Oak Bluffs Holidays

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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.

Top hotels in Oak Bluffs

Summercamp

Summercamp

3.5 out of 5
70 Lake Avenue, Oak Bluffs, MA
The price is €130 per night from 29 Oct to 30 Oct
€130
29 Oct - 30 Oct
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
"Room was tight, but it was what we choose. It was clean, water station was a great addition."

Reviewed on 9 Oct 2025

Summercamp
MV Surfside Hotel

MV Surfside Hotel

2.5 out of 5
7 Oak Bluffs Avenue, Oak Bluffs, MA
The price is €215 per night from 2 Nov to 3 Nov
€215
2 Nov - 3 Nov
includes taxes & fees
8.8/10 Excellent! (827 reviews)
"My stay here was perfect for what we were looking for, something walkable and right downtown. Our views from our room was great and they gave me a healthcare discount, which was a bonus."

Reviewed on 5 Oct 2025

MV Surfside Hotel
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
The price is €359 per night from 17 Oct to 18 Oct
€359
17 Oct - 18 Oct
includes taxes & fees
7.8/10 Good! (28 reviews)
Very nice property
"This was our second time staying at this property. The grounds are beautiful and all the staff we encountered were very nice and helpful. The reason I deducted one star was because in the downstairs bathroom sink when we turned the knob for the hot water no water came out. The knob for the cold water ..."

Reviewed on 7 Oct 2025

The Island Inn on Martha's Vineyard
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

What to do in Oak Bluffs

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.