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
Mar
$193
Average price during March is $193
Apr
$193
Average price during April is $193
May
$263
Average price during May is $263
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
Currently viewing crowd sizes and weather for March.

March

trending_downLow crowds
High 42°F / low 35°F. Partly sunny.
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°
65°
weather_sun
June, High crowds, average high temperature 65 degrees Fahrenheit, average low temperature 60 degrees Fahrenheit. Sunny most days.
60°
73°
weather_sun
July, High crowds, average high temperature 73 degrees Fahrenheit, average low temperature 69 degrees Fahrenheit. Sunny most days.
69°
74°
weather_sun
August, High crowds, average high temperature 74 degrees Fahrenheit, average low temperature 69 degrees Fahrenheit. Sunny most days.
69°
69°
weather_sun
September, High crowds, average high temperature 69 degrees Fahrenheit, average low temperature 64 degrees Fahrenheit. Sunny most days.
64°
62°
weather_sun
October, Moderate crowds, average high temperature 62 degrees Fahrenheit, average low temperature 55 degrees Fahrenheit. Sunny most days.
55°
53°
weather_sun
November, Moderate crowds, average high temperature 53 degrees Fahrenheit, average low temperature 45 degrees Fahrenheit. Sunny most days.
45°
45°
weather_partly_sunny
December, Low crowds, average high temperature 45 degrees Fahrenheit, average low temperature 37 degrees Fahrenheit. Partly sunny.
37°
39°
weather_partly_sunny
January, Low crowds, average high temperature 39 degrees Fahrenheit, average low temperature 31 degrees Fahrenheit. Partly sunny.
31°
39°
weather_cloudy
February, Low crowds, average high temperature 39 degrees Fahrenheit, average low temperature 31 degrees Fahrenheit. Cloudy most days.
31°
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?
Pequot Hotel and Morgan Hotel are a couple of 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 251 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

Whispers of the Waves: Unveiling the Enchantment of Oak Bluffs

Nestled on the picturesque Martha's Vineyard, Oak Bluffs is a charming seaside town that embodies the spirit of summer getaways. Famous for its colorful Victorian gingerbread cottages and historic charm, this vibrant destination offers stunning beaches like Lighthouse Beach, ideal for sunbathing and swimming. Stroll through downtown Oak Bluffs to discover unique shops, delightful eateries, and the iconic Cottage Museum, showcasing the island’s rich traditions. With its lush landscapes, lively atmosphere, and a welcoming community, Oak Bluffs is the perfect escape for beach lovers, history enthusiasts, and those seeking a slice of island bliss. For the best hotel rates in Oak Bluffs, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Top locations to stay in Oak Bluffs

Some of the best places to stay in Oak Bluffs are Katama, Falmouth Heights and Bass River. Katama, Falmouth Heights, and Bass River offer unique experiences for travelers. Katama boasts beautiful beaches and a laid-back vibe, perfect for relaxation. Falmouth Heights features stunning seaside views and family-friendly activities, making it great for first-time visitors. Bass River is ideal for those seeking a more tranquil atmosphere. Hotel accommodations in these areas range from charming inns and pet-friendly options to seaside hotels with rooms boasting modern amenities. Overall, Falmouth Heights is best for newcomers to the region. Here are some of our travelers' favorite hotels in Oak Bluffs:

  1. KatamaOpens in a new window: Katama is a charming beach destination known for its picturesque scenery and proximity to several popular beaches, including Inkwell Beach and South Beach. This area is perfect for travelers seeking a blend of relaxation and culture, with the historic Edgartown Lighthouse nearby. For accommodations, consider Harbor View HotelOpens in a new window, a 4.0-star hotel offering business amenities and a luxurious vacation experience. Another option is Vineyard Square Hotel & SuitesOpens in a new window, also a 4.0-star property, featuring dining options and fitness facilities. For a high-end experience, White Elephant HotelOpens in a new window provides business services and a luxurious stay, making it ideal for upscale travelers.
  2. Falmouth HeightsOpens in a new window: Falmouth Heights is a vibrant beach area, home to beautiful spots like Falmouth Heights Beach and Surf Drive Beach. It’s a magnet for adventure seekers and pet owners alike. The CoonamessettOpens in a new window, a 3.5-star inn, allows pets and offers adventure activities like windsurfing and hiking. The Palmer House InnOpens in a new window is another pet-friendly 3.5-star bed and breakfast, providing a cozy atmosphere for travelers. Inn on the SoundOpens in a new window, a 3.5-star bed and breakfast, features direct beach access and business amenities, making it a versatile option for various travelers.
  3. Bass RiverOpens in a new window: Bass River is an outdoor enthusiast's paradise, boasting attractions like Hyannis Harbor and the Cape Cod Inflatable Park. It’s perfect for families looking for adventure and entertainment. For accommodations, The Old Manse InnOpens in a new window, a 4.5-star bed and breakfast, offers romance packages and business services, ideal for couples and corporate travelers. Candleberry Inn on Cape CodOpens in a new window, also a 4.5-star bed and breakfast, features adventure sports and beach access, perfect for those seeking an active vacation. Lastly, Wequassett Resort and Golf ClubOpens in a new window is a resort with extensive business facilities and outdoor activities, catering to both leisure and corporate guests.

