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150 Travelers rated Oak Bluffs highly for Beaches and Shopping

Book a package and join the 188 others who’ve received 100% off their flights this year!
Book a package and join the 188 others who’ve received 100% off their flights this year!
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Book a package and join the 188 others who’ve received 100% off their flights this year!

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Top Rated Hotels for your Oak Bluffs Vacation

3.5 out of 5.0 70 Lake Avenue, Oak Bluffs, MA
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4.6/5 (15 reviews)

Great location Clean and well decorated rooms Friendly and helpful staff

Reviewed on Jun 12, 2019
Situated in Oak Bluffs, this beach hotel is steps from Oak Bluffs Harbor, Cottage Museum, and Trinity Park Tabernacle. Flying Horses Carousel and Oak Bluffs ...
MV Surfside Hotel
MV Surfside Hotel
2.5 out of 5.0 7 Oak Bluffs Avenue, Oak Bluffs, MA
4.2/5 (16 reviews)

everything was great. very enjoyable accomodations

Reviewed on Sep 21, 2019
Situated in the historical district, this hotel is steps from Flying Horses Carousel, Oak Bluffs Town Beach, and Oak Bluffs Harbor. Ocean Park and Cottage Museum ...

Things To Do during your Oak Bluffs Vacation

See all 3 things to do in Oak Bluffs

Tips for planning your Oak Bluffs vacation

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Oak Bluffs Vacation Package Deals

You'll love every moment in incredible Oak Bluffs. The savvy team here at Orbitz can help you get there by linking up the best-value airfares and hotels.

One of the simplest ways to save is to combine your bookings. You'll save as much as $857* by selecting your choice of airfares, hotels, rental cars and experiences with us.

But hold on, that's not all! With 500,000 global hotels on our system and 500 airline partners, you'll have stacks of flexibility to pick and choose.

Lock in a package deal that suits you and your distinctive style. There are limitless possible room types, flight options and awe-inspiring adventures just a couple of clicks away.

Join Orbitz Rewards

It doesn't matter if you're going on a quick break or a full-blown spiritual adventure — if you keep on booking with us you'll gain instant Orbucks! It's a straightforward system that's full of perks and extra savings!

Need those special perks? Stay four nights in a calendar year for gold member status or 12 nights to become a platinum member. Then you'll be entitled to perks at Orbitz Rewards VIP Hotels. Also, remember — you can take advantage of your Orbitz Rewards points the next time you book.

Oak Bluffs Travel Guide

Where is Oak Bluffs?

Few things put you in the mood for adventure more than researching your next dream destination. So, are you ready to learn a little more about Oak Bluffs?

You'll find it approximately 70 miles south of Boston, the state capital of Massachusetts, and about 11 miles south of East Falmouth.

There are approximately 4,000 locals that live in this part of Martha's Vineyard.

Places to Visit in Oak Bluffs

A fundamental part of the urban landscape, Ocean Park provides residents and visitors with a peaceful green space for recreation and relaxation. Enjoy a stroll or take off your shoes and feel the grass under your feet. Like some more options? The friendly locals at Farm Neck Golf Club love the challenges here, and you will too. But wait, there's more! With their fantastical figures, cacophonous music and ornate mirrors, who doesn't have nice memories of riding a carousel? Relive the good old days on Flying Horses Carousel.

Car Rentals in Oak Bluffs

Want to see the region your own way? Be the architect of your own amazing adventure by checking out car rentals in Oak Bluffs with a little help from Orbitz.

Collecting a vehicle straight from Barnstable Municipal Airport will mean you don't have the stress of transfers and cabs. You'll discover Budget a few minutes away from the arrivals gate. Avis is another good choice.

Where to stay in Oak Bluffs – Hotel Accommodation

Let Orbitz help you secure an incredible deal! Presently, there are 21 hotels in Oak Bluffs — choose one that suits your very own style.

Just can't make up your mind where to get a room? Some recommended choices are the Thorncroft Inn and The Christopher.

Nearest Airports to Oak Bluffs

If you're planning to fly in to Oak Bluffs, you'll likely be arriving at Barnstable Municipal Airport (HYA). Grab a coffee and find your bearings after exiting the plane. This is the closest airport, sitting 20 miles away from the center of town.

Popular Places to Visit Near Oak Bluffs

If you've explored the very best of Oak Bluffs already, don't pack up and go just yet. In fact, you've got iconic tourist attractions close at hand! The Plymouth Rock lures visitors from all continents of the globe. Plymouth, only 35 miles from Oak Bluffs, is a handy base when visiting this world-famous attraction.

No Cancellation Fees

You can be certain that whatever the reason for amending or canceling your booking, we won't hit you with a fee.^ Why not get in touch with your hotel and airline and ask if they have similar policies?

^Savings based on all package bookings with Flight + Hotel made on from January 1, 2018 to December 31, 2018 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.