Oak Bluffs Vacations

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Oak Bluffs Hotel Deals

Pequot Hotel
Pequot Hotel
3 out of 5
19 Pequot Avenue, Oak Bluffs, MA
The price is ₩329,669 per night from Jun 2 to Jun 3
₩329,669
per night
Jun 2 - Jun 3
9.2/10 Wonderful! (450 reviews)
Great access to beach, restaurants, and shops
"Pequot Hotel was clean and great location (a block away from beach, several blocks from main street with restaurants and shops). The room we stayed (Middle Queen Room) was so tiny. It just enough to put the queen bed in. No fridge or microwave."

Reviewed on May 29, 2024

Pequot Hotel
Summercamp
Summercamp
3.5 out of 5
70 Lake Avenue, Oak Bluffs, MA
The price is ₩375,189 per night from Jun 5 to Jun 6
₩375,189
per night
Jun 5 - Jun 6
9/10 Wonderful! (616 reviews)
Very Good
"The room was very clean. Bed was very comfortable & bathroom was sparkling. Service was excellent. At the time we were there they had construction so it was a little bit loud because we were on the first floor and so we couldn’t open the windows without looking at the construction crew. Great location ..."

Reviewed on May 28, 2024

Summercamp
MV Surfside Hotel
MV Surfside Hotel
2.5 out of 5
7 Oak Bluffs Avenue, Oak Bluffs, MA
The price is ₩358,163 per night from Jun 4 to Jun 5
₩358,163
per night
Jun 4 - Jun 5
8.8/10 Excellent! (741 reviews)
"Hotel was the best location you could dream of. Walking distance from the ferry and bus stops,walking location, to the beach, dining and shopping districts. The park ,boardwalk and beaches were relatively close as well. The staff was very professional and helpful. 🌷They were beyond nice. The hotel ..."

Reviewed on May 27, 2024

MV Surfside Hotel
See all 3,131 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 vacation package cost?
Maybe less than you imagined — from a low , in fact! By combining hotels, flights and car rentals into your own custom-made vacation 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 vacation 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 vacation 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 Harbor 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 neighborhood 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 vacation?
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 travelers 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 vacation.
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 vacation 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 vacation 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 visit to East Chop Light. Stroll along the area's beautiful beaches, or simply savor its wineries.

East Chop Light
Image for Inkwell Beach

Inkwell Beach

4.5/5(31 reviews)

If a restful vacation is part of your travel plans, Inkwell Beach might be the perfect place to seek out 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

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