Dukes County Vacations & Trips from $443

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Your Dukes County Vacation

When adventure comes knocking, let it in with a vacation package to Dukes County. If Gosnold is your first stop, get ready to discover a city loved for its coastal beaches and a whole lot more. Begin your trip to Dukes County by spending a few days in Gosnold, one of the most popular cities here. From the moment you book your Dukes County vacation to the second you come back home, Expedia has your back each step of the way.

Top destinations in Dukes County

The Latest Dukes County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Wayfinder Newport
Club Wyndham Long Wharf
Club Wyndham Inn on the Harbor
Club Wyndham Inn on Long Wharf
Club Wyndham Bay Voyage Inn

Dukes County Hotel Deals

Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

2.5 out of 5
60 Beach Road, Vineyard Haven, MA
$236 nightly
The price is $264 total per night from Sep 3 to Sep 4
$264 total
Sep 3 - Sep 4
Total includes taxes and fees
9/10 Wonderful! (496 reviews)
"Unexpected gem. On the waterfront, bus line, and shopping area."

Reviewed on Aug 11, 2025

Vineyard Harbor Motel - Private Beach
Summercamp

Summercamp

3.5 out of 5
70 Lake Avenue, Oak Bluffs, MA
$408 nightly
The price is $456 total per night from Sep 8 to Sep 9
$456 total
Sep 8 - Sep 9
Total includes taxes and fees
9.2/10 Wonderful! (1,009 reviews)
"The guests were there to have a good time; that made folks friendly. That, in turn, made the experience nice."

Reviewed on Aug 11, 2025

Summercamp
Faraway Martha's Vineyard

Faraway Martha's Vineyard

3.5 out of 5
23 Kelly Street, Martha's Vineyard, Edgartown, MA
$591 nightly
The price is $660 total per night from Sep 8 to Sep 9
$660 total
Sep 8 - Sep 9
Total includes taxes and fees
8.8/10 Excellent! (1,003 reviews)
Faraway
"A fine hotel on Martha’s Vineyard. Very quaint, with modern amenities, and a laid back vibe. Definitely on the pricey side."

Reviewed on Aug 8, 2025

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