in Oak Bluffs

Oak Bluffs

A spacious living area with a high ceiling, a dining table, and a kitchen area.

11. A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

Oak Bluffs

Collins E.

HK$8,459 total

includes taxes & fees

16 Oct - 17 Oct

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

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

Oak Bluffs

Lamar A.

HK$30,034 total

includes taxes & fees

18 Oct - 19 Oct

A modern interior with a wooden staircase, a kitchen area, and a living space with a sofa and coffee table.

13. MOST CHIC SPOT! Your Martha's Vineyard Getaway!

Oak Bluffs

Priyanka D.

HK$17,523 total

includes taxes & fees

16 Oct - 17 Oct

A room with a view of the sea through large windows, a wooden deck, and a pier with structures.

14. Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

Oak Bluffs

Alvin

HK$4,208 total

includes taxes & fees

23 Oct - 24 Oct

15. Walk to Beach! Oak Bluffs Home & Studio

Oak Bluffs

HK$7,328 total

includes taxes & fees

19 Oct - 20 Oct

A row of traditional wooden houses with attached porches, a pathway, and lush greenery.

16. Pequot Hotel

Oak Bluffs

Dayna

A wooden deck with a white railing, a round table with chairs, and a view of the marina and town in the background.

17. Mansion House Inn And Spa

Vineyard Haven

Robyn

HK$1,639 total

includes taxes & fees

2 Nov - 3 Nov

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.

18. Vineyard Harbor Motel - Private Beach

Vineyard Haven

Michael

HK$1,616 total

includes taxes & fees

20 Oct - 21 Oct

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

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

Edgartown

Lisa

HK$1,591 total

includes taxes & fees

1 Nov - 2 Nov

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

20. Faraway Martha's Vineyard

Edgartown

Thomas

HK$2,154 total

includes taxes & fees

1 Nov - 2 Nov

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Top Oak Bluffs Hotel Reviews

Vineyard Harbor Motel - Private Beach

10/10 Excellent

"Thanks!"

The Cape Club Resort

8/10 Good

"The Cape Club Resort in Falmouth is a beautiful property with pristine, impeccably maintained grounds, buildings, and golf course. We stayed in a ground-floor room in Building #1. Our accommodations were exceptionally clean, modern, bright, and comfortable. The bedding and towels were lovely, and the spacious bathroom had a great shower. Everything was thoughtfully appointed. Unfortunately, the significant drawback was the lack of soundproofing. We could hear absolutely everything from neighboring rooms—not just footsteps and doors closing, but conversations, snoring, and virtually every other sound. Very disappointing given the overall quality of the property. The staff, however, were outstanding! Check-in and check-out were seamless. Chris, the golf pro, treated us like longtime members, and we thoroughly enjoyed our round of golf. A special shout-out to Joe and Kelly in the bar and restaurant for their wonderful hospitality and making our evening so much fun! The Cape Club Resort has tremendous potential, with beautiful facilities and an exceptional team. I sincerely hope management addresses the soundproofing issue, as this one improvement would make a world of difference in the guest experience."

Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs

10/10 Excellent

"A beautiful, historic, and wonderfully updated house in a perfect location! Walk to everything in Oak Bluffs and Jetty beach in East Chop. Large covered porch for hanging out on the rockers and dining. Great takeout just a 5 minute walk down the road to Winston’s. Wonderful owners and fabulous neighborhood. It was a perfect stay!!"

Find out more about Oak Bluffs