
Cuttyhunk Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$2,400 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Cuttyhunk Holiday
Our pick of the best Cuttyhunk Hotel Deals

New Bedford Harbor Hotel
222 Union St New Bedford MA
Fully refundableReserve now, pay when you stay
NZ$226
27 Sept - 28 Sept
includes taxes & fees
8.2/10 Very good! (1,008 reviews)
"Conveniently located in walking distance of the Harbour and restaurants. The rooms and bathrooms are spacious and comfortable, though minimalistic. There is street parking if you are lucky; we were. Otherwise paid parking is a mile from the hotel. We were just passing through but would gladly return ..."
Reviewed on 7 Sept 2026

AutoCamp Cape Cod
836 Palmer Avenue Falmouth MA
Fully refundableReserve now, pay when you stay
NZ$227
8 Sept - 9 Sept
includes taxes & fees
9.2/10 Wonderful! (391 reviews)
"住了三天 第二天没有清洁房间 其他都很好"
Reviewed on 6 Sept 2026

Inn on the Square
40 North Main Street Falmouth MA
Fully refundableReserve now, pay when you stay
NZ$302
8 Sept - 9 Sept
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"Parking on site. Located close to bike path and walking distance to downtown restaurants."
Reviewed on 1 Sept 2026
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.
Explore a world of travel with Expedia
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- Visit New Bedford
- Visit Aquinnah
- Visit Woods Hole
- Visit Bliss Corner
- Visit Martha's Vineyard
- Visit Menemsha
- Inkwell Beach
- Massachusetts Maritime Academy
- Woods Hole Holidays
- Long Point Beach
- Shining Sea Bikeway
- Ryan Family Amusement
- Craigville Beach
- Water Wizz
- Onset Holidays
- Porter Thermometer Museum
- Tisbury Town Hall & Katharine Cornell Memorial Theater
- Martha's Vineyard Preservation Trust Historic Buildings
- Haunted House
- Cornell Farm
- Manuel F Correlus State Forest
- Island Queen Ferry
- Raynham Flea Market
- Pierce Beach & Playground
- Polly Hill Arboretum
- Shell Point Beach
- Clay Cliffs of Aquinnah
- Tony's Bakery
- Aquinnah Cliffs
- Westport Rivers Vineyard & Winery
- Horseneck State Beach
- Gallery X
- Bristol County Court House
- Old Silver Beach
- Gay Head Lighthouse
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
