Oak Bluffs hotels

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Best Oak Bluffs hotels

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$40 - $488$488 - $935$935 - $1,383$1,383 - $1,830$1,830+ per night

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Most recommended Oak Bluffs hotels

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MV Surfside Hotel - Oak Bluffs
MV Surfside Hotel
Oak Bluffs, MA
9.7Wonderful(1)
Free Wi-Fi
Pet friendly
$238+
Check availability
The Clark House - Vineyard Haven - Building
The Clark House
Vineyard Haven, MA
8.5Very good(51)
Free Wi-Fi
$260+
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The Attleboro House - Oak Bluffs - Building
The Attleboro House
Oak Bluffs, MA
8.6Very good(110)
Free Wi-Fi
$295+
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The Nashua House Hotel - Oak Bluffs
The Nashua House Hotel
Oak Bluffs, MA
10Wonderful(1)
Free Wi-Fi
$387+
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Pequot Hotel - Oak Bluffs - Living room
Pequot Hotel
Oak Bluffs, MA
8.9Very good(692)
Parking
Free Wi-Fi
$502+
Check availability
Mansion House Inn And Spa - Vineyard Haven - Living room
Mansion House Inn And Spa
Vineyard Haven, MA
8.8Very good(180)
Free Wi-Fi
Pool
$556+
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Morgan Hotel - Oak Bluffs - Living room
Morgan Hotel
Oak Bluffs, MA
Free Wi-Fi
$591+
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Edgartown Commons - Edgartown
Edgartown Commons
Edgartown, MA
8.7Very good(135)
Parking
Free Wi-Fi
Pool
$630+
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Summercamp - Oak Bluffs - Living room
Summercamp
Oak Bluffs, MA
8.9Very good(792)
Free Wi-Fi
$810+
Check availability
The Harborside Inn - Edgartown - Lobby
The Harborside Inn
Edgartown, MA
Free Wi-Fi
Pool
$840+
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The Lightkeepers Inn - Edgartown - Living room
The Lightkeepers Inn
Edgartown, MA
8.6Very good(25)
Free Wi-Fi
$842+
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The Richard, The Edgartown Collection - Edgartown - Bedroom
The Richard, The Edgartown Collection
Edgartown, MA
9.0Wonderful(122)
Free Wi-Fi
$865+
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Vineyard Square Hotel & Suites - Edgartown - Living room
Vineyard Square Hotel & Suites
Edgartown, MA
9.7Wonderful(1)
Free Wi-Fi
Pet friendly
$891+
Check availability
Hob Knob - Edgartown - Lounge
Hob Knob
Edgartown, MA
9.5Wonderful(140)
Parking
Free Wi-Fi
Spa
$984+
Check availability
Faraway Martha's Vineyard - Edgartown - Lounge
Faraway Martha's Vineyard
Edgartown, MA
8.6Very good(314)
Free Wi-Fi
Pool
Pet friendly
$1,005+
Check availability
Harbor View Hotel - Edgartown - Living room
Harbor View Hotel
Edgartown, MA
9.1Wonderful(208)
Parking
Pool
$1,176+
Check availability

Popular filters in Oak Bluffs hotels

Hotels with parking
Pequot Hotel, Edgartown Commons and others
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Booking Insights

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 $210. In comparison, August is the most expensive month, with prices at $757.

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

Sunday offers the lowest rates in Oak Bluffs, with an average nightly price of $400. The highest prices are found on Thursday, with average rates at $841.

How early should you book a hotel in Oak Bluffs?

Book at least 31 days before your stay begins to get the best price for your Oak Bluffs hotel.
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How much is a Oak Bluffs hotel?

Here are our most popular & best value hotels

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

March
August
$522
$760
Cheapest month to stay with an average 73% drop in price.
Most expensive month to stay with an average 86% 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

  • If you’re looking for a cheap hotel in Boston, you should consider visiting during the low season. You'll find cheaper hotels in Boston in March and February.
  • Hotel room prices vary depending on many factors but you’ll most likely find the best hotel deals in Boston if you stay on a Sunday. The opposite is true for, Friday, which is usually the most expensive day.
  • The cheapest 3-star hotel room in Boston found on KAYAK in the last 2 weeks was $383, while the most expensive was $696.
  • How long should you stay? KAYAK users usually book their hotel 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.

  • What are the best hotels near Oak Bluffs Campground?

    Oak Bluffs Campground being one of the most popular landmarks in Oak Bluffs, many travelers enjoy staying close by. MV Surfside Hotel, Pequot Hotel and Summercamp are recommended hotels on KAYAK within walking distance.

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

    After you launch a hotel search on KAYAK, you can refine your research by neighborhood, 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 center.

  • 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, Edgartown Commons and Harbor View Hotel.

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.

Everything you need to know for your stay in Oak Bluffs

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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