Oak Bluffs Holidays

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Our pick of the best Oak Bluffs Hotel Deals

Morgan Hotel
Morgan Hotel
2.5 out of 5
9 Healy Way, Oak Bluffs, MA
The price is NZ$271 per night from 28 Apr to 29 Apr
NZ$271
per night
28 Apr - 29 Apr
8.2/10 Very Good! (111 reviews)
"the building is a quirky turn of the century building with rooms on 3 floors up challenging stairs. All rooms are different, and we were given the top floor with a deck looking at the ocean, which was nice. But it was a very small room with king bed with metal poles in front of the wall-mounted TV. ..."

Reviewed on 8 Mar. 2024

Morgan Hotel
Summercamp
Summercamp
3.5 out of 5
70 Lake Avenue, Oak Bluffs, MA
The price is NZ$343 per night from 28 Apr to 29 Apr
NZ$343
per night
28 Apr - 29 Apr
9/10 Wonderful! (569 reviews)
"This is our second year celebrating my wife’s birthday at Summercamp. The room was spacious and very well laid out with great views of the harbor and the ocean. The bed was extremely comfortable, and the room was clean. The staff at Summercamp are all very friendly and helpful, and they left a gift ..."

Reviewed on 14 Apr. 2024

Summercamp
MV Surfside Hotel
MV Surfside Hotel
2.5 out of 5
7 Oak Bluffs Avenue, Oak Bluffs, MA
The price is NZ$363 per night from 22 Apr to 23 Apr
NZ$363
per night
22 Apr - 23 Apr
8.8/10 Excellent! (738 reviews)
"Accessible"

Reviewed on 14 Nov. 2023

MV Surfside Hotel
See all 3,061 properties 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.

Frequently asked questions

How much does an Oak Bluffs holiday package cost?
Maybe less than you imagined — from a low , in fact! By combining hotels, flights and car rentals into your own custom-made holiday package, your getaway to Oak Bluffs is just clicks away.
How do I get a cheap travel package to Oak Bluffs?
Bundle your flights and hotels with Expedia to save big bucks on your next adventure. With more than 550 airlines and 1 000 000 hotel options throughout the world, your Oak Bluffs holiday package can be customized exactly to suit your travel style. With all that extra cash, why not include some interesting experiences and tours? It’s an easy way to unlock even more bargains. Your dream holiday in Oak Bluffs is closer than you thought!
Where should I stay in Oak Bluffs?
With lots to explore in Oak Bluffs, it’d be handy for you to book a room in a hotel close to its attractions. Inkwell Beach, Oak Bluffs Town Beach and Oak Bluffs Harbour are some popular ones to add to your itinerary.
What are the top hotels in Oak Bluffs?
Summercamp and MV Surfside Hotel are some excellent options in the neighbourhood of Lagoon Heights. If you’d like to stay in the East Chop area, consider locking in a room at Pequot Hotel or Morgan Hotel.
How far in advance should I book my Oak Bluffs holiday?
It all depends on the airline, but you can generally browse through international airfares on Expedia up to a year in advance. While it’s a good idea to book ahead of time, lucky travellers will sometimes find a cheaper ticket just weeks before their intended journey.
What does an Expedia Oak Bluffs travel package include?
Hotels, car rentals and flights — we bring you all the best deals. All you have to do is decide on your preferred combination. Once you’ve made your booking, you can add on the exciting stuff like tours and experiences. Our travel packages make it simple to craft an awesome Oak Bluffs holiday.
What should I know before booking an Oak Bluffs travel package?
You’ll save big with an Expedia travel package. Bundle your airfares, rental cars and hotels and unlock terrific discounts. Hotels aren’t your only option, though. We have beachside condos, city apartments and even treehouses and ranches!
Can I choose my airline with an Oak Bluffs Expedia holiday package?
Most definitely. Expedia has access to more than 550 airlines worldwide, so you can customize your Oak Bluffs trip according to your budget and travel needs.
If I'm not able to travel, can I cancel my Oak Bluffs holiday package?
Yes, you can cancel your Oak Bluffs booking if your travel plans have changed. Whether you’ll incur a fee or not depends on your hotel, airline or car rental company. You may be able to cancel or change your booking for free if you booked in the last 24 hours. Head to our Customer Service Portal for more information.

Discover the most popular places to visit in Oak Bluffs

Image for East Chop Light

East Chop Light

You can find out about the history of East Chop with a stop at East Chop Light. Stroll along the area's waterfront or simply savour its wineries.

East Chop Light
Image for Inkwell Beach

Inkwell Beach

If a restful holiday is part of your travel plans, Inkwell Beach might be the perfect place to visit during your trip to Oak Bluffs. Stroll along this relaxing area's waterfront or simply enjoy its wineries.

Inkwell Beach
Image for Oak Bluffs Ferry Terminal

Oak Bluffs Ferry Terminal

Explore the waterfront in Oak Bluffs with a trip to Oak Bluffs Ferry Terminal. Stroll along this relaxing area's beaches or simply enjoy its wineries.

Oak Bluffs Ferry Terminal

What to do in Oak Bluffs

Image for Marthas Vineyard Tour: Self-Guided Drive

Marthas Vineyard Tour: Self-Guided Drive

NZ$22
Per adult
86% of travellers recommend
Marthas Vineyard Tour: Self-Guided Drive
Image for Martha's Vinyard Driving & Walking GPS-Guided Audio Tour

Martha's Vinyard Driving & Walking GPS-Guided Audio Tour

NZ$24
Per adult
Martha's Vinyard Driving & Walking GPS-Guided Audio Tour
Image for Oak Bluffs, Martha's Vineyard Audio Tour

Oak Bluffs, Martha's Vineyard Audio Tour

NZ$20
Per adult
Oak Bluffs, Martha's Vineyard Audio Tour
See all activities in Oak Bluffs

More holiday ideas

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.