Oak Bluffs hotels

Fri 3/5
Sat 4/5

Search and compare hundreds of travel sites at once for hotels in Oak Bluffs, Massachusetts. Bundle your hotel + flight and save!

...and more

Let KAYAK do the searching

Save on your next stay

Search and compare hundreds of travel sites at once for hotels in Oak Bluffs, Massachusetts

We’re completely free to use – no hidden charges or fees

Filter by free cancellation, free breakfast and more

Best Oak Bluffs hotels

Most recommended Oak Bluffs hotels

Show all
MV Surfside Hotel - Oak Bluffs - Bedroom
MV Surfside Hotel
₹ 33,172+
₹ 33,172+
Free Wi-Fi
Pet-friendly
Pequot Hotel - Oak Bluffs - Building
Pequot Hotel
8.8 Very Good
₹ 22,282+
₹ 22,282+
Parking
Free Wi-Fi
Narragansett House
8.8 Very Good
₹ 33,269+
₹ 33,269+
Parking
Free Wi-Fi
Summercamp
8.6 Very Good
₹ 33,225+
₹ 33,225+
Free Wi-Fi
The Lightkeepers Inn
9 Wonderful
₹ 28,130+
₹ 28,130+
Parking
Free Wi-Fi
Harbor View Hotel
8.9 Very Good
₹ 66,180+
₹ 66,180+
Parking
Pool
₹ 54,722+
Free Wi-Fi
Pool
Pet-friendly
Edgartown Commons
8.6 Very Good
₹ 30,318+
₹ 30,318+
Parking
Free Wi-Fi
Pool
The Sydney
9.1 Wonderful
₹ 53,457+
₹ 53,457+
Free Wi-Fi

How much is a Oak Bluffs hotel?

Here are our most popular & best value hotels

2 stars and below

3 stars

4 stars and above

Good to know

Low season

March

High season

December

Average price (weeknight)

₹ 43,560

Average price (weekend night)

₹ 34,451
Cheapest month to stay with an average 71% drop in price.
Most expensive month to stay with an average 452% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

When to book a hotel in Oak Bluffs

Price per night / 3-star hotel. Prices are not fixed and may vary with time.
Average nightly price per month
Average nightly price

Top tips for finding Oak Bluffs hotel deals

  • If you’re looking for a cheap hotel in Oak Bluffs, you should consider visiting during the low season. You'll find cheaper accommodations in Oak Bluffs in March and April.
  • Hotel room prices vary depending on many factors but you’ll most likely find the best hotel deals in Oak Bluffs if you stay on a Monday. The opposite is true for, Saturday, which is usually the most expensive day.
  • Book at least 5 days before your stay begins to get the best price for your Oak Bluffs accommodation.
  • 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, Narragansett House and The Lightkeepers Inn.

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.