Dukes County Vacations & Trips from $737
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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.
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Dukes County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Martha's Vineyard Airport (MVY) |
Top Sights | Barges Beach and Elizabeth Islands |
Dukes County Hotel Deals
Faraway Martha's Vineyard
23 Kelly Street Edgartown MA
$307 nightly
$343 total
Oct 18 - Oct 19
Total with taxes and fees
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 ..."
Reviewed on Sep 17, 2026
Summercamp
70 Lake Avenue Oak Bluffs MA
$187 nightly
$209 total
Oct 13 - Oct 14
Total with taxes and fees
Vineyard Harbor Motel - Private Beach
60 Beach Road Vineyard Haven MA
$166 nightly
$185 total
Oct 1 - Oct 2
Total with taxes and fees
9/10 Wonderful! (804 reviews)
"We spent one night at this motel. So, we didn’t get to enjoy all of the amenities. It was clean and comfortable. There was a market and restaurant directly across the street. The location was great. The staff was very courteous and helpful."
Reviewed on Sep 21, 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.
Stay near popular Dukes County attractions
Inkwell Beach
9.0/10 (154 reviews)
If a restful vacation is part of your travel plans, Inkwell Beach might be the perfect place to seek out during your trip to Oak Bluffs. Stroll along this relaxing area's waterfront, or simply enjoy its wineries.
Oak Bluffs Harbor
9.2/10 (510 reviews)
Explore the waterfront in Oak Bluffs with a trip to Oak Bluffs Harbor. Wander the area's beautiful beaches or simply enjoy one of its wineries.
Photo by Fun Travelog
Oak Bluffs Town Beach
9.4/10 (134 reviews)
If a restful vacation is part of your travel plans, Oak Bluffs Town Beach might be the perfect place to seek out during your trip to Oak Bluffs. Stroll along the waterfront or visit the shops in this relaxing area.
Katama Beach
9.4/10 (86 reviews)
Why not spend a carefree afternoon at Katama Beach during your travels in Edgartown? Stroll along the waterfront or visit the shops in the area.
Edgartown Beach
9.4/10 (10 reviews)
Why not spend a lazy afternoon at Edgartown Beach during your trip to Edgartown? Stroll along the waterfront or visit the shops in the area.
Martha's Vineyard Museum
9.0/10 (20 reviews)
You can spend an afternoon browsing the exhibits at Martha's Vineyard Museum during your trip to Tisbury. Wander the beautiful beaches and waterfront in the area.
Circuit Avenue
9.2/10 (82 reviews)
During your trip to Oak Bluffs, you can search for that perfect souvenir at Circuit Avenue. Wander the beaches and waterfront in this relaxing area.
Martha's Vineyard Chamber of Commerce
9.0/10 (24 reviews)
Martha's Vineyard Chamber of Commerce is just one of the places to see in Tisbury, so why not enjoy the other things to explore during your travels? Stroll along the area's waterfront, or simply savor its seafood restaurants.
What to do in Dukes County
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
$50
per adult
Massachusetts: Smartphone-Based Audio Tour Bundle
$50
per traveler
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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.