Dukes County Vacation Packages

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Top Dukes County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Newport North - Middletown by IHG

Holiday Inn Express Newport North - Middletown by IHG

2.5 out of 5
Price was CA $1,524, price is now CA $1,262 per person
CA $1,262
per person
Dec 20 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Providence (PVD)
9.2/10 Wonderful! (1,001 reviews)

Fox Point Landing Residences

Fox Point Landing Residences

4 out of 5
Fox Point
Price was CA $2,056, price is now CA $1,498 per person
CA $1,498
per person
Dec 20 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Providence (PVD)
10/10 Exceptional! (12 reviews)
Like the locatio. Very clean and nice. Free parking

Reviewed on Oct 12, 2026

Omni Providence Hotel

Omni Providence Hotel

4 out of 5
Downtown Providence
Price was CA $1,916, price is now CA $1,559 per person
CA $1,559
per person
Dec 20 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Providence (PVD)
9/10 Wonderful! (3,222 reviews)

The Underwood-Hale House

The Underwood-Hale House

4 out of 5
College Hill
Price was CA $1,918, price is now CA $1,564 per person
CA $1,564
per person
Dec 20 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Providence (PVD)
9.6/10 Exceptional! (134 reviews)

Graduate by Hilton Providence

Graduate by Hilton Providence

4 out of 5
Downtown Providence
Price was CA $1,710, price is now CA $1,439 per person
CA $1,439
per person
Dec 20 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Providence (PVD)
8.2/10 Very good! (1,081 reviews)

Dukes County Hotel Deals

Summercamp

Summercamp

3.5 out of 5
70 Lake Avenue Oak Bluffs MA
The price is CA $407 per night from Oct 30 to Oct 31
CA $407
CA $466 total
Oct 30 - Oct 31
includes taxes & fees
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 CA $266 per night from Nov 2 to Nov 3
CA $266
CA $297 total
Nov 2 - Nov 3
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 Oct 27, 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 CA $296 per night from Nov 29 to Nov 30
CA $296
CA $347 total
Nov 29 - Nov 30
includes taxes & fees
Faraway Martha's Vineyard
See all 1,148 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
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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 $1,262. 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

Martha's Vineyard Self-Driving Audio Tour

Martha's Vineyard: Self-Guided Driving Audio Tour

CA $21
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)

CA $71
per adult
Massachusetts Self-Guided GPS Audio Tour Bundle (11 Tours)
Martha's Vineyard: 3-Hour Full-