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

Search Resorts in Oak Bluffs

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18
In one month
Oct 30 - Nov 1
In two months
Nov 27 - Nov 29
No exact matches found, but these alternatives could be just right

Recommended hotels in Oak Bluffs

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

1. Summercamp

Summercamp
3.5 star property
Oak Bluffs
9.4 out of 10, Exceptional, (1,004 reviews)
"Great location and helpful staff."
United States
Jeffrey
The price is ₩242,993
₩271,422 total
includes taxes & fees
Oct 30 - Oct 31
Summercamp
A row of traditional wooden houses with attached porches, a pathway, and lush greenery.

2. Pequot Hotel

Pequot Hotel
3.0 star property
Oak Bluffs
9.4 out of 10, Exceptional, (624 reviews)
"The staff and front desk were awesome. Very courteous and helpful!!! Very clean rooms."
United States
Oswaldo
The price is ₩269,444
₩300,965 total
includes taxes & fees
Oct 7 - Oct 8
Pequot Hotel
A large, multi-story house with a porch and multiple balconies.

3. The Attleboro House

The Attleboro House
2.5 star property
Oak Bluffs
9.8 out of 10, Exceptional, (103 reviews)
"Extremely helpful staff"
United States
Kenneth
The price is ₩244,350
₩279,659 total
includes taxes & fees
Oct 13 - Oct 14
The Attleboro House
A spacious living room with a sofa, chairs, a coffee table, and a staircase.

4. Morgan Hotel

Morgan Hotel
2.5 star property
Oak Bluffs
8.6 out of 10, Excellent, (270 reviews)
"Very well maintained and located close to shops and restaurants."
United States
Valerie
The price is ₩266,750
₩297,960 total
includes taxes & fees
Oct 14 - Oct 15
Morgan Hotel
A wooden deck with a white railing, a round table with chairs, and a view of the marina and town in the background.

5. Mansion House Inn And Spa

Mansion House Inn And Spa
3.5 star property
Vineyard Haven
9.4 out of 10, Exceptional, (1,001 reviews)
"Lovely place"
United States
Robyn
The price is ₩319,175
₩376,543 total
includes taxes & fees
Oct 12 - Oct 13
Mansion House Inn And Spa
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.

6. Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach
2.5 star property
Vineyard Haven
9.0 out of 10, Wonderful, (812 reviews)
"Great place at a great location"
United States
Matteo
The price is ₩217,176
₩242,586 total
includes taxes & fees
Oct 12 - Oct 13
Vineyard Harbor Motel - Private Beach
Exterior

7. Red Horse Inn

Red Horse Inn
2.5 star property
Falmouth Heights
9.2 out of 10, Wonderful, (649 reviews)
"Fabulous place to stay !"
United States
Thomas
The price is ₩194,500
₩222,606 total
includes taxes & fees
Oct 7 - Oct 8
Red Horse Inn
A swimming pool with sun loungers and umbrellas, surrounded by large windows and wooden beams.

8. Inn on the Square

Inn on the Square
3.5 star property
Falmouth
8.8 out of 10, Excellent, (1,024 reviews)
"This was a comfortable stay, quiet and convenient to shopping and dining"
United States
Jeanine
The price is ₩168,408
₩226,925 total
includes taxes & fees
Nov 1 - Nov 2
Inn on the Square
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Oak Bluffs Hotel Reviews

Summercamp

Summercamp

10/10 Excellent
"Staff was very kind and helpful! Property is in a great location and def has a fun summer camp vibe - the lobby and common areas are so inviting!"
Jennifer 4-night trip
Posted 20 hours ago
Summercamp

Find out more about Oak Bluffs

Oak Bluffs Resorts information

Number of reviews
4,463
Accommodation
2 Resorts
Lowest Price
₩222,606
Highest Price
₩376,543

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.