Dukes County Vacation Packages

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Top Dukes County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Anchor In Distinctive Waterfront Lodging

Anchor In Distinctive Waterfront Lodging

3 out of 5
Price was CA $822, price is now CA $668 per person
CA $668
per person
May 29 - May 31
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Hyannis (HYA)
9.4/10 Exceptional! (1,000 reviews)
Very nice and clean. We did want our room fluffed but they did not, we did not need it but I like to have the room cleaned up every day. The people are very nice. Very convenient if you have to be around the hospital.

Reviewed on Mar 21, 2026

The Franklin Hotel Martha's Vineyard

The Franklin Hotel Martha's Vineyard

2 out of 5
Price was CA $976, price is now CA $749 per person
CA $749
per person
May 29 - May 31
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Vineyard Haven (MVY)
9.2/10 Wonderful! (180 reviews)
Beautiful house! The rooms were very clean and the location was great. There is no staff on site but it was relatively easy to contact people. The walls are very thin and you will hear every single thing happening around you. I love pet friendly places but there was a dog left in the room that cried for hours and when I tried contacting management about it no one ever replied. Parking is easy and overall it was a good experience.

Reviewed on Mar 30, 2026

The Preserve Sporting Club & Resort

The Preserve Sporting Club & Resort

4 out of 5
Price was CA $3,521, price is now CA $2,717 per person
CA $2,717
per person
May 15 - May 18
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Providence (PVD)
8.8/10 Excellent! (9 reviews)
The resort itself stood out so beautiful!

Reviewed on Jan 6, 2026

Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

2.5 out of 5
Price was CA $999, price is now CA $816 per person
CA $816
per person
May 29 - May 31
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Vineyard Haven (MVY)
9/10 Wonderful! (624 reviews)
Perfect stay, very friendly staff. love it

Reviewed on Mar 24, 2026

The Richard, The Edgartown Collection

The Richard, The Edgartown Collection

3.5 out of 5
Price was CA $989, price is now CA $809 per person
CA $809
per person
May 29 - May 31
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Vineyard Haven (MVY)
9.6/10 Exceptional! (175 reviews)
Breakfast was fantastic. Staff was terrific. Due to allergies fortunately not pet friendly.

Reviewed on Oct 11, 2025

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 CA $223 per night from Apr 13 to Apr 14
CA $223
CA $249 total
Apr 13 - Apr 14
includes taxes & fees
9/10 Wonderful! (625 reviews)
Perfect stay, very friendly staff. love it

Reviewed on Mar 24, 2026

Vineyard Harbor Motel - Private Beach
Mansion House Inn And Spa

Mansion House Inn And Spa

3.5 out of 5
9 Main Street Vineyard Haven MA
The price is CA $216 per night from Apr 13 to Apr 14
CA $216
CA $262 total
Apr 13 - Apr 14
includes taxes & fees
Mansion House Inn And Spa
Faraway Martha's Vineyard

Faraway Martha's Vineyard

4 out of 5
23 Kelly Street Edgartown MA
The price is CA $383 per night from Apr 13 to Apr 14
CA $383
CA $449 total
Apr 13 - Apr 14
includes taxes & fees
Faraway Martha's Vineyard
See all 1,100 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.
All Inclusive Vacations
All Inclusive Vacations
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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 $668. 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.