Cuttyhunk Vacation Packages

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Top Cuttyhunk Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Attleboro House

The Attleboro House

2.5 out of 5
per person
Aug. 23 - Aug. 26
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Vineyard Haven (MVY)
9.6/10 Exceptional! (50 reviews)
Property location was ideal, accommodations were spotless and staff was welcoming and responsive.

Reviewed on May 21, 2024

Faraway Martha's Vineyard

Faraway Martha's Vineyard

3 out of 5
Save 100% on your flight
per person
Aug. 9 - Aug. 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Vineyard Haven (MVY)
8.8/10 Excellent! (927 reviews)
The team at the Faraway is incredible. Every single person we encountered was professional, friendly, and went above and beyond. The room was much larger than we anticipated and the bed and pillows were so comfortable. Can’t wait to go back and be able to spend more time there!

Reviewed on May 25, 2024

Harbor View Hotel

Harbor View Hotel

5 out of 5
Save 100% on your flight
per person
Aug. 9 - Aug. 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Vineyard Haven (MVY)
8.8/10 Excellent! (942 reviews)
Exceptional service all around. Elegant property.

Reviewed on May 28, 2024

The Richard, The Edgartown Collection

The Richard, The Edgartown Collection

3.5 out of 5
Save 100% on your flight
per person
Aug. 9 - Aug. 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Vineyard Haven (MVY)
9.6/10 Exceptional! (88 reviews)
Off season so we nearly had the place to ourselves. Really great spot, would stay again.

Reviewed on Oct. 4, 2023

Summercamp

Summercamp

3.5 out of 5
per person
Aug. 23 - Aug. 26
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Vineyard Haven (MVY)
9.2/10 Wonderful! (589 reviews)
Nice hotel and staff. Locker box is very helpful. Safety box is needed in the room. Coffee available in common space has to be hot enough.

Reviewed on May 28, 2024

Cuttyhunk Hotel Deals

Atlantic Beach Hotel Newport
Atlantic Beach Hotel Newport
3.5 out of 5
28 Aquidneck Ave, Middletown, RI
The price is CA $300 per night from Jun. 4 to Jun. 5
CA $300
CA $355 total
includes taxes & fees
Jun 4 - Jun 5
8.2/10 Very Good! (1,006 reviews)
"Just a short drive away from the Breakers mansion and cliff walk"

Reviewed on May 21, 2024

Atlantic Beach Hotel Newport
Wyndham Newport Hotel
Wyndham Newport Hotel
4 out of 5
240 Aquidneck Avenue, Middletown, RI
The price is CA $257 per night from Jun. 5 to Jun. 6
CA $257
CA $313 total
includes taxes & fees
Jun 5 - Jun 6
9.2/10 Wonderful! (1,103 reviews)
"Great hotel and location !"

Reviewed on May 27, 2024

Wyndham Newport Hotel
Newport Beach Hotel & Suites
Newport Beach Hotel & Suites
3.5 out of 5
1 Wave Avenue, Middletown, RI
The price is CA $261 per night from Jun. 2 to Jun. 3
CA $261
CA $353 total
includes taxes & fees
Jun 2 - Jun 3
7.8/10 Good! (1,001 reviews)
"Overall nice stay"

Reviewed on May 27, 2024

Newport Beach Hotel & Suites
See all 1,433 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Cuttyhunk vacation package cost?
The cheapest Cuttyhunk package is CA $975, 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.

Discover the most popular places to visit in Cuttyhunk

Image for Aquinnah Cliffs

Aquinnah Cliffs

Explore the great outdoors at Aquinnah Cliffs, a lovely green space in Aquinnah. While you're in the area, stroll along the beaches.

Aquinnah Cliffs
Image for Demarest Lloyd State Park

Demarest Lloyd State Park

Explore the great outdoors at Demarest Lloyd State Park, a lovely green space in Dartmouth. While you're in the area, wander around the natural setting.

Demarest Lloyd State Park
Image for Horseneck State Beach

Horseneck State Beach

If a restful vacation is part of your travel plans, Horseneck State Beach might be the perfect place to seek out during your trip to Westport. Wander the riverfront in this family-friendly area.

Horseneck State Beach

Other vacations you might like

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