Dukes County Vacations & Trips

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ₩1,660,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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
The price is ₩557,979 per night from Jul 15 to Jul 16
₩557,979
₩623,263 total
Jul 15 - Jul 16
includes taxes & fees
9/10 Wonderful! (678 reviews)
"Brianna and Spencer are just the best! Oskar and I have never been so happy as when we get to stay here, and that’s mostly because side of these amazing two people!!$"

Reviewed on Jul 13, 2026

Vineyard Harbor Motel - Private Beach
Harbor View Hotel

Harbor View Hotel

5 out of 5
131 N Water Street Marthas Vineyard Edgartown MA
8.8/10 Excellent! (1,003 reviews)
"Wonderful property and a great location. All of the staff were tremendous."

Reviewed on Jul 14, 2026

Get rates
Harbor View Hotel
Summercamp

Summercamp

3.5 out of 5
70 Lake Avenue Oak Bluffs MA
The price is ₩1,087,015 per night from Jul 20 to Jul 21
₩1,087,015
₩1,214,196 total
Jul 20 - Jul 21
includes taxes & fees
9.4/10 Exceptional! (1,013 reviews)
"The location is great. Staff is good at answering questions."

Reviewed on Jul 13, 2026

Summercamp
See all 1,153 properties in Dukes County
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 vacation package cost?
Choose from any combination of car rentals, flights and hotels, and you can be vacationing in Dukes County from just . And the more you bundle, the more dollars you save. The vacation 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 vacation 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 vacation 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 vacation?
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 vacation 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 vacation package?
If your vacation 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

A beach with a lifeguard tower, a rocky breakwater, and the ocean.

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.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.