Deals on vacations and trips to Oak Bluffs

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Price found within the past 48 hours. Click for updated prices.
Chapter House

Chapter House

3.5 out of 5
Price was $1,547, price is now $1,204 per person
$1,204
per person
Jun 21 - Jun 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Hyannis (HYA)
A bar/lounge and a terrace are featured at this inn, along with free self parking. WiFi in public areas is free. A garden, a lobby fireplace, and a picnic area are also on offer.
The Franklin Hotel Martha's Vineyard

The Franklin Hotel Martha's Vineyard

2 out of 5
Price was $2,035, price is now $1,494 per person
$1,494
per person
Jun 28 - Jul 2
found 19 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Vineyard Haven (MVY)
Luggage storage is available at this hotel. Take advantage of the free self parking.
Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

2.5 out of 5
Price was $1,629, price is now $1,251 per person
$1,251
per person
Jun 28 - Jul 2
found 19 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Vineyard Haven (MVY)
This motel features a terrace, laundry facilities, and free self parking. A picnic area, luggage storage, and barbecue grills are also on offer.
Morgan Hotel

Morgan Hotel

2.5 out of 5
Price was $1,669, price is now $1,316 per person
$1,316
per person
Jun 28 - Jul 2
found 19 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Vineyard Haven (MVY)
This hotel features free WiFi in public areas, luggage storage, and concierge services.
The Richard, The Edgartown Collection

The Richard, The Edgartown Collection

3.5 out of 5
Price was $1,975, price is now $1,572 per person
$1,572
per person
Jun 28 - Jul 2
found 19 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Vineyard Haven (MVY)
This hotel features free WiFi in public areas, concierge services, and self parking. Enjoy the free self-serve breakfast each morning. A terrace, a garden, and express check-out are also on offer.

Top Oak Bluffs hotels deals

Morgan Hotel

Morgan Hotel

2.5 out of 5
9 Healy Way Oak Bluffs MA
$153 nightly
The price is $171 total per night
$171 total
Apr 5 - Apr 6
Total with taxes and fees
This hotel features free WiFi in public areas, luggage storage, and concierge services.
Free WiFi
Air conditioning
The Island Inn on Martha's Vineyard

The Island Inn on Martha's Vineyard

2.5 out of 5
30 Island Inn Rd Oak Bluffs MA
Get rates
This resort's 3 outdoor tennis courts and seasonal outdoor pool are among the featured amenities. There's no skimping on freebies - guests receive free WiFi, free self parking, and a free beach shuttle. A garden, a picnic area, and laundry facilities are also on offer.
Pool
Pet friendly
MV Surfside Hotel

MV Surfside Hotel

2.5 out of 5
7 Oak Bluffs Avenue Oak Bluffs MA
$176 nightly
The price is $197 total per night
$197 total
Apr 6 - Apr 7
Total with taxes and fees
This hotel features self parking and a garden. Luggage storage is also provided.
Pet friendly
Air conditioning
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

Oak Bluffs MA
$443 nightly
The price is $495 total per night
$495 total
Apr 5 - Apr 6
Total with taxes and fees
This apartment features laundry facilities.
Kitchen
Free WiFi
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

Oak Bluffs MA
$443 nightly
The price is $495 total per night
$495 total
Apr 5 - Apr 6
Total with taxes and fees
This apartment features laundry facilities.
Kitchen
Washer
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

Oak Bluffs MA
Get rates
This vacation home features a water park, a garden, and laundry facilities. Barbecue grills are provided for your convenience.
Kitchen
Washer
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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.

Popular places to visit

Inkwell beach in oak bluffs on martha's vineyard

Inkwell Beach

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
Oak Bluffs Harbor

Oak Bluffs Harbor

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
Oak Bluffs Town Beach

Oak Bluffs Town Beach

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

Frequently asked questions

How much are vacation packages to Oak Bluffs?
Treat yourself to an unforgettable experience in Oak Bluffs with a vacation package starting at just $1,204. Organizing your flights, tours and hotels with Travelocity is so simple. And even better, our great deals will leave you with extra cash for fun, fun, fun!
How long should my Oak Bluffs vacation be?
Most travelers choose to spend around 3 nights in Oak Bluffs, but how long you stay is your call. If you intend to check out all the exciting things this destination has to offer, why not hang around for a couple of extra nights?
Where can I get the best vacation package deals for Oak Bluffs?
You can grab amazing Oak Bluffs package deals with Travelocity. Choose from 400 partner airlines and 1,000,000 worldwide properties and turn those travel fantasies into reality.
Why should I book my Oak Bluffs vacation bundle with Travelocity?
You'll not only enjoy great savings, but you can also access our 24/7 customer support, quality service and a Price Match Guarantee. Wander across the globe, discover hidden gems and create unforgettable memories — we'll take care of the little details.
Will I save money on my Oak Bluffs car rental if I combine it with my hotel or flight?
With an Oak Bluffs vacation package, you can combine your car, flight and hotel bookings and save some serious money. If you're in the mood to see the best of this wonderful region, why not make tracks to Fenway Park? This must-see attraction is 70 mi from Oak Bluffs. With your own wheels, you'll be there in a jiffy.
Which airport is best for Oak Bluffs?
T.F. Green Airport (PVD) (50 mi away from downtown), Martha's Vineyard Airport (MVY) (5 mi away from central Oak Bluffs) and Nantucket Memorial Airport (ACK) (30 mi away from central Oak Bluffs) are the main hubs in Oak Bluffs.
What is there to do in Oak Bluffs?
While hopping off the tourist trail can be rewarding, you really shouldn't miss the big sights that make a place famous. Inkwell Beach and Oak Bluffs Harbor are a couple of them in Oak Bluffs.
Where should I stay when visiting Oak Bluffs?
Many people opt to spend their nights at the MV Surfside Hotel. It's a great base for your Oak Bluffs escape.

Photos of local treasures

Browse Oak Bluffs vacation photos for more inspiration

colorful gingerbread houses, cottages in Oak Bluffs center, Martha's Vineyard island in Massachusetts USA on a sunny summer day
Sunrise striking the houses at Oak Bluffs on Martha's Vineyard, MA.
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Oak Bluffs

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