Oak Bluffs Vacations

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Find the Best Oak Bluffs Vacation Packages

Oak Bluffs Beach Vacation

There's nothing like an Oak Bluffs vacation to put a spring in your step. The soothing rhythm of the ocean waves and the smell of clean ocean air are sure to rejuvenate your mind and body. To be close to the town center on your trip to Oak Bluffs, base yourself around Inkwell Beach (2 kilometers away). If you're going to stay for a while, look into our Oak Bluffs vacation packages. Not only will you be able to save cash, you'll also have other beautiful beaches around you to explore, like Oak Bluffs Town Beach and Joseph Sylvia State Beach. We call that a win-win!

Oak Bluffs Hotel Deals

Summercamp
Summercamp
3.5 out of 5
70 Lake Avenue, Oak Bluffs, MA
9.2/10 Wonderful! (917 reviews)
"Summer camp is superior. Super friendly, accommodating, and welcoming staff, one of the most conveniently located hotels on island, super clean overall, upbeat and modern lobby/lounge area, well decorated and furnished rooms with useful amenities, & an excellent ocean view from our room! The front ..."

Reviewed on 2024/11/18

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Summercamp
MV Surfside Hotel
MV Surfside Hotel
2.5 out of 5
7 Oak Bluffs Avenue, Oak Bluffs, MA
8.8/10 Excellent! (805 reviews)
"We had an excellent stay! The staff made it very enjoyable and gave us recommendations when we needed to switch our plans around due to weather. We will definitely be back!"

Reviewed on 2024/10/29

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MV Surfside Hotel
Morgan Hotel
Morgan Hotel
2.5 out of 5
9 Healy Way, Oak Bluffs, MA
The price is NT$5,817 per night from Nov 23 to Nov 24
NT$5,817
NT$6,497 total
includes taxes & fees
Nov 23 - Nov 24
8.2/10 Very Good! (121 reviews)
"Nice location, charming Victorian. Walking distance to shopping and restaurants. No staff to be found. Water pitcher empty in front lobby. Lots of steep stairs to climb to get to room. Room small. No chair to sit on. TV on side of bed. It was convenient and quiet."

Reviewed on 2024/11/8

Morgan Hotel
See all 3,000 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

Sandy beaches, farmlands, fishing docks, harbor towns and tall lighthouses, Its Martha's Vineyard! It is around an hour of boat ride from Cape Cod to the Oak Bluffs. MV accessible only by boat or air. This picture was of course taken in summer :) Bright sunny day with blue sky and lush green. In the background is the famous east chop lighthouse. The best of my memories of MV are from East Chop. We rented a bright Red scooter near the Oak Bluffs harbor after getting off from ferry, kicked off our slippers, rode to the sunset ;) I meant we drove to East Chop:) Must Do : Get that pretty but awfully slow red scooter, drive to the light house, live the dream :)

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 seaside, or simply savor its wineries.

East Chop Light

Oak Bluffs Town Beach

4.5/5(10 reviews)

If a restful vacation is part of your travel plans, Oak Bluffs Town Beach might be the perfect place to seek out during your trip to Oak Bluffs. Stroll along the waterfront or visit the shops in this relaxing area.

Oak Bluffs Town Beach

Oak Bluffs Harbor

4.5/5(229 reviews)

Explore the waterfront in Oak Bluffs with a trip to Oak Bluffs Harbor. Wander the area's beautiful beaches or simply enjoy one of its wineries.

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