Dukes County Vacation Packages
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Top Dukes County Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Faraway Martha's Vineyard
CA $1,267
per person
Oct 26 - Oct 30
just found
Roundtrip flight included
Toronto (YTO) to Vineyard Haven (MVY)
9/10 Wonderful! (1,000 reviews)
We LOVED our stay at Faraway - the pool was amazing, staff was super helpful. They had a very convenient messaging system for requests. The staff recommended the Pelican Club for dinner, which is basically right on-site, but we tried to get in multiple times and there was always a wait! The food at their snack bar was really good for lunch. The location was incredible - it was our first time in Martha's Vineyard and we feel we got so spoiled!!
Reviewed on Aug 11, 2026
Inn on Main
CA $955
per person
Sep 19 - Sep 21
found 17 hours ago
Roundtrip flight included
Montreal (YUL) to Hyannis (HYA)
10/10 Exceptional! (78 reviews)
Very accommodating hosts , Dave & Ruta. Delicious 2 course breakfast.Room was clean, very comfortable and great amenities. Hosts were very helpful regarding dining and touring ideas. Highly recommend
Reviewed on Aug 8, 2026
Dukes County Hotel Deals
Summercamp
70 Lake Avenue Oak Bluffs MA
CA $453
CA $506 total
Sep 13 - Sep 14
includes taxes & fees
Vineyard Harbor Motel - Private Beach
60 Beach Road Vineyard Haven MA
CA $373
CA $416 total
Sep 14 - Sep 15
includes taxes & fees
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 CA $573. 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
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 seafood restaurants.
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.
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 Film Center
8.4/10 (16 reviews)
You can get tickets for a performance at Martha's Vineyard Film Center during your trip to Tisbury. Wander the beautiful beaches and waterfront in the area.
What to do in Dukes County
Martha's Vineyard: Self-Guided Driving Audio Tour
CA $21
per traveller
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
CA $70
per adult
Massachusetts: Smartphone-Based Audio Tour Bundle
CA $71
per traveller
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
