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The best area to stay in Oak Bluffs is the area around Ocean Park and Circuit Avenue.


This central area is the heart of Oak Bluffs, known for its colourful gingerbread cottages and the historic Flying Horses Carousel. Circuit Avenue is the main street, bustling with shops, restaurants, and ice cream parlours, leading directly to the harbour. Ocean Park offers expansive green spaces right by the sea, superb for relaxation and enjoying the ocean breeze.


For families, staying near Ocean Park is ideal. The open green spaces provide plenty of room for children to play, and the proximity to the beach means easy access for seaside fun. The Flying Horses Carousel, a historic landmark, is a big hit with younger travellers and is just a short walk away.


Couples will find the area around Circuit Avenue particularly appealing. In the evenings, the street comes alive with dining options and a pleasant buzz.

Two of the best hotels in Oak Bluffs that receive consistently high recommendations from travellers are Summercamp and The Attleboro House.


The Summercamp, with a 9.2 rating, is praised for its friendly staff, comfortable and clean rooms, and modern decor. Its location is considered perfect, and it is conveniently close to Cottage Museum and Ocean Park, both within 0.4 km.


Another highly recommended option is The Attleboro House, which has an exceptional 9.8 rating. Guests frequently compliment its excellent location, being just 0.1 km from the Cottage Museum and 0.3 km from Oak Bluffs Harbor. It offers air conditioning and is near the beach.

For a highly-rated family-friendly hotel in Oak Bluffs, consider the MV Surfside Hotel.


The MV Surfside Hotel, with an 8.8 rating, is praised for its convenient location near several family attractions. It offers ocean views and is just a short walk from Seaview Beach, Ocean Park, and the Cottage Museum. The hotel provides free cribs and has accessible parking, bike parking, and self-parking options.

In Oak Bluffs, the Narragansett House offers complimentary breakfast as a key amenity.


The Narragansett House, with an 8.8 rating, provides guests with free daily breakfast, including local options, ensuring a delightful start to your day. This hotel also offers free parking and free WiFi. Its Victorian property design is a great feature, and guests can enjoy a terrace and balconies. It is conveniently located near several points of interest, including Trinity Park Tabernacle (0.3 km), Seaview Beach (0.3 km), and Oak Bluffs Harbor (0.6 km).

For pet-friendly accommodation in Oak Bluffs, the MV Surfside Hotel is an excellent choice.


The MV Surfside Hotel, with an 8.8 rating, is highly regarded by guests travelling with pets. It offers rooms with ocean views and is conveniently located near several attractions, including Ocean Park and Seaview Beach, both just 0.3 km away. Oak Bluffs Harbor is also a short 0.4 km stroll from the hotel.

For a top boutique hotel in Oak Bluffs, Summercamp is a highly-rated option.


This hotel, with an impressive 9.2 rating, is often praised by guests for its friendly staff, superb location, and comfortable, clean rooms. The decor is described as modern and unique, and guests appreciate the great facilities. It also offers accessible van parking, accessible parking, and self-parking.

For excellent budget hotels in Oak Bluffs, consider the Narragansett House, the MV Surfside Hotel, the Morgan Hotel, and The Attleboro House.


The Narragansett House, with an 8.8 rating, offers a delightful stay in a Victorian property design. Guests can enjoy free local breakfast, free self-parking, and complimentary WiFi. It is conveniently located near Trinity Park Tabernacle and Seaview Beach.


Another great option is the MV Surfside Hotel, also rated 8.8. This hotel provides an ocean view and is very close to the beach. It offers free cribs and toiletries, along with accessible parking and bike parking. It is a short walk from Oak Bluffs Harbor and Seaview Beach.


The Morgan Hotel, rated 8.6, features ocean views, air conditioning, and premium bedding. Guests can also enjoy free WiFi and designer toiletries. It is particularly well-located, being very close to Trinity Park Tabernacle and Seaview Beach.


For an outstanding budget choice, The Attleboro House boasts an exceptional 9.8 rating. This hotel offers free WiFi and air conditioning, and it is very close to the beach. Its location is highly praised by guests, being just a short distance from Trinity Park Tabernacle and Oak Bluffs Harbor.

For couples seeking a romantic getaway in Oak Bluffs, consider the Summercamp, MV Surfside Hotel, and Morgan Hotel, all offering delightful features for a memorable stay.


The Summercamp, with an impressive 9.2 rating, is highly praised for its comfortable and clean rooms with modern, unique decor. Guests consistently mention the super friendly staff and great location. It is conveniently located near Oak Bluffs Harbor (0.3 km), Oak Bluffs Fishing Pier (0.4 km), Seaview Beach (0.5 km), and Flying Horses Carousel (0.3 km).


Another excellent choice is the MV Surfside Hotel, rated 8.8. This hotel offers ocean views and is very close to the beach. It's also just 0.1 km from Oak Bluffs Fishing Pier and 0.3 km from Seaview Beach, making it ideal for seaside strolls.


The Morgan Hotel, with a rating of 8.6, provides rooms with ocean views, air conditioning, premium bedding, and designer toiletries. Guests appreciate the attentive staff and the nice location, which is just 0.2 km from Seaview Beach and 0.2 km from Flying Horses Carousel.

For hotels in Oak Bluffs near Inkwell Beach, consider Summercamp or The Attleboro House.


Summercamp, a hotel with a 9.2 rating, is praised by guests for its friendly staff, comfortable and clean rooms, and modern decor. It is conveniently located near Ocean Park and the Cottage Museum.


The Attleboro House, with an exceptional 9.8 rating, also offers a great location. Guests frequently highlight its excellent proximity to the beach and nearby attractions like the Cottage Museum and Oak Bluffs Harbor. This hotel provides free WiFi and air conditioning for a comfortable stay.

The best time to go to Oak Bluffs is during the shoulder seasons of late May to mid-June or early September to mid-October.


During these periods, the weather is generally pleasant, with fewer crowds than the peak summer months. You'll find most shops and restaurants open, but the island feels more relaxed. This allows for a more comfortable experience exploring attractions like the colourful Gingerbread Cottages or taking a ride on the Flying Horses Carousel without long queues.


Couples looking for a romantic getaway will appreciate the quieter atmosphere, making it ideal for strolls along the harbour or enjoying a meal at one of the waterfront restaurants. The milder temperatures are also great for cycling the scenic paths around the island.


Families travelling with younger children might also find these times appealing. The beaches are less crowded, offering plenty of space for playing, and the overall pace is more manageable for little ones.

Oak Bluffs, on Martha's Vineyard, offers a more relaxed nightlife experience compared to larger cities.


Circuit Avenue is the main street for evening entertainment. You'll find several pubs and bars here, many of which feature live music, particularly during the summer months. There are also a few establishments that offer dancing.


The harbour area also has a few options, often with outdoor seating overlooking the water.

You can cancel your hotel reservation on Expedia, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to ‘My Trips’ and selecting your reservation. To find flexible deals, filter your search by ‘Fully refundable property’ for hotels in Oak Bluffs.

One Key™—Expedia’s free travel rewards programme—gives you instant access to discounts with Member Prices on Oak Bluffs hotels. Plus, you’ll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Prices for hotels in Oak Bluffs often vary, but you can find a great deal from NZ$184 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by ‘Price: low to high’ for our cheapest rates.