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Find Hotels in Oak Bluffs, MA

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Oak Bluffs hotels and places to stay

Marthas Vineyard Beachfront Condo Spectacular View In Heart of Oak Bluffs!
4.7/5Exceptional! (12 reviews)
Beautiful home, delightful location.

"Jennifer has thought of everything in this wonderful home. From the necessities down to the tiniest, sweet little touches everywhere, this property does not disappoint. The color palette alone is a dream. We couldn't have asked for anything more. Very clean and well appointed. This was our first ..."…"

Reviewed on Jun 27, 2020

Marthas Vineyard Beachfront Condo Spectacular View In Heart of Oak Bluffs!
Historic Oak Bluffs Home, Short Walk to Harbor
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1.48 mi from city center
5/5Exceptional! (1 review)
Ideal Summer Getaway

"A quiet location that is very close to excellent restaurants, bars, shopping, beaches and our ferry with hospitable hosts providing invaluable recommendations for first-time visitors to Martha’s Vineyard. Thanks to this experience, it won’t be out last."…"

Reviewed on Jul 22, 2019

Historic Oak Bluffs Home, Short Walk to Harbor
Brand new Carriage House on the Chop
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1.94 mi from city center
5/5Exceptional! (4 reviews)
Annual 4th of July trip

"The house was perfectly located, had all of the amenities needed and a beautiful kitchen. The house was easily accessible and ready for us once we arrived. Would definitely consider rebooking at the Carriage House."…"

Reviewed on Jul 5, 2020

Brand new Carriage House on the Chop
Charming Artsy Apartment
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0.78 mi from city center
5/5Exceptional! (14 reviews)
Wonderful hospitality

"Val’s home was a gorgeous apartment just steps away from the lovely Gingerbread camp and Oak Bluffs town/beach. We enjoyed the comfort of a clean space, quaint decor and easy parking. We were just a short walk from the town and beach as well as the enchanting gingerbread house camp. Val was a very ..."…"

Reviewed on Jul 10, 2020

Charming Artsy Apartment
Minutes From Downtown Oak Bluffs, Perfect for Family Getaway!
Peaceful Oak Bluffs Home
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0.81 mi from city center
3.3/5 (3 reviews)
Great location in Oak Bluffs

"The house has an amazing enclosed sun porch. It is close to everything in OB. The bedrooms are spacious. The house is older, but cozy. We were there when the temperatures were high and the owner was responsive to our concerns about the air conditioner."…"

Reviewed on Aug 15, 2019

Peaceful Oak Bluffs Home
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View
The price is $425 per night
1.4 mi from city center
5/5Exceptional! (22 reviews)
Great Place & Location

"Highly recommend. Great location and property is in pristine condition!"…"

Reviewed on Jul 9, 2020

Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View
Oak Bluffs 3-Bed Cottage, Walk to Town!
3.5 out of 5
14 Rose Avenue, Oak Bluffs, MA
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1.36 mi from city center
Oak Bluffs 3-Bed Cottage, Walk to Town!
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View
The price is $425 per night
1.4 mi from city center
4.7/5Exceptional! (15 reviews)
Great location

"The space was updated and clean with a great view and walking distance to many restaurants and shopping."…"

Reviewed on Aug 26, 2019

Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View
MV Surfside Hotel
2.5 out of 5
7 Oak Bluffs Avenue, Oak Bluffs, MA
The price is $275 per night
1.36 mi from city center
4.4/5Excellent! (316 reviews)

"Property was great. The ocean view wasn’t a real ocean view. I would stay there again. You can walk out the hotel and left to the beach, less than a block away. To the right a bunch of bars and restaurants off the bay, very nice. The room was a bit small for me, but clean."…"

Reviewed on Jul 9, 2020

MV Surfside Hotel
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Visiting Oak Bluffs

Visitors to Oak Bluffs are sure to enjoy the beaches, shopping, and wineries. Tourists can also enjoy the city's local tours and seafood restaurants.

