Cuttyhunk Vacation Packages
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- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
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Top Cuttyhunk Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Morgan Hotel
CA $1,294
per person
Oct 9 - Oct 12
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to Vineyard Haven (MVY)
8.6/10 Excellent! (253 reviews)
I enjoyed my one night stay at the Morgan Hotel, previous to my arrival I received communication via text to give me the instructions of how to check-in. The instructions were clear and concise and easy to follow. My room was nice and clean it had a microwave and there were plenty towels and I received a complimentary beach bag and water bottles. The amenities offered were super convenient some of which included the cutest little ice machine, coffee, plates, plasticware, cups, etc. Housekeeping staff were very pleasant and accommodating and there were plenty of nearby dining and shopping options. Overall it was a great experience and I would definitely stay there again, I wholeheartedly recommend the Morgan Hotel.
Reviewed on Aug 27, 2026
Ready to book your vacation to Cuttyhunk?
Cuttyhunk Hotel Deals
New Bedford Harbor Hotel
222 Union St New Bedford MA
Fully refundableReserve now, pay when you stay
CA $166
CA $185 total
Sep 27 - Sep 28
includes taxes & fees
8.2/10 Very good! (1,001 reviews)
"Staff was amazing and hotel very clean!"
Reviewed on Aug 26, 2026
Vineyard Harbor Motel - Private Beach
60 Beach Road Vineyard Haven MA
CA $417
CA $466 total
Sep 28 - Sep 29
includes taxes & fees
AutoCamp Cape Cod
836 Palmer Avenue Falmouth MA
Fully refundableReserve now, pay when you stay
CA $151
CA $228 total
Sep 13 - Sep 14
includes taxes & fees
9.2/10 Wonderful! (385 reviews)
"On first perception, thought the airstream was a little small, but quickly fell in love with the surroundings and area. I advise to buy the marshmallows and wood from a super store (half the price), but our family ended up having an excellent time, and it ended up being the fave part of our trip ..."
Reviewed on Aug 29, 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 vacation package cost?
The cheapest Cuttyhunk package is CA $965, so your dream vacation can become a reality — without a hefty price tag. Bundle flights, hotels and car rentals to tailor a package suited to your traveling 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 vacation?
Smart travelers 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 traveling 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 organizing 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 vacation 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 vacation 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 Woods Hole
- Visit Falmouth
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- Seagull Beach
- Visit Martha's Vineyard
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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.
