Cuttyhunk Vacations from $610

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The Latest Cuttyhunk vacation packages

Price found within the past 48 hours. Click for updated prices.
Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

$610
per person
Oct 30 - Nov 1
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Vineyard Haven (MVY)
9/10 Wonderful! (773 reviews)
This is a nice little place, ideally set for the ferry and Vineyard Haven centre. The staff are friendly, and there is a small beach with interesting views of what's going on in the harbour. The bathrooms are a bit dated, though clean and functional enough. It didn't matter too much to us, but the room wasn't made up. I'd stay there again.

Reviewed on Sep 20, 2026

Faraway Martha's Vineyard

Faraway Martha's Vineyard

$1,419
per person
Dec 11 - Dec 15
found 10 hours ago
Roundtrip non-stop flight included
New York (NYC) to Vineyard Haven (MVY)
9/10 Wonderful! (1,000 reviews)
A few smaller items that made the stay slightly questionable, no elevator bags had to be carried. Not much to do about that in an historical building, but it's a note for guests. I would expect a notch better, especially when coming to bedding. The bed was comfortable, but I would expect down pillows and blanket at this price point. The record player was a lovely touch. Parking was challenging, but again, historical town we must make compromises. Wonderful shower towels, GREAT pool and hot tub area. The location of the hotel is / was supreme. Only coffee offered in the lobby, no inroom machine, and no option of a latte, or capp in the hotel or lobby, only in adjacent restaurant. (Loud bathroom fan, bug in room, a little mildew build up on the shower grout, definite degradation happening on plumbing fixtures. At this price point, should be better)

Reviewed on Sep 17, 2026

Harbor View Hotel

Harbor View Hotel

$1,229
per person
Dec 11 - Dec 15
found 10 hours ago
Roundtrip non-stop flight included
New York (NYC) to Vineyard Haven (MVY)
8.8/10 Excellent! (1,001 reviews)
We always enjoy our stays at the Harbor View. The rooms are terrific and beautifully appointed, and the staff is consistently helpful and friendly. The front veranda, with its sweeping views of Edgartown Lighthouse, the Atlantic Ocean, and Chappaquiddick, is truly delightful. The on-site Bettini Restaurant is another fabulous amenity—convenient, inviting, and absolutely delicious. You simply can’t go wrong booking a stay at the Harbor View!

Reviewed on Sep 16, 2026

The Island Inn on Martha's Vineyard

The Island Inn on Martha's Vineyard

$1,213
per person
Dec 11 - Dec 15
found 10 hours ago
Roundtrip non-stop flight included
New York (NYC) to Vineyard Haven (MVY)
8.4/10 Very Good! (53 reviews)
The Franklin Hotel Martha's Vineyard

The Franklin Hotel Martha's Vineyard

$1,254
per person
Dec 11 - Dec 15
found 10 hours ago
Roundtrip non-stop flight included
New York (NYC) to Vineyard Haven (MVY)
9.2/10 Wonderful! (209 reviews)
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Cuttyhunk Hotel Deals

New Bedford Harbor Hotel

New Bedford Harbor Hotel

222 Union St New Bedford MA
Fully refundableReserve now, pay when you stay
$119 nightly
$133 total
Sep 27 - Sep 28
Total with taxes and fees
New Bedford Harbor Hotel
Inn on the Square

Inn on the Square

40 North Main Street Falmouth MA
Fully refundableReserve now, pay when you stay
$143 nightly
$164 total
Oct 19 - Oct 20
Total with taxes and fees
Inn on the Square
AutoCamp Cape Cod

AutoCamp Cape Cod

836 Palmer Avenue Falmouth MA
Fully refundableReserve now, pay when you stay
$104 nightly
$104 total
Oct 21 - Oct 22
Total with taxes and fees
AutoCamp Cape Cod
See all 1,208 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.

Find the Best Cuttyhunk Vacation Packages

Cuttyhunk Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Nantucket Memorial Airport (ACK)

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