Oak Bluffs Vacation Packages 2026 from $970

Oak Bluffs flight + hotel vacation packages

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

Anchor In Distinctive Waterfront Lodging

$970

per person

Mar 5 - Mar 9

found 24 hours ago

Roundtrip flight included

Austin (AUS) 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.

Vineyard Harbor Motel - Private Beach

$1,040

per person

Mar 5 - Mar 9

found 24 hours ago

Roundtrip flight included

Austin (AUS) 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

$1,019

per person

Mar 5 - Mar 9

found 24 hours ago

Roundtrip flight included

Austin (AUS) to Vineyard Haven (MVY)

Luggage storage is available at this hotel. Take advantage of the free self parking.

Margaritaville Resort Cape Cod

$1,218

per person

Mar 5 - Mar 9

found 24 hours ago

Roundtrip flight included

Austin (AUS) 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.

Morgan Hotel

$1,372

per person

Apr 6 - Apr 11

found 20 hours ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Vineyard Haven (MVY)

This hotel features free WiFi in public areas, luggage storage, and concierge services.

Top Oak Bluffs hotels deals

Summercamp

70 Lake Avenue Oak Bluffs MA

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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

9 Healy Way Oak Bluffs MA

$171 total

per night

Jan 30 - Jan 31

This hotel features free WiFi in public areas, luggage storage, and concierge services.

Free WiFi

Air conditioning

MV Surfside Hotel

7 Oak Bluffs Avenue Oak Bluffs MA

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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.

Oak Bluffs MA

$534 total

per night

Mar 1 - Mar 2

This apartment features laundry facilities.

Kitchen

Free WiFi

MOST CHIC SPOT! Your Martha's Vineyard Getaway!

Oak Bluffs MA

$1,212 total

per night

Jan 30 - Jan 31

This vacation home features a garden, laundry facilities, and barbecue grills.

Kitchen

Washer

Victorian cottage overlooking downtown Oak Bluffs and the Harbor.

Oak Bluffs MA

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This vacation home features laundry facilities.

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

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.

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.

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.

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 $970. 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.