Name: MV Surfside Hotel
Price range: NZ$578
Rating: 8.8

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Oak Bluffs Holiday

Oak Bluffs Beach Holiday

There's nothing like an Oak Bluffs holiday to put a bounce in your step. The soothing melody of rolling surf and the smell of fresh ocean air will help refresh your mind and body. To be close to the town centre on your trip to Oak Bluffs, find a hotel around Inkwell Beach (0.64 kilometres away). If the plan is to hang around a while, consider securing one of our Oak Bluffs holiday packages. Not only will you save some money, you'll also have other stunning beaches around you to explore, like Joseph Sylvia State Beach and Eastville Point Beach. We call that a win-win!

Things You Should Know About Oak Bluffs

Spend your holiday by the water and let the hassles of daily life drift away with the ocean breeze. Book one of our Oak Bluffs beach hotels and enjoy a little beachside bliss.
No matter your budget or style, you'll find an ideal place to stay for your holiday in Oak Bluffs. Why not take a look at some private holiday homes, like The Attleboro House and Marthas Vineyard Resort? They're popular with visitors of all sorts.
Some 3 800 people live in Oak Bluffs. If you'd like advice about what to see and do in this area, why not start a conversation with one or two of the locals? Our Oak Bluffs things to do page is also a handy source of information.
Inkwell Beach, Oak Bluffs Harbour and Flying Horses Carousel are just some of the attractions that should be on your sightseeing list. With our Oak Bluffs holiday deals, you'll have more money in your back pocket to explore.

Our pick of the best Oak Bluffs Hotel Deals

Summercamp

70 Lake Avenue, Oak Bluffs, MA

NZ$740

12 Oct - 13 Oct

includes taxes & fees

9.2/10 Wonderful! (1,003 reviews)

"People at the front desk were amazing. Very nice exceptional service."

Reviewed on 24 Sept 2025

The Island Inn on Martha's Vineyard

30 Island Inn Rd, Oak Bluffs, MA

NZ$617

1 Oct - 2 Oct

includes taxes & fees

7.8/10 Good! (25 reviews)

"Nice, clean, affordable, and kitchen provided everything for cooking accommodations. Centrally located and walkable to Inkwell and Oak Bluffs center."

Reviewed on 14 Sept 2025

MV Surfside Hotel

7 Oak Bluffs Avenue, Oak Bluffs, MA

NZ$578

1 Oct - 2 Oct

includes taxes & fees

8.8/10 Excellent! (823 reviews)

"I didnt like that there was no elevator. I am in my 60's. I was on the 3rd floor, no elevator. Loved everything else...I will return. Hopefully to an elevator."

Reviewed on 23 Aug 2025

See all 3,082 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.

Discover the most popular places to visit in Oak Bluffs

Inkwell Beach

If a restful holiday is part of your travel plans, Inkwell Beach might be the perfect place to visit during your trip to Oak Bluffs. Stroll along this relaxing area's waterfront or simply enjoy its wineries.