Hotels in Oak Bluffs

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Where to stay in Oak Bluffs?

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.
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Our prices for hotels in Oak Bluffs are cheapest in March

See average prices and weather for all months

Price trends for hotels in Oak Bluffs

Pricing is based on two traveler single night rates
Jun
$456
Average price during June is $456
Jul
$639
Average price during July is $639
Aug
$687
Average price during August is $687
Sep
$390
Average price during September is $390
Oct
$268
Average price during October is $268
Nov
$251
Average price during November is $251
Dec
$244
Average price during December is $244
Jan
$223
Average price during January is $223
Feb
$217
Average price during February is $217
Mar
$193
Average price during March is $193
Apr
$193
Average price during April is $193
May
$263
Average price during May is $263
Currently viewing crowd sizes and weather for June.

June

trending_upHigh crowds
High 65°F / low 60°F. Sunny most days.
65°
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June, High crowds, average high temperature 65 degrees Fahrenheit, average low temperature 60 degrees Fahrenheit. Sunny most days.
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73°
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July, High crowds, average high temperature 73 degrees Fahrenheit, average low temperature 69 degrees Fahrenheit. Sunny most days.
69°
74°
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August, High crowds, average high temperature 74 degrees Fahrenheit, average low temperature 69 degrees Fahrenheit. Sunny most days.
69°
69°
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September, High crowds, average high temperature 69 degrees Fahrenheit, average low temperature 64 degrees Fahrenheit. Sunny most days.
64°
62°
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October, Moderate crowds, average high temperature 62 degrees Fahrenheit, average low temperature 55 degrees Fahrenheit. Sunny most days.
55°
53°
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November, Moderate crowds, average high temperature 53 degrees Fahrenheit, average low temperature 45 degrees Fahrenheit. Sunny most days.
45°
45°
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December, Low crowds, average high temperature 45 degrees Fahrenheit, average low temperature 37 degrees Fahrenheit. Partly sunny.
37°
39°
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January, Low crowds, average high temperature 39 degrees Fahrenheit, average low temperature 31 degrees Fahrenheit. Partly sunny.
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39°
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February, Low crowds, average high temperature 39 degrees Fahrenheit, average low temperature 31 degrees Fahrenheit. Cloudy most days.
31°
42°
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March, Low crowds, average high temperature 42 degrees Fahrenheit, average low temperature 35 degrees Fahrenheit. Partly sunny.
35°
49°
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April, Moderate crowds, average high temperature 49 degrees Fahrenheit, average low temperature 43 degrees Fahrenheit. Sunny most days.
43°
57°
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May, Moderate crowds, average high temperature 57 degrees Fahrenheit, average low temperature 52 degrees Fahrenheit. Sunny most days.
52°
Monthly weather averages (˚F)

Top landmarks in Oak Bluffs

Learn more about Oak Bluffs

Oak Bluffs is well-known for its wineries and port, featuring attractions such as Circuit Avenue and Oak Bluffs Harbor. This beachside city has something for everyone including sights like Oak Bluffs Ferry Terminal and Oak Bluffs Town Beach within a scenic setting.

Frequently asked questions

What hotels do travelers like in Oak Bluffs?
The Attleboro House, Madison Inn and Pequot Hotel are all properties that our guests really like.
Where can I get free parking with my stay in Oak Bluffs?
Park your car for free at Madison Inn.
Can I book a refundable hotel in Oak Bluffs?
If you want the flexibility to change your plans to Oak Bluffs, most accommodations provide refundable* bookable rates. You can find these properties by searching our site and using the “fully refundable” filter to narrow down the results.
Where can I stay with my pet in Oak Bluffs?
Your animal companion is welcome at this pet-friendly hotel: MV Surfside Hotel.
Which Oak Bluffs hotels do guests like for their great location?
Our guests love these properties for their good location: Summercamp and MV Surfside Hotel.
Where should I consider staying in Oak Bluffs if I'm looking for a reasonably priced accommodation?
An inexpensive option worth considering is Morgan Hotel.
Where can I stay in Oak Bluffs if I want a vacation rental instead of a hotel?
If you want a good alternative to a hotel, browse our selection of 268 vacation homes. In addition, there are 48 apartments and 28 condos.
Where can I stay if I'm visiting Oak Bluffs with my children?
Parents traveling with children may want to consider Carriage House, Swimming, Boating, Kayaking, just steps from your door….
Where should I stay in Oak Bluffs for a getaway with my partner?
Carriage House, Swimming, Boating, Kayaking, just steps from your door… and Sweet Get Away Suite, Private Beach &Tennis are great options for a romantic getaway.
What will the weather in Oak Bluffs be like during my visit?
August and July are typically the warmest months in Oak Bluffs when the average temp is 68°F. February and January are the coldest months when the average temperature is 38°F. October and December are the months with the most rain.
Why should I book my Oak Bluffs hotel with Hotels.com?
There are lots of reasons to book your Oak Bluffs trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Find out more about Oak Bluffs

