Deals on vacations and trips to Cuttyhunk

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The Island Inn on Martha's Vineyard

The Island Inn on Martha's Vineyard

2.5 out of 5
Price was $1,447, price is now $1,298 per person
$1,298
per person
Nov 11 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Vineyard Haven (MVY)
This resort's 3 outdoor tennis courts and seasonal outdoor pool are among the featured amenities. There's no skimping on freebies - guests receive free WiFi, free self parking, and a free beach shuttle. A garden, a picnic area, and laundry facilities are also on offer.
The Christopher, The Edgartown Collection

The Christopher, The Edgartown Collection

3 out of 5
Price was $2,098, price is now $1,886 per person
$1,886
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Vineyard Haven (MVY)
Free WiFi in public areas, a terrace, and a garden are available at this bed & breakfast. Enjoy the free self-serve breakfast each morning. A communal living room and express check-out are also provided.
Harbor View Hotel

Harbor View Hotel

5 out of 5
Price was $2,029, price is now $1,845 per person
$1,845
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Vineyard Haven (MVY)
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the free WiFi in public areas, conference space, and free valet parking. Enjoy the seasonal outdoor pool and perks like free self parking.
Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

2.5 out of 5
Price was $1,690, price is now $1,542 per person
$1,542
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Vineyard Haven (MVY)
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a picnic area, and luggage storage are also on offer.
The Sydney, The Edgartown Collection

The Sydney, The Edgartown Collection

3.5 out of 5
Price was $1,896, price is now $1,733 per person
$1,733
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Vineyard Haven (MVY)
This hotel features self parking and free WiFi in public areas. Enjoy the free self-serve breakfast each morning. Express check-out is also provided.

Top Cuttyhunk hotels deals

New Bedford Harbor Hotel

New Bedford Harbor Hotel

3 out of 5
222 Union St New Bedford MA
Free Cancellation
Reserve now, pay when you stay
$119 nightly
The price is $133 total per night
$133 total
Sep 27 - Sep 28
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. Luggage storage is provided and the front desk is staffed around-the-clock.
Parking included
Free WiFi
AutoCamp Cape Cod

AutoCamp Cape Cod

4 out of 5
836 Palmer Avenue Falmouth MA
Free Cancellation
Reserve now, pay when you stay
$117 nightly
The price is $134 total per night
$134 total
Sep 23 - Sep 24
Total with taxes and fees
This holiday park doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A coffee shop, a terrace, and a garden are also on offer.
Pet friendly
Parking included
Inn on the Square

Inn on the Square

3.5 out of 5
40 North Main Street Falmouth MA
Free Cancellation
Reserve now, pay when you stay
$161 nightly
The price is $184 total per night
$184 total
Sep 10 - Sep 11
Total with taxes and fees
A restaurant and an indoor pool are featured at this hotel. WiFi in public areas is free. A garden is provided and the front desk is staffed around-the-clock.
Pool
Free WiFi
Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

2.5 out of 5
60 Beach Road Vineyard Haven MA
$178 nightly
The price is $199 total per night
$199 total
Oct 1 - Oct 2
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a picnic area, and luggage storage are also on offer.
On private beach
Parking included
Whaler Inn and Suites

Whaler Inn and Suites

2 out of 5
500 Hathaway Rd New Bedford MA
$115 nightly
The price is $129 total per night
$129 total
Sep 10 - Sep 11
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. There's no skimping on freebies - guests receive free breakfast, free WiFi, and free self parking. A convenience store is provided and the front desk is staffed around-the-clock.
Pool
Breakfast included
Seaport Resort & Marina

Seaport Resort & Marina

2.5 out of 5
110 Middle St Fairhaven MA
$114 nightly
The price is $127 total per night
$127 total
Sep 10 - Sep 11
Total with taxes and fees
A marina and an indoor pool are featured at this smoke-free hotel. Business travelers can take advantage of the business center. Free self parking, express check-out, and a computer station are also offered.
Pool
Pet friendly
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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 are vacation packages to Cuttyhunk?
Travelocity offers hotel and flight vacation packages starting from just $1,298. With these kinds of deals, you'll be exploring all of Cuttyhunk in a flash.
Where can I get the best vacation package deals for Cuttyhunk?
It's hard to beat Travelocity when it comes to putting together your Cuttyhunk package deal. There are as many as 400 airlines and 1,000,000 properties worldwide to select from. Book your vacation now and get ready to cross another place off your list.
Why should I purchase my Cuttyhunk vacation bundle via Travelocity?
Whether you're planning an epic vacation or a last-minute trip, we have lots of alluring destinations to choose from at an affordable rate. On top of that, we provide customer support 24/7, top-notch service and a Price Match Guarantee. Save yourself the effort and time and lock in your dream vacation today.
Can I save on my Cuttyhunk car rental if I bundle it with a hotel or flight?
With a Cuttyhunk vacation package, you can bundle your hotel, flight and car bookings and save loads. If you want to explore the best of this wonderful destination, why not make tracks to Fenway Park? This famous sight is 65 mi from Cuttyhunk. With a rental car, you'll be there in the blink of an eye.
Which airport is best for Cuttyhunk?
It's very likely you'll touch down at T.F. Green Airport (PVD), which is 35 mi northwest of inner Cuttyhunk. Martha's Vineyard Airport (MVY) (17 mi away from central Cuttyhunk) and Nantucket Memorial Airport (ACK) (45 mi away from central Cuttyhunk) are your other options.
What is there to do in Cuttyhunk?
Barges Beach should be toward the top of your must-see list. Once you've crossed off this top attraction, simply stroll the streets of Cuttyhunk and get a feel for what makes this cool destination tick.
Where should I stay when visiting Cuttyhunk?
The Scenic, hip and remote compound on Cuttyhunk Island is recommended by many travelers. Book as soon as possible before it's too late.

Photos of local treasures

Browse Cuttyhunk vacation photos for more inspiration

A coastal landscape with a sandy beach, grassy areas, and a small island with a lighthouse.
A sailboat on calm waters during sunset.
A gazebo in a park with a clear blue sky.

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