Deals on vacations and trips to Oak Bluffs

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Price found within the past 48 hours. Click for updated prices.
Anchor In Distinctive Waterfront Lodging

Anchor In Distinctive Waterfront Lodging

3 out of 5
Price was $623, price is now $510 per person
$510
per person
Feb 25 - Mar 1
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Hyannis (HYA)
A seasonal outdoor pool, self parking, and concierge services are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a snack bar/deli are also on offer.
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4 out of 5
Price was $695, price is now $554 per person
$554
per person
Feb 25 - Mar 1
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Hyannis (HYA)
This smoke-free resort features a full-service spa, a water park, and 2 restaurants. There's fun for all ages with a lazy river and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the outdoor pool and perks like free self parking and free WiFi.
Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

2.5 out of 5
Price was $756, price is now $617 per person
$617
per person
Apr 11 - Apr 14
found 6 hours ago
Roundtrip non-stop flight included
Birmingham (BHM) to Vineyard Haven (MVY)
This motel features a terrace, barbecue grills, and free self parking. A picnic area and luggage storage are also provided.
The Franklin Hotel Martha's Vineyard

The Franklin Hotel Martha's Vineyard

2 out of 5
Price was $737, price is now $612 per person
$612
per person
Apr 11 - Apr 14
found 6 hours ago
Roundtrip non-stop flight included
Birmingham (BHM) to Vineyard Haven (MVY)
Luggage storage is available at this hotel. Take advantage of the free self parking.
Morgan Hotel

Morgan Hotel

2.5 out of 5
Price was $684, price is now $583 per person
$583
per person
Apr 11 - Apr 14
found 6 hours ago
Roundtrip non-stop flight included
Birmingham (BHM) to Vineyard Haven (MVY)
This hotel features free WiFi in public areas, luggage storage, and concierge services.

Top Oak Bluffs hotels deals

Summercamp

Summercamp

3.5 out of 5
70 Lake Avenue Oak Bluffs MA
Get rates
This hotel features free WiFi in public areas, concierge services, and self parking. A snack bar/deli and luggage storage are also provided.
Free WiFi
Air conditioning
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
Jan 16 - Jan 17
Total with taxes and fees
This hotel features free WiFi in public areas, luggage storage, and concierge services.
Free WiFi
Air conditioning
MV Surfside Hotel

MV Surfside Hotel

2.5 out of 5
7 Oak Bluffs Avenue Oak Bluffs MA
Get rates
This hotel features self parking and a garden. Luggage storage is also provided.
Pet friendly
Air conditioning
MOST CHIC SPOT! Your Martha's Vineyard Getaway!

MOST CHIC SPOT! Your Martha's Vineyard Getaway!

Oak Bluffs MA
$1,085 nightly
The price is $1,212 total per night
$1,212 total
Jan 15 - Jan 16
Total with taxes and fees
This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
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
$599 nightly
The price is $669 total per night
$669 total
Jan 15 - Jan 16
Total with taxes and fees
This apartment features laundry facilities.
Kitchen
Washer
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
$574 nightly
The price is $641 total per night
$641 total
Jan 15 - Jan 16
Total with taxes and fees
This apartment features laundry facilities.
Kitchen
Free WiFi
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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

After five+ months of cold weather, occasional snowstorms and chilly rains, New England acquires an enviable summer spirit. The turquoise, blue waves, though mildly cool in the month of June, shimmer under the watchful eye of the powerful sun. Alternating between dips in the water and lazy siestas on the sand, we thanked our lucky stars for deciding to book a stay at Martha’s Vineyard months in advance, which just happened to coincide with a spectacularly breezy and warm weekend. Have you been blessed with good weather during your travels? #BVSBlue

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

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

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 seafood restaurants.

Oak Bluffs Harbor

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 $510. 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

Sunrise striking the houses at Oak Bluffs on Martha's Vineyard, MA.
Sunrise striking the houses at Oak Bluffs on Martha's Vineyard, MA.
Adobe
Adobe
After five+ months of cold weather, occasional snowstorms and chilly rains, New England acquires an enviable summer spirit. The turquoise, blue waves, though mildly cool in the month of June, shimmer under the watchful eye of the powerful sun. Alternating between dips in the water and lazy siestas on the sand, we thanked our lucky stars for deciding to book a stay at Martha’s Vineyard months in advance, which just happened to coincide with a spectacularly breezy and warm weekend. Have you been blessed with good weather during your travels? #BVSBlue

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