Oak Bluffs Holidays from £1,421
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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!
Top Oak Bluffs Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Vineyard Harbor Motel - Private Beach
£1,421
per person
14 Sept - 19 Sept
found 1 day ago
Return direct flight included
Manchester (MAN) to Vineyard Haven (MVY)
9/10 Wonderful! (715 reviews)
This is my second time staying at VHM. I was attending a conference and the location was great. The motel is just a few blocks around the corner from the Vineyard Haven ferry which makes it so convenient for travel. The rooms appear to have been remodeled since last year’s stay, which was a nice surprise. The gentleman who sits at the front desk is always warm and welcoming. The bus stops outside the motel and there are a lot of shops across the street. There is a private beach in the back which I unfortunately didn’t get a chance to enjoy this year. I do plan to stay again next year!
Reviewed on 12 Aug 2026
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
70 Lake Avenue Oak Bluffs MA
£270
13 Sept - 14 Sept
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
"Beautiful hotel in such a convenient location. We loved the camp themed decor and amenities and the staff we extremely friendly and helpful with recommendations and extras (bike and umbrella rentals, towels, bus route, etc.) The room was well appointed with comfortable beds and a beautiful view. ..."
Reviewed on 11 Aug 2026
MV Surfside Hotel
7 Oak Bluffs Avenue Oak Bluffs MA
£312
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (895 reviews)
"great location, great staff. Very clean!"
Reviewed on 12 Aug 2026
Pequot Hotel
19 Pequot Avenue Oak Bluffs MA
£305
1 Sept - 2 Sept
includes taxes & fees
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.
Stay near popular Oak Bluffs attractions
Inkwell Beach
9.0/10 (154 reviews)
Inkwell Beach: a historic summer haven for African American families since the late 1800s. Join the morning "Polar Bears" swim group or practice beachside yoga while enjoying the calm waters and cultural significance.
Oak Bluffs Harbor
9.2/10 (510 reviews)
Oak Bluffs Harbour buzzes with maritime energy, where boats bob alongside waterfront shops and seafood restaurants. Secure a slip in advance during summer to experience the vibrant heart of Martha's Vineyard.
Photo by Fun Travelog
Oak Bluffs Town Beach
9.4/10 (134 reviews)
This historic beach has served as a beloved gathering spot for African American families for generations. Enjoy the calm waters just steps from Oak Bluffs' charming city centre shops and restaurants.
Ocean Park
9.2/10 (99 reviews)
This 7.5-acre green space showcases a historic bandstand surrounded by Victorian homes with views of Nantucket Sound. Summer evenings come alive with concerts and the spectacular August fireworks display.
Flying Horses Carousel
8.6/10 (106 reviews)
America's oldest operating platform carousel (1876) features hand-carved wooden horses with real horsehair manes. Catch a brass ring for a free ride on this National Historic Landmark.
Circuit Avenue
9.2/10 (82 reviews)
Circuit Avenue pulses as the heart of Oak Bluffs, lined with boutiques, eateries, and entertainment venues. Stroll this vibrant Martha's Vineyard hub for island-inspired shopping and fresh seafood dining.
Oak Bluffs Fishing Pier
After visiting Oak Bluffs Fishing Pier, make a plan to see the other sights and activities in Oak Bluffs. Stroll along the beaches or visit the shops in this relaxing area.
Farm Neck Golf Club
8.2/10 (16 reviews)
This championship golf course blends farmland, woodland, and coastal views of Nantucket Sound into a memorable 18-hole experience. Reserve your tee time early to play where the fairways meet the sea.
What to do in Oak Bluffs
Martha's Vineyard: Self-Guided Driving Audio Tour
£11
per traveller
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
£38
per adult
Massachusetts: Smartphone-Based Audio Tour Bundle
£38
per traveller
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 £1,421. 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.
