Oak Bluffs hotels

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Recommended by KAYAK

Best Oak Bluffs hotels

Discover the best prices by selecting your travel dates on KAYAK.

Most recommended Oak Bluffs hotels

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MV Surfside Hotel - Oak Bluffs - Bedroom
MV Surfside Hotel
Oak Bluffs, MA, United States
9.7Wonderful(1)
Free Wi-Fi
Pet-friendly
Pequot Hotel - Oak Bluffs - Living room
Pequot Hotel
Oak Bluffs, MA, United States
9.0Wonderful(684)
Parking
Free Wi-Fi
Summercamp - Oak Bluffs - Living room
Summercamp
Oak Bluffs, MA, United States
8.8Very Good(743)
Free Wi-Fi
The Lightkeepers Inn - Edgartown - Living room
The Lightkeepers Inn
Edgartown, MA, United States
8.5Very Good(24)
Parking
Free Wi-Fi
The Clark House - Vineyard Haven - Building
The Clark House
Vineyard Haven, MA, United States
8.5Very Good(51)
Free Wi-Fi
Vineyard Square Hotel & Suites - Edgartown - Living room
Free Wi-Fi
Pet-friendly
Faraway Martha's Vineyard - Edgartown - Lounge
Faraway Martha's Vineyard
Edgartown, MA, United States
8.6Very Good(315)
Free Wi-Fi
Pool
Pet-friendly
Crocker Inn - Vineyard Haven - Building
Crocker Inn
Vineyard Haven, MA, United States
9.7Wonderful(25)
Free Wi-Fi
Martha's Vineyard Resort - Oak Bluffs
Martha's Vineyard Resort
Oak Bluffs, MA, United States
Free Wi-Fi
Edgartown Commons - Edgartown
Edgartown Commons
Edgartown, MA, United States
8.5Very Good(122)
Parking
Free Wi-Fi
Pool
Hanover House - Vineyard Haven
Hanover House
Vineyard Haven, MA, United States
8.5Very Good(95)
Free Wi-Fi

Popular amenities in Oak Bluffs hotels

Hotels with parking
Pequot Hotel, The Lightkeepers Inn and others
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KAYAK’s insights for hotels in Oak Bluffs

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Oak Bluffs with confidence.

Which month has the cheapest hotel rates in Oak Bluffs?

Hotels are cheapest in Oak Bluffs in March, with average rates of ₹ 1,509,172. In comparison, August is the most expensive month, with prices at ₹ 7,892,186.

What is the cheapest day of the week to book a hotel in Oak Bluffs?

Thursday offers the lowest rates in Oak Bluffs, with an average nightly price of ₹ 1,456,299. The highest prices are found on Wednesday, with average rates at ₹ 3,887,581.

How early should you book a hotel in Oak Bluffs?

Book at least 59 days before your stay begins to get the best price for your Oak Bluffs hotel.

How much is a Oak Bluffs hotel?

Here are our most popular & best value hotels

Good to know

Low season

March

High season

August

Average price (weeknight)

₹ 27,650

Average price (weekend night)

₹ 31,231
Cheapest month to stay with an average 42% drop in price.
Most expensive month to stay with an average 204% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Oak Bluffs hotel deals

  • How long should you stay? KAYAK users usually book their accommodation in Boston for 2 days.
  • The Martha’s Vineyard Airport is in the center of the island, roughly, yet most of the hotels are at the edges of the island near the beaches. There are, therefore, no accommodations close to the airport. The Oak Bluffs Inn has an airport shuttle; though few other Oak Bluffs hotels do. However, bus numbers 7 and 9 operated by Martha’s Vineyard Transit Authority (VTA) can get you from an Oak Bluffs hotel to the airport.
  • The Georgian-style Ashley Inn features period furnishings but also provides modern amenities. Enjoy the free Wi-Fi as well as the complimentary tea served at 4 pm, complete with home-baked treats.
  • Staying at the charming Summercamp affords breath-taking views, but this accommodation also has something else somewhat unique and wonderful – standard rooms that come with two twin beds and bunk beds. There are many other choices of rooms and bed types, but the bunk beds stand out.
  • The Christopher is a boutique hotel decorated with vibrant colors and a splashy style. The amenities are top-notch, the staff is friendly, and warm cookies are served at 4 pm.
  • Just south of Edgartown, The Seashell Cove is a vacation house with charming floral décor and vaulted ceilings with wood beams. The house includes a master bedroom with a private bath, two other bedrooms and a sleeping loft.

FAQs when booking a hotel in Oak Bluffs

  • Where can I find affordable hotels in Oak Bluffs?

    Located on Martha’s Vineyard, Oak Bluffs offers in-demand and pricey places to stay. A few minutes away in the historic whaling town of Edgartown, the clean, charming, and atmospheric Kelley House offers accommodation at prices more affordable than many others. The Kelley House was built in 1742 as a tavern, and today offers guests 6 houses with rooms, a restaurant and a bar. The Kelley House is centrally located and also has bicycle rentals and breathtaking views.

  • Where can I stay with my family in Oak Bluffs?

    One absolutely charming place to stay is The Narragansett House. This pastel Victorian house is centrally located, close to a number of outdoor activities, and colorfully decorated with character. This hotel offers kids’ meals, a kid-friendly buffet, board games, puzzles, and books, music and DVDs for kids. Narragansett House is close to a number of beaches and to the Edgartown Lighthouse.

  • Where can I stay in Oak Bluffs that’s close to everything?

    The Oak Bluffs Inn is right in the middle of classic Martha’s Vineyard attractions. The Inn is close to Inkwell Beach, Oak Bluffs Town Beach, Trinity Park Tabernacle, the Flying Horses Carousel, Oak Bluffs Campground, Cottage Museum, and Ocean Park. When you return from a day of enjoying the delights of Oak Bluffs, you can enjoy a relaxing evening and night in this clean, comfortable hotel.

  • Where can I experience a truly luxurious stay in Oak Bluffs?

    The Hob Knob, a few minutes away in Edgartown, lives up to its name with it elegance, comfort, and class. The palatial rooms offer sweet, cozy comfort and when you can drag yourself from your amazing room, you can enjoy the spa and wellness center.

  • How do I find a hotel in central Oak Bluffs?

    After you launch a hotel search on KAYAK, you can refine your research by neighbourhood, which allows you to pick the central Oak Bluffs districts. You can also do a search using the city map to choose a specific location, like Oak Bluffs city centre

  • How can I find hotels near me?

    Take a look at our extensive hotel map to find the best hotels near you.

  • Are there Oak Bluffs hotels with free parking?

    There are many hotels in Oak Bluffs that offer both parking and free parking. Popular choices among KAYAK users include Pequot Hotel, The Lightkeepers Inn and Edgartown Commons.

Where to stay in Oak Bluffs?

Our map will help you find the perfect place to stay in Oak Bluffs by showing you the exact location of each hotel.

Oak Bluffs Hotel Deals. Search and compare hotels in Oak Bluffs. Find cheap hotel rooms in Oak Bluffs. KAYAK searches hundreds of travel sites to help you find cheap hotels and book the room that suits you best.

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