Find out more about Oak Bluffs

Discover Oak Bluffs: A Coastal Haven of Charm and Serenity

Nestled on Martha's Vineyard, Oak Bluffs is a charming seaside escape steeped in history and vibrant culture. Known for its picturesque beaches and stunning harbor, this quaint town offers an eclectic mix of Victorian gingerbread houses and lively downtown shops. Visitors can stroll along the scenic waterfront or explore the historic Campground, a unique collection of colorful cottages. With its inviting atmosphere and rich heritage, Oak Bluffs is perfect for a romantic getaway or a family adventure, making it a must-visit destination for anyone seeking an idyllic island vacation. For our best hotel rates in Oak Bluffs and to enhance your stay, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Discover great hotels in Oak Bluffs

Oak Bluffs offers a variety of hotel accommodations, ranging from charming inns to comfortable hotels with scenic views. Many options provide easy access to beaches, dining, and local attractions, making it a great spot for travelers seeking a relaxed vacation experience. Here are some of the best hotels in Oak Bluffs that our travelers love:

  1. Harbor View HotelOpens in a new window: This elegant 4.0-star hotel is perfect for leisure travelers seeking a luxurious vacation experience. With outstanding amenities such as a restaurant and beautiful outdoor spaces, guests can bask in the sun on the veranda or enjoy exquisite dining at Bettini. The hotel’s proximity to central Edgartown enhances its appeal, making it a convenient base for exploring the area. Celebratory touches, like complimentary champagne during special occasions, add to the delightful atmosphere, ensuring a memorable stay for all who visit.
  2. SummercampOpens in a new window: This inviting 3.5-star hotel is an ideal choice for beach vacationers. With direct beach access and stunning water views, guests can unwind in comfort while enjoying the soothing sounds of the ocean. The cozy accommodations provide an excellent retreat, complete with plush bedding and a beautifully renovated environment. The property's convenient location near shopping and dining options enhances the experience, making it easy to explore the local area between relaxing beach days.
  3. Vineyard Square Hotel & SuitesOpens in a new window: This stylish 4.0-star hotel caters to leisure travelers looking for a vibrant getaway. Located near shopping and restaurants, it boasts a superb location just a short walk from the ferry. The hotel features a range of dining options, allowing guests to indulge in flavorful meals without straying far from their rooms. The comfortable accommodations and exceptional service create a welcoming atmosphere, ensuring a delightful experience for those looking to celebrate special moments or enjoy an exciting adventure with friends.

Top locations to stay in Oak Bluffs

For a vacation in Oak Bluffs, Massachusetts, consider staying in Katama, Mews Village, or Falmouth Heights. Katama offers beautiful beaches and adventure trails, while Mews Village provides a quaint atmosphere with local charm. Falmouth Heights boasts vibrant nightlife and proximity to popular beaches. For first-time visitors, Falmouth Heights is the best choice, combining entertainment and easy access to Oak Bluffs' attractions.

  1. KatamaOpens in a new window: If you’re looking for a quintessential beach getaway, Katama is the perfect choice. This area is renowned for its stunning beaches, like Inkwell Beach and Oak Bluffs Town Beach, making it a great spot for sunbathing and swimming. The relaxed vibe of Katama is complemented by unique shopping experiences at local gems like Alley’s General Store and Chilmark Chocolates. For those who enjoy biking, the nearby Shining Sea Bikeway offers beautiful trails for a scenic ride. Plus, the cultural attractions, including the Martha's Vineyard Film Center, provide a fantastic way to unwind with a good movie after a day in the sun.
  2. Mews VillageOpens in a new window: Mews Village offers a charming and cozy atmosphere for travelers looking to relax in a picturesque setting. This quaint area is characterized by its serene environment and close-knit community feel. While it has fewer attractions than some neighboring areas, you can still enjoy the local culture and take leisurely strolls around the scenic streets. The nearby beaches and parks are perfect for a day out in nature, providing a tranquil escape from the hustle and bustle.
  3. Falmouth HeightsOpens in a new window: Falmouth Heights is a lively destination packed with fun and excitement. With attractions like Old Silver Beach and Falmouth Heights Beach, it's a prime spot for beach lovers. The area also boasts a variety of cultural venues, such as the Tisbury Town Hall & Katharine Cornell Memorial Theater, offering a mix of performances and community events. For those interested in shopping, nearby Mashpee Commons provides a range of retail options. Whether you're looking to soak up the sun or enjoy a show, Falmouth Heights has something for everyone.