  • There are 33 hotels and other accommodations in Oak Bluffs
  • The closest major airport is in Vineyard Haven, MA (MVY-Martha's Vineyard), 4.1 mi (6.7 km) from the city center
  • The next closest is in Hyannis, MA (HYA-Barnstable Municipal), 21.5 mi (34.5 km) away

Sightseeing and Staying in Oak Bluffs

The city's natural setting is picturesque, including the beaches and these places to visit: Inkwell Beach, Ocean Park, and Oak Bluffs Town Beach. Top activities include wine tasting and exploring the waterfront, while Farm Neck Golf Club and Oak Bluffs Harbor are sights to visit. A couple of additional sights to add to your agenda are Oak Bluffs Public Library and Trinity Park Tabernacle.

As you plan your vacation, you'll find 33 hotels and other lodging options available to pick from in Oak Bluffs. Here are top ranked ones based on our user reviews:

  • Madison Inn - This 2.5-star guesthouse features free WiFi, a snack bar/deli, and a library. It's a favorite with Expedia travelers for its helpful staff and clean rooms.
  • The Nashua House Hotel - Our customers like the bathrooms and walkable location at this guesthouse. Amenities in this 2.5-star guesthouse accommodation include free WiFi and a flat-screen TV.
  • Pequot Hotel - This 3-star hotel features free breakfast, free WiFi, and free parking. Expedia customers like its beach locale and helpful staff.

Dressing for Oak Bluffs

  • Between January and March, you can expect the daytime average to be around 49°F and the nighttime average to be 22°F
  • From April to June, temperatures average about 76°F during the day and 33°F at night
  • July through September averages 80°F during the day and 46°F at night
  • In October-December, the average temperature is 67°F during the day and 23°F at night
  • Average annual rainfall for Oak Bluffs is 45.16 inches
  • Hottest months are usually August and July with an average temperature of 77°F, while the coldest months are January and February with an average of 23°F

Frequently asked questions

What's the best place to stay in Oak Bluffs?
Madison Inn is a favorite property for Expedia customers. This guesthouse is a short 3-minute walk from Oak Bluffs Harbor, and it offers free WiFi and a snack bar/deli. Other favorite options based on reviews include Summercamp and MV Surfside Hotel.
If I need to cancel my hotel reservation in Oak Bluffs, will I receive a refund?
Yes! The majority of hotel reservations are fully refundable as long as you cancel prior to the hotel’s cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a reservation that’s non-refundable, you might still have the option to cancel and get a refund within a 24-hour period of booking. Put your dates in and click on “Search”, then you can use the “free cancellation” filter to view the best deals in Oak Bluffs.
Where can I learn more about changing or cancelling my trip to Oak Bluffs?
For more information about picking new dates or cancelling your trip to Oak Bluffs, go to https://www.expedia.com/service/.
What's the best place to stay when traveling with kids to Oak Bluffs?
MV Surfside Hotel is a hotel with free WiFi and free cribs, and it’s a top choice on Expedia for families. Summercamp is another good option for your kid-friendly vacation. Attractions in the area like Island Cove Adventures and Cape Cod Children’s Museum are also fun for kids of all ages.
What's the best place to stay for couples in Oak Bluffs?
MV Surfside Hotel is a favorite hotel for couples, and features cable TV and free WiFi. Another choice for a romantic stay is Pequot Hotel.
What's the best pet-friendly hotel in Oak Bluffs?
MV Surfside Hotel is a top hotel for people traveling with their pets, and offers a coffee shop and free WiFi for its human guests.
Where is the best hotel to stay near Inkwell Beach?
Adjacent to Inkwell Beach, Pequot Hotel is one of the top choices for your stay based on our traveler data, and this 3-star hotel offers free breakfast and free WiFi. Other good options close by include MV Surfside Hotel and Summercamp.
What about the best place to stay close to Oak Bluffs Harbor?
One of the top choices for your stay is MV Surfside Hotel, located next to Oak Bluffs Harbor, and this hotel offers free WiFi and free parking. Summercamp and Pequot Hotel are a couple of other good and close options.
What's the best place to stay for a beach vacation in Oak Bluffs?
Madison Inn is a top 3-star beach B&B with free WiFi and beach towels. Other good choices to stay near the beach include Summercamp and Pequot Hotel. Head to Inkwell Beach or Oak Bluffs Town Beach for some quality time by the water.

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