Cuttyhunk Holidays
- Plan, book, travel with confidence
- Better togetherSave up to €900 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
Top Flight + Hotel Deals in Cuttyhunk
Price found within the past 48 hours. Click for updated prices.
Top hotels in Cuttyhunk
New Bedford Harbor Hotel
222 Union St New Bedford MA
Fully refundableReserve now, pay when you stay
€122
9 Sept - 10 Sept
includes taxes & fees
8.2/10 Very good! (1,000 reviews)
"The hotel director did a great job! She was very attentive and sending and responding via text was favorable! Having a restaurant and bar on the premises is key if you don’t know the area. Also having a parking lot to not have to worry about paying a meter is ideal even though you have a walk but ..."
Reviewed on 25 Aug 2026
Vineyard Harbor Motel - Private Beach
60 Beach Road Vineyard Haven MA
€269
14 Sept - 15 Sept
includes taxes & fees
AutoCamp Cape Cod
836 Palmer Avenue Falmouth MA
€141
9 Sept - 10 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.
Frequently asked questions
How much does a Cuttyhunk holiday package cost?
The cheapest Cuttyhunk package is €3,809, 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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- Cape Air Nantucket (ACK) to Vineyard Haven (MVY) flights
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- Aquinnah Cliffs
- Bourne Holidays
- Circuit Avenue
- Cornelia Carey Sanctuary
- Craigville Beach
- Demarest Lloyd State Park
- Dighton Rock State Park
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- Edgartown Lighthouse
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- Fulling Mill Brook Preserve
- Gallery X
- Gay Head Lighthouse
- Horseneck State Beach
- Judith Klein Art Gallery
- Katama Beach
- Lambert's Cove Beach
- Lucy Vincent Beach
- Visit Martha's Vineyard
- Norton Point Beach
- Old Silver Beach
- Rotch Jones-Duff House and Garden Museum
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- Sandwich Holidays
- Seekonk Grand Prix
- Surf Drive Beach
- Thomas Dexter's Grist Mill
- Tony's Bakery
- Waquoit Bay National Estuarine Research Reserve
- Westport Town Farm
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