Things to do in Oak Bluffs

Oak Bluffs invites travelers to bask in its stunning coastal landscapes, featuring sandy beaches and serene parks. Enjoy leisurely strolls along the shore, embark on boating adventures, or explore the lush surroundings by hiking. With charming shops and ferry rides adding to the experience, it's the perfect getaway for relaxation and exploration.

  • Inkwell BeachOpens in a new window – Experience the charm of Inkwell Beach, a picturesque spot perfect for sunbathing and swimming. The beach is known for its soft sands and clear waters, making it ideal for a relaxing day by the sea. Gather with friends and family, enjoy a picnic, or simply soak up the sun while taking in stunning ocean views.
  • Oak Bluffs Town BeachOpens in a new window – Just a stone's throw away, Oak Bluffs Town Beach welcomes you with its family-friendly atmosphere. The gentle waves are great for kids, and there’s plenty of space to set up your beach umbrella. Don’t forget to explore the nearby amenities for snacks and refreshments!
  • Circuit AvenueOpens in a new window – Stroll down Circuit Avenue, the vibrant heart of Oak Bluffs, where you can discover a variety of shops, eateries, and local art. This bustling street is perfect for people-watching, grabbing a bite to eat, or picking up unique souvenirs to remember your trip.
  • Martha's Vineyard MuseumOpens in a new window – Dive into the rich history of the area at Martha's Vineyard Museum. Here, you can explore fascinating exhibits that showcase the island's heritage, culture, and art. It’s a great stop for those looking to learn more about the local community and its stories.
  • Oak Bluffs HarborOpens in a new window – End your day at the scenic Oak Bluffs Harbor. Watch the boats come and go while enjoying the beautiful waterfront views. This is a perfect spot for a leisurely walk, and you might even catch a stunning sunset over the water.

5 tips for savvy savings when booking a hotel in Oak Bluffs

  1. Book for the cheapest times: The most affordable time to visit Oak Bluffs is during January, March, and December, when hotel prices tend to be lower. For those on a budget, staying for at least 2 to 3 days is a great value for money, allowing you to appreciate the area's key landmarks, historical sites, and cultural attractions, including its beautiful beaches. By planning your trip during these months, you might find that prices could drop even further, making your visit even more budget-friendly.
  2. Look for last-minute deals on Hotels.com: To find last-minute deals for hotels in Oak Bluffs, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may discover discounted rates as your travel date approaches. You could also enable email alerts or push notifications from Hotels.com to stay updated on flash sales and special promotions, helping you seize opportunities to save. Additionally, the Smart ShoppingOpens in a new window feature in the app allows you to compare hotel prices and amenities, ensuring you're informed if prices drop or rooms become available, making it easier to plan your last-minute getaway.
  3. Be flexible with dates: Prices can fluctuate based on factors like the hotel's location, star rating, and the time of year, so being flexible with your travel dates may help you save on your stay in an Oak Bluffs hotel. If you're in search of a unique experience, boutique hotels can provide a more personalized touch and sometimes better value. When you book through Hotels.com, we’ll inform you whether the price for your chosen dates is above or below the average. If the price is on the higher end, we’ll recommend more budget-friendly dates to increase your chances of finding the best deal.
  4. Consider your location: Hotels near the city center usually tend to be pricier, but thanks to Oak Bluffs's excellent public transportation, you might discover a more affordable independent hotel a bit farther away that’s still well connected. For those interested in exploring alternative, less crowded neighborhoods or even lesser-known nearby cities, there’s often great value to be found. Opting for these alternative destinations can provide a more authentic and budget-friendly experience.
  5. Join One Key™: Become a One Key MemberOpens in a new window for free and book your next stay in Oak Bluffs. Save on over 100,000 hotels worldwide with exclusive member prices. As a member, you can quickly progress through the tiers and enjoy perks, like free room upgrades when available and food and beverage discounts at select VIP Access properties.

Best time to go to Oak Bluffs

Oak Bluffs experiences its lowest average temperatures in January and February, at 35.1°F (1.7°C), while August is the hottest month, with an average temperature of 71.6°F (22.0°C). October is usually the wettest month. June to August are the peak travel months in Oak Bluffs, attracting a higher number of tourists. During this peak period, the weather is mostly sunny, with light rainfall. On the other hand, October to December tend to be quieter times to visit, marked by light rainfall and mostly sunny conditions.

Oak Bluffs is a walkable city where you can spend time at the beach, as well as checking out the wine tasting, and visiting the port. Plan a fun excursion to Oak Bluffs Harbor and Oak Bluffs Ferry Terminal while here. And while you're here, be sure to stop by Circuit Avenue and Oak Bluffs Town Beach.