Cuttyhunk Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Cuttyhunk

Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

2.5 out of 5
60 Beach Road Vineyard Haven MA
The price is 10.203.507 ₫ per night from 14 Aug to 15 Aug
10.203.507 ₫
11.397.318 ₫ total
14 Aug - 15 Aug
includes taxes & fees
9/10 Wonderful! (681 reviews)
"The air conditioning unit went iff every 10” and was incredibly loud. Water stains on ceiling."

Reviewed on 15 Jul 2026

Vineyard Harbor Motel - Private Beach
New Bedford Harbor Hotel

New Bedford Harbor Hotel

3 out of 5
222 Union St New Bedford MA
The price is 4.437.095 ₫ per night from 4 Aug to 5 Aug
4.437.095 ₫
4.956.156 ₫ total
4 Aug - 5 Aug
includes taxes & fees
8.2/10 Very good! (1,000 reviews)
"Very clean Please improve your breakfast"

Reviewed on 14 Jul 2026

New Bedford Harbor Hotel
AutoCamp Cape Cod

AutoCamp Cape Cod

4 out of 5
836 Palmer Avenue Falmouth MA
The price is 7.063.940 ₫ per night from 21 Jul to 22 Jul
7.063.940 ₫
9.136.656 ₫ total
21 Jul - 22 Jul
includes taxes & fees
9.2/10 Wonderful! (361 reviews)
"Great place to stay. Helpful staff"

Reviewed on 7 Jul 2026

AutoCamp Cape Cod
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 1null000null000 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.