Cuttyhunk Vacations from $892
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The Latest Cuttyhunk vacation packages
Price found within the past 48 hours. Click for updated prices.
Harbor View Hotel
$892
per person
Dec 3 - Dec 6
found 10 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) to Vineyard Haven (MVY)
8.8/10 Excellent! (1,001 reviews)
Beautiful Hotel and Venue with impeccable amenities. Beautiful water views and outstanding and friendly Staff. Disappointed we were not able to stay longer. Will definitely plan another trip in the near future!
Reviewed on Oct 10, 2026
Vineyard Harbor Motel - Private Beach
$998
per person
Jan 5 - Jan 12
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Vineyard Haven (MVY)
9/10 Wonderful! (812 reviews)
Went to check in and the code given to me did not work. Called the property manager and no response for 3 straight days.
Reviewed on Oct 14, 2026
Cuttyhunk Hotel Deals
New Bedford Harbor Hotel
222 Union St New Bedford MA
Fully refundableReserve now, pay when you stay
$127 nightly
$141 total
Oct 15 - Oct 16
Total with taxes and fees
8.2/10 Very Good! (1,000 reviews)
"Great place to stay if you’re in town"
Reviewed on Oct 13, 2026
Inn on the Square
40 North Main Street Falmouth MA
Fully refundableReserve now, pay when you stay
$142 nightly
$163 total
Oct 25 - Oct 26
Total with taxes and fees
Vineyard Harbor Motel - Private Beach
60 Beach Road Vineyard Haven MA
$180 nightly
$201 total
Oct 22 - Oct 23
Total with taxes and fees
9/10 Wonderful! (825 reviews)
"Went to check in and the code given to me did not work. Called the property manager and no response for 3 straight days."
Reviewed on Oct 14, 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.
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.