Dukes County Vacations & Trips

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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 ￥56,973 per night from Aug 1 to Aug 2
￥56,973
￥63,639 total
Aug 1 - Aug 2
includes taxes & fees
9/10 Wonderful! (659 reviews)
"Basic accommodations"

Reviewed on Jun 29, 2026

Vineyard Harbor Motel - Private Beach
Summercamp

Summercamp

3.5 out of 5
70 Lake Avenue Oak Bluffs MA
The price is ￥91,021 per night from Jul 14 to Jul 15
￥91,021
￥101,671 total
Jul 14 - Jul 15
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
"5 min walk from the ferry terminal. Close to restaurants and shops. Parking is a little steep at $53/night."

Reviewed on Jun 30, 2026

Summercamp
MV Surfside Hotel

MV Surfside Hotel

2.5 out of 5
7 Oak Bluffs Avenue Oak Bluffs MA
The price is ￥65,047 per night from Jul 14 to Jul 15
￥65,047
￥76,706 total
Jul 14 - Jul 15
includes taxes & fees
8.8/10 Excellent! (855 reviews)
"We enjoyed our stay at the MV Surfside Hotel. The staff is the primary reason our visit was so relaxing and comfortable. It was evident that everyone works very hard to maintain the facility and provide excellent guest services. The location adds value to the experience. It takes approximately three ..."

Reviewed on Jun 27, 2026

MV Surfside Hotel
See all 1,154 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

What to do in Dukes County

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

￥7,996
per adult
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
Massachusetts Self-Guided Driving and Walking Tours Bundle

Massachusetts: Smartphone-Based Audio Tour Bundle

￥7,996
per traveler
Massachusetts: Smartphone-Based Audio Tour Bundle
Moby Dick's New Bedford Smartphone Guided Walking Tour

Moby Dick's New Bedford Smartphone Guided Walking Tour

￥1,240
per adult
Moby Dick's New Bedford Smartphone Guided 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.