Things to do in Oak Bluffs for first time

Three days in Oak Bluffs offers a delightful blend of stunning beaches, scenic parks, and lush landscapes. Travelers can enjoy leisurely walks, boating adventures, and vibrant shopping, all while soaking in the area's charming historic atmosphere. It's the perfect getaway for relaxation and exploration. Here's a quick itinerary to make the most of your trip to Oak Bluffs:

  • Day 1: Start your Oak Bluffs adventure at the Martha's Vineyard Museum, where you can immerse yourself in the rich history and culture of the island. After exploring the exhibits, take a leisurely stroll to Tisbury Town Beach. Enjoy the sun and surf, perfect for unwinding and soaking in the beautiful surroundings. Conclude your day by visiting the Vineyard Haven Public Library, a cozy spot where you can relax with a book or attend any events that might be happening during your visit.
  • Day 2: Your day begins at Falmouth Heights Beach, a stunning stretch of sand ideal for beachcombing and swimming. Following the beach, make your way to Menauhant Beach, where you can enjoy the scenic views and perhaps have a picnic by the shore. As the day winds down, head to Main Street to explore local shops and eateries, offering the perfect opportunity to indulge in some fresh seafood or grab a souvenir from your trip.
  • Day 3: Kick off with a visit to the iconic Edgartown Lighthouse, an excellent spot for picturesque photos. Then, head over to Surf Drive Beach, where you can relax on the sandy shores or take a refreshing swim in the ocean. Wrap up your day by exploring the Martha's Vineyard Preservation Trust Historic Buildings to appreciate the island's architectural heritage and learn more about its historical significance.

5 tips to find a great Oak Bluffs hotel deal

  1. Book for the cheapest times: The most affordable time to visit Oak Bluffs is during January, November, and December, when hotel rates are significantly lower. If you're traveling internationally, it's best to book your flight at least four months in advance to secure better prices. For a budget-friendly trip, plan to stay for at least 2-3 days to fully enjoy the main attractions, such as the beautiful beaches. This way, you can make the most of your visit while keeping your expenses in check.
  2. Look for last-minute deals on Hotels.com: Discovering last-minute deals to Oak Bluffs can lead to great savings on your getaway. To explore these offers on Hotels.com, head to the DealsOpens in a new window or Last-Minute DealsOpens in a new window section, where you may find competitive rates for hotels as your travel date approaches. To stay in the loop about flash sales and exclusive last-minute promotions, consider enabling email alerts or push notifications from Hotels.com, so you’re more likely to catch the best deals and enjoy a fantastic stay at a great price.
  3. Be flexible with dates: Hotel prices can fluctuate due to factors like the hotel's location, star rating, and the season. As a result, being flexible with your travel dates may help you save on hotel expenses in Oak Bluffs.
  4. Consider your location: Staying in the city center and close to local attractions in Oak Bluffs is usually more expensive. If you opt for accommodations further from the city center, you can take advantage of transportation options like cars or public transit to explore the area, which can help you save money.
  5. Upgrade with One Key: Make your next booking in Oak Bluffs and sign up to Hotels.com's free One Key program, letting you earn and use reward points on your next stay. Progress through the Blue, Silver, Gold and Platinum tiers to unlock various advantages like room upgrades when available, discounted rates, and exclusive offers for members. Don't hesitate, sign up today.

What to eat in Oak Bluffs

Here are a few popular dishes in Oak Bluffs, Massachusetts, United States of America:

  • Lobster Roll: A quintessential New England dish, the lobster roll features succulent chunks of fresh lobster meat, typically mixed with a light mayonnaise dressing and served in a buttery, toasted bun. In Oak Bluffs, you'll find variations that include additional seasonings or even a touch of lemon for zest. It's often enjoyed by the seaside, making it a perfect choice for a casual lunch while taking in the ocean views.
  • Clam Chowder: This creamy soup is a comforting staple of the region, made with tender clams, potatoes, onions, and celery blended in a rich, thick base. In Oak Bluffs, you might encounter local twists, such as the addition of bacon for a smoky flavor. Served in a bread bowl, it becomes a delightful experience, warming you up on brisk coastal days while showcasing the area's maritime heritage.

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 tends to be the wettest month. The peak travel months to visit Oak Bluffs are June to August, which see a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light rainfall. In contrast, October to December are ideal if you're looking for a calmer vacation, 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.