Deals on vacations and trips to Cuttyhunk

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Price found within the past 48 hours. Click for updated prices.
Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

3 out of 5
Price was $1,117, price is now $919 per person
$919
per person
Mar 7 - Mar 14
found 9 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Vineyard Haven (MVY)
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. Express check-out, luggage storage, and laundry facilities are also on offer.
The Franklin Hotel Martha's Vineyard

The Franklin Hotel Martha's Vineyard

2 out of 5
Price was $1,282, price is now $1,012 per person
$1,012
per person
Mar 7 - Mar 14
found 9 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Vineyard Haven (MVY)
Luggage storage is available at this hotel. Take advantage of the free self parking.
Morgan Hotel

Morgan Hotel

2.5 out of 5
Price was $1,232, price is now $988 per person
$988
per person
Mar 7 - Mar 14
found 9 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Vineyard Haven (MVY)
This hotel features free WiFi in public areas, luggage storage, and concierge services.
Harbor View Hotel

Harbor View Hotel

5 out of 5
Price was $1,357, price is now $1,134 per person
$1,134
per person
Mar 7 - Mar 14
found 9 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Vineyard Haven (MVY)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling for business? Take advantage of the free WiFi in public areas, laundry service, and conference space. 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 $1,099, price is now $921 per person
$921
per person
Mar 7 - Mar 14
found 9 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Vineyard Haven (MVY)
This motel features a terrace, barbecue grills, and free self parking. A picnic area and luggage storage are also provided.

Top Cuttyhunk hotels deals

Hampton Inn by Hilton New Bedford/Fairhaven

Hampton Inn by Hilton New Bedford/Fairhaven

2.5 out of 5
1 Hampton Way Fairhaven MA
Free Cancellation
Reserve now, pay when you stay
$116 nightly
The price is $130 total per night
$130 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Free perks include continental breakfast, free self parking, and an area shuttle. A 24-hour business center, free WiFi in public areas, and a grocery/convenience store are also on offer.
Pool
Breakfast included
Mansion House Inn And Spa

Mansion House Inn And Spa

3.5 out of 5
9 Main Street Vineyard Haven MA
$189 nightly
The price is $209 total per night
$209 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Business travelers can take advantage of the business center. There's an indoor pool on site, and a rooftop terrace and a fireplace in the lobby are also provided.
Pool
Hot Tub
New Bedford Harbor Hotel, an Ascend Collection Hotel

New Bedford Harbor Hotel, an Ascend Collection Hotel

3 out of 5
222 Union St New Bedford MA
Free Cancellation
$110 nightly
The price is $122 total per night
$122 total
Jan 14 - Jan 15, 2026
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Fairfield Inn & Suites by Marriott New Bedford

Fairfield Inn & Suites by Marriott New Bedford

2.5 out of 5
185 Macarthur Drive New Bedford MA
Free Cancellation
Reserve now, pay when you stay
$118 nightly
The price is $132 total per night
$132 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free perks include continental breakfast, free self parking, and an area shuttle.
Pool
Breakfast included
Baymont by Wyndham North Dartmouth / Fall River

Baymont by Wyndham North Dartmouth / Fall River

2.5 out of 5
171 Faunce Corner Mall Rd North Dartmouth MA
Free Cancellation
Reserve now, pay when you stay
$71 nightly
The price is $79 total per night
$79 total
Dec 30 - Dec 31
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. The front desk is staffed around-the-clock and laundry facilities are on offer.
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
$140 nightly
The price is $160 total per night
$160 total
Jan 25 - Jan 26, 2026
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
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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.

Popular places to visit

Barges Beach

Why not spend a lazy afternoon at Barges Beach during your trip to Gosnold? While you're in the area, stroll along the beaches.

Barges Beach

Frequently asked questions

How much are vacation packages to Cuttyhunk?
Travelocity offers hotel and flight vacation packages starting from just $919. 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

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