Dukes County Holidays

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Top hotels in Dukes County

Summercamp

Summercamp

3.5 out of 5
70 Lake Avenue Oak Bluffs MA
The price is S$306 per night from 29 Oct to 30 Oct
S$306
29 Oct - 30 Oct
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
"The stay was great! The only issue was it took almost 10 minutes for the water to get hot!"

Reviewed on 27 Oct, 2026

Summercamp
Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

2.5 out of 5
60 Beach Road Vineyard Haven MA
The price is S$242 per night from 2 Nov to 3 Nov
S$242
2 Nov - 3 Nov
includes taxes & fees
9/10 Wonderful! (837 reviews)
"The room was freezing and there was no heater. The lights didn't work. The man at the front desk was not helpful and was never there. If you needed help, it said to call a number but the mail box was full and could not receive messages. It was a terrible experience. Don't stay here"

Reviewed on 27 Oct, 2026

Vineyard Harbor Motel - Private Beach
Faraway Martha's Vineyard

Faraway Martha's Vineyard

4 out of 5
23 Kelly Street Edgartown MA
The price is S$338 per night from 22 Nov to 23 Nov
S$338
22 Nov - 23 Nov
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
"Lovely property , it seemed it was the end of the season when we visited, so it was very quiet, and maintenance had started in the hotel, not that it bothered us at all . Loved the record player and the hot tub and bikes . The pub/restaurant was very good , with very helpful barmaid (Sophia) who ..."

Reviewed on 26 Oct, 2026

Faraway Martha's Vineyard
See all 1,147 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 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

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

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.
See properties

What to do in Dukes County

Martha's Vineyard Self-Driving Audio Tour

Martha's Vineyard: Self-Guided Driving Audio Tour

S$19
per traveller
Martha's Vineyard: Self-Guided Driving Audio Tour
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

Massachusetts Self-Guided GPS Audio Tour Bundle (11 Tours)

S$64
per adult
Massachusetts Self-Guided GPS Audio Tour Bundle (11 Tours)
Edgartown Martha’s Vineyard Self-Guided

Edgartown Martha’s Vineyard Self-Guided (GPS) Audio Walking Tour

S$12
per adult
Edgartown Martha’s Vineyard Self-Guided (GPS) Audio Walking Tour
See all activities in Dukes County

* 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.