Dukes County Holidays
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- Better togetherSave up to S$1,300 when you book a flight and hotel together*
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Top hotels in Dukes County
Summercamp
70 Lake Avenue Oak Bluffs MA
S$241
13 Oct - 14 Oct
includes taxes & fees
Faraway Martha's Vineyard
23 Kelly Street Edgartown MA
S$568
12 Oct - 13 Oct
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"It’s a beautiful hotel. Would highly recommend, everyone was lovely and it’s very beautiful to sit outside and to relax"
Reviewed on 11 Sept, 2026
Vineyard Harbor Motel - Private Beach
60 Beach Road Vineyard Haven MA
S$222
13 Oct - 14 Oct
includes taxes & fees
9/10 Wonderful! (794 reviews)
"We had a great stay. Place was clean and walkable to the ferry. Staff was nice and helpful, gave us great service and suggestions. The bus stop was close which made easy to go around. Close to grocery store and some shops. Beautiful property"
Reviewed on 12 Sept, 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.
Frequently asked questions
How much does a Dukes County holiday package cost?
Choose from any combination of car rentals, flights and hotels, and you can be holidaying in Dukes County from just . And the more you bundle, the more dollars you save. The holiday of your dreams has never been so affordable.
How do I get a cheap travel package to Dukes County?
Combine your bookings with Expedia to save big bucks on your next getaway. With over 550 partner airlines and 1,000,000 hotels throughout the world, your Dukes County holiday package can be customized exactly to suit your travel style. With all that extra cash, why not throw in one or more awesome tours and experiences? It's an easy way to unlock even more savings. That holiday you've always dreamed of in Dukes County is closer than you thought!
What are the top hotels in Dukes County?
If you're on your way to Gosnold, you can't beat Mansion House Inn And Spa and Summercamp. Both are comfortable bases for exploring this vibrant Dukes County city.
How far in advance should I book my Dukes County holiday?
It depends on the air carrier, but you can generally browse through international fares on Expedia nearly a year in advance. While it's generally a good idea to book ahead of time, lucky customers will sometimes nab a cheaper seat just weeks before the date of departure.
What does an Expedia Dukes County travel package include?
It all comes down to what type of getaway you have in the works. Dukes County travel deals can include car rentals, hotels and flights. You can mix and match to create the travel package that suits you. You can also add on experiences and activities after you've booked to land even bigger discounts.
What should I know before booking a Dukes County travel package?
Get set to save with an Expedia travel package. Bundle your flights, rental cars and hotels and be rewarded with exciting discounts. You're not limited to hotels, however. Book with us and select from island resorts, rural cottages and everything in between!
Can I choose my airline with a Dukes County Expedia holiday package?
Yes, you can. Expedia has access to more than 550 partner airlines around the world, so pick the carrier that suits your travel needs.
If I'm not able to travel, can I cancel my Dukes County holiday package?
If your holiday plans in Dukes County have changed, it's good to know that it is possible to cancel or amend your booking. If you made your booking within the last 24 hours, you may be eligible to receive a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may impose fees. For more information, visit our Customer Service Portal.
Stay near popular Dukes County attractions
Inkwell Beach
9.0/10 (154 reviews)
If a restful holiday is part of your travel plans, Inkwell Beach might be the perfect place to visit 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 holiday is part of your travel plans, Oak Bluffs Town Beach might be the perfect place to visit 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 care-free afternoon at Katama Beach during your travels in 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 exploring the galleries in 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 find the perfect gifts to bring home at Circuit Avenue. Wander the beaches and waterfront in this relaxing area.
Martha's Vineyard Preservation Trust Historic Buildings
9.6/10 (25 reviews)
You can spend an afternoon studying the exhibits at Martha's Vineyard Preservation Trust Historic Buildings during your trip to Edgartown. Wander the area's waterfront or simply enjoy one of its wineries.
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 savour its seafood restaurants.
What to do in Dukes County
Martha's Vineyard: Self-Guided Driving Audio Tour
S$19
per traveller
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
S$63
per adult
Edgartown Martha’s Vineyard Self-Guided (GPS) Audio Walking Tour
S$12
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
