Browse the Best Oak Bluffs Resorts from CA $249

Q: 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.

Q: 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.

Q: 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.

Q: 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.

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) 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.

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

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Recommended hotels in Oak Bluffs

1. Summercamp

Oak Bluffs

Sheila

CA $264 total

includes taxes & fees

Oct 13 - Oct 14

2. Pequot Hotel

Oak Bluffs

Anthony

CA $309 total

includes taxes & fees

Oct 5 - Oct 6

3. The Attleboro House

Oak Bluffs

Sarah

CA $262 total

includes taxes & fees

Oct 14 - Oct 15

4. Morgan Hotel

Oak Bluffs

Aisha

CA $302 total

includes taxes & fees

Oct 18 - Oct 19

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

Oak Bluffs

Alvin

CA $743 total

includes taxes & fees

Oct 6 - Oct 7

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

Oak Bluffs

Diana

CA $869 total

includes taxes & fees

Sep 20 - Sep 21

On the beach, sun loungers, beach towels

7. Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!

Oak Bluffs

Rachael C.

CA $1,287 total

includes taxes & fees

Sep 24 - Sep 25

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

Oak Bluffs

Sherri R.

CA $1,891 total

includes taxes & fees

Oct 2 - Oct 3

Coffee/tea maker, fridge, microwave, oven

9. Brand New Guest house

Oak Bluffs

Elizabeth O.

CA $1,333 total

includes taxes & fees

Oct 2 - Oct 3

10. < 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.

CA $1,308 total

includes taxes & fees

Sep 20 - Sep 21

Oak Bluffs

CA $1,300 total

includes taxes & fees

Sep 25 - Sep 26

18. Vineyard Harbor Motel - Private Beach

Vineyard Haven

Matteo

CA $249 total

includes taxes & fees

Oct 1 - Oct 2

19. Mansion House Inn And Spa

Vineyard Haven

Richard

CA $388 total

includes taxes & fees

Oct 12 - Oct 13

20. Red Horse Inn

Falmouth Heights

Thomas

CA $369 total

includes taxes & fees

Sep 21 - Sep 22

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Top Oak Bluffs Hotel Reviews

Faraway Martha's Vineyard

8/10 Good

"A few smaller items that made the stay slightly questionable, no elevator bags had to be carried. Not much to do about that in an historical building, but it's a note for guests. I would expect a notch better, especially when coming to bedding. The bed was comfortable, but I would expect down pillows and blanket at this price point. The record player was a lovely touch. Parking was challenging, but again, historical town we must make compromises. Wonderful shower towels, GREAT pool and hot tub area. The location of the hotel is / was supreme. Only coffee offered in the lobby, no inroom machine, and no option of a latte, or capp in the hotel or lobby, only in adjacent restaurant. (Loud bathroom fan, bug in room, a little mildew build up on the shower grout, definite degradation happening on plumbing fixtures. At this price point, should be better)"

The Attleboro House

10/10 Excellent

"If I didn’t know better, I would have thought I was in a Paris suite. The room was beautiful and just lovely, comfortable and very cozy. It was small but compact. I’m telling you, it had everything you needed: television, table/desk, chair, small sink and very functional. The bathroom shower was perfect size and enough room to use bathroom comfortably. Very comfortable bed and plenty of towels. They even had a small refrigerator. It was just beautiful with a nice dresser to put your clothes in even managed to add a comfortable chair where you could sit to read with a small lamp table. It was just amazing and it was immaculately maintained. The lobby was nice and cozy and it was just quiet and peaceful and I tell you next year I’m definitely coming and I’m staying for an entire week. Superb!! Not to mention the location. Next to everything. Concert hall restaurants stores shops ice cream parlors pizza parlors. Walking distance to steamship for shuttle. We left our car parked on other side and paid $22 per ticket round trip car would have been 360$ on ferry."

Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

8/10 Good

"The property was as described, tranquil. It's within walking distance to Oak Bluffs downtown at 1.4 miles. It was built in 1966 and looks like a place from that period with wood paneling, older low toilets etc. Our only minor issue was a toilet that kept running intermittently. Altogether we were very satisfied."

Find out more about Oak Bluffs

Oak Bluffs Resorts information

Number of reviews	3,674
Accommodation	4 Resorts
Lowest Price	CA $249
Highest Price	CA $5,318

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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