Oak Bluffs Holidays

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Your Oak Bluffs Holiday

Let our holiday packages to Oak Bluffs inspire your next adventure. You'll find tons to like about this amazing city, starting with the neighbourhood of Falmouth Heights, which is good for views and coastal beaches. A trip to Oak Bluffs is a wonderful opportunity to do a bit of sightseeing. Check out well-known attractions like Inkwell Beach, Oak Bluffs Town Beach and Oak Bluffs Harbour. Expedia has what you need to escape your routine. Tailor your holiday to Oak Bluffs to suit your travel style, whatever that may be!

Oak Bluffs Beach Holiday

There's nothing like an Oak Bluffs holiday to put a spring in your step. The soothing rhythm of the ocean waves and the smell of clean ocean air are sure to rejuvenate your mind and body. To be close to the town centre on your trip to Oak Bluffs, base yourself around Inkwell Beach (1 mile away). If you're going to stay for a while, look into our Oak Bluffs holiday packages. Not only will you be able to save cash, you'll also have other beautiful beaches around you to explore, like Oak Bluffs Town Beach and Joseph Sylvia State Beach. We call that a win-win!

Oak Bluffs Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Martha's Vineyard Airport (MVY)
Population
3,800
Max Temp Winter
4ºC
Max Temp Summer
21ºC
Top Sights
Inkwell Beach, Falmouth Heights Beach and Old Silver Beach

Top hotels in Oak Bluffs

Summercamp

Summercamp

3.5 out of 5
70 Lake Avenue, Oak Bluffs, MA
The price is £258 per night from 21 Sept to 22 Sept
£258
21 Sept - 22 Sept
includes taxes & fees
9.2/10 Wonderful! (1,009 reviews)
"⭐️⭐️⭐️⭐️⭐️"

Reviewed on 24 Aug 2025

Summercamp
MV Surfside Hotel

MV Surfside Hotel

2.5 out of 5
7 Oak Bluffs Avenue, Oak Bluffs, MA
The price is £291 per night from 1 Sept to 2 Sept
£291
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (814 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

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 £282 per night from 3 Sept to 4 Sept
£282
3 Sept - 4 Sept
includes taxes & fees
7.8/10 Good! (17 reviews)
"Great spot, very clean and convenient."

Reviewed on 13 Aug 2025

The Island Inn on Martha's Vineyard
See all 3,134 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

What to do in Oak Bluffs

Massachusetts Highlights: Freedom Trail, Salem & More Tour

Massachusetts Highlights: Freedom Trail, Salem & More Tour

£37
per adult
Massachusetts Highlights: Freedom Trail, Salem & More Tour
All Island Bus Tour

All Island Bus Tour

£56
per adult
84% of travellers recommend
All Island Bus Tour
Martha's Vineyard Self-Driving Audio Tour

Martha's Vineyard: Self-Guided Driving Audio Tour

£11
per traveller
Martha's Vineyard: Self-Guided Driving Audio Tour
See all activities in Oak Bluffs

Frequently asked questions

How much does an Oak Bluffs travel package cost?
Choose from any combination of hotels, flights and car rentals, and you can be holidaying in Oak Bluffs from just . And the more you bundle, the more cash you save. The getaway of your dreams has never been so affordable.
If I'm not able to travel, can I cancel my Oak Bluffs travel package?
Yes you can, and we're here to help. You may be able to cancel and rebook your Oak Bluffs travel package at no cost if you booked in the last 24 hours. However, you may be charged a fee by your hotel, airline or car rental company for older bookings. If your circumstances suddenly change, take a look at our Customer Service Portal for further information.
How do I get a cheap travel package to Oak Bluffs?
Bundle your hotels and flights with Expedia to save on your next exciting adventure. With more than 550 airlines and 1,000,000 properties throughout the world, your Oak Bluffs travel package can be tailored exactly to suit your travel style. With all that extra money, why not include a few fun experiences and tours? It's an easy way to unlock even more discounts. That holiday you've always dreamed of in Oak Bluffs is much closer than you thought!
Does Expedia offer Book Now, Pay Later Oak Bluffs holidays?
Your bank balance shouldn't get in the way of escaping on holiday, so Expedia has come up with a solution to help. Now that we've joined forces with online lender Klarna, it's easier than ever to book a fantastic getaway without drying up your savings. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your break. Consider one of these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's easy monthly instalment plans. If paying bite-sized amounts each month works for you, pick this option during the checkout process.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay off your holiday across multiple transactions.
  • Low deposit holidays: When you want to grab an unbeatable deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you lock in your escape.

Where should I stay in Oak Bluffs?
A holiday in Oak Bluffs isn't complete without visiting Oak Bluffs Harbour, Inkwell Beach and Marthas Vineyard Chamber of Commerce. Stay near these popular sights and make sightseeing simple.
What are the top hotels in Oak Bluffs?
Travellers journeying to Oak Bluffs will often book MV Surfside Hotel or Summercamp. You'll find them in Lagoon Heights. Another interesting neighbourhood is East Chop. MV Surfside Hotel and Summercamp are popular options in this area.
How far in advance should I book my Oak Bluffs holiday?
Savvy travellers book early. Airlines usually release flight tickets nearly 12 months prior to departure, and this is a great opportunity to score some of the cheapest prices. Just been told you should take some holiday time in a few weeks? No sweat. Expedia are never short of fantastic bargains to whisk you away on the getaway of your dreams, at an affordable price.
What does an Expedia Oak Bluffs travel package include?
Travel packages include hotels, flights and rental cars, but you can mix and match them to create your perfect Oak Bluffs trip. You can also add on fun things like activities and tours once you've made your booking. You're in charge! When you bundle your bookings with Expedia, you'll enjoy discounts you won't find elsewhere.
What should I know before booking an Oak Bluffs travel package?
You can look forward to saving with an Expedia travel package. Bundle your airfares, rental cars and hotels and land terrific discounts. Hotels aren't your only choice, however. Book with us and take your pick of beach villas, rural cottages and everything in between!
Can I choose my airline with an Oak Bluffs Expedia travel package?
Most definitely. Expedia has over 550 airline partners to pick from all over the world. With such a big range of choice, finding the ideal carrier to whisk you off to Oak Bluffs will be a snap.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.