Cuttyhunk Holidays

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    Save up to NZ$2,400 when you book a flight and hotel together*

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Cuttyhunk Holiday

Our pick of the best Cuttyhunk Hotel Deals

Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

2.5 out of 5
60 Beach Road Vineyard Haven MA
The price is NZ$587 per night from 16 Aug to 17 Aug
NZ$587
16 Aug - 17 Aug
includes taxes & fees
9/10 Wonderful! (700 reviews)
"Older inn. But well worth the stay. Literally walk out the room, 10-15 you are on the beach"

Reviewed on 23 July 2026

Vineyard Harbor Motel - Private Beach
New Bedford Harbor Hotel

New Bedford Harbor Hotel

3 out of 5
222 Union St New Bedford MA
Fully refundableReserve now, pay when you stay
The price is NZ$306 per night from 16 Aug to 17 Aug
NZ$306
16 Aug - 17 Aug
includes taxes & fees
8.2/10 Very good! (1,000 reviews)
"The room was great, the staff were friendly and helpful, the location was good. The only downside was the breakfast provided, which was minimal. We were advised by the front desk when we checked in that if we wanted a bigger breakfast that there was a place close by, which was helpful. I would stay ..."

Reviewed on 20 July 2026

New Bedford Harbor Hotel
AutoCamp Cape Cod

AutoCamp Cape Cod

4 out of 5
836 Palmer Avenue Falmouth MA
The price is NZ$599 per night from 4 Aug to 5 Aug
NZ$599
4 Aug - 5 Aug
includes taxes & fees
AutoCamp Cape Cod
See all 1,217 properties in Cuttyhunk
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.

Frequently asked questions

How much does a Cuttyhunk holiday package cost?
The cheapest Cuttyhunk package is , so your dream holiday can become a reality — without a hefty price tag. Bundle flights, hotels and car rentals to tailor a package suited to your travelling style.
How do I get a cheap travel package to Cuttyhunk?
One of the simplest ways to save money (and time) is to bundle your bookings with Expedia. Hotels, flights, activities and rental cars — we've got them all covered. Choose a combination that best suits you and watch your savings grow. Of course, a travel package is never a one-size-fits-all. That's why Expedia offers over 550 air carriers and 1 000 000 hotels around the globe, which lets you customize your Cuttyhunk adventure.
Where should I stay in Cuttyhunk?
A getaway to Cuttyhunk wouldn't be complete without checking out Barges Beach. Why not stay near this interesting tourist attraction?
How far in advance should I book my Cuttyhunk holiday?
Smart travellers often reserve their seats as early as possible. You can generally start comparing international fares on Expedia up to a year before your flight. If you're purchasing your ticket at the last minute, there's no need to worry. Discounted prices occasionally occur just weeks before departure.
What does an Expedia Cuttyhunk travel package include?
Hotels, flights and rental cars, or any combination of them — you decide! Whether you're headed to Cuttyhunk with the kids or travelling solo, there's a bundle to match every budget and style. Once you've made your booking, why not add on a few tours as well?
What should I know before booking a Cuttyhunk travel package?
You'll enjoy terrific savings when you combine your flights, hotels and rental cars into a travel package. Not only that, booking everything in one spot simply makes planning easier. So why waste your money or time? Whether you're organising a ritzy city getaway or a budget family adventure, take a look at our package deals today.
Can I choose my airline with a Cuttyhunk Expedia holiday package?
You can, and with over 550 airlines to select from around the world, it's all about choice. Have a look through the available options and see which airline fits your needs and budget.
If I'm not able to travel, can I cancel my Cuttyhunk holiday package?
Yes, it's possible to cancel your Cuttyhunk booking if your travel plans have changed. Whether you'll incur a penalty or not depends on your hotel, airline or car rental company. It may be possible to cancel or change for free if you booked in the last 24 hours. Visit our Customer Service Portal for more information.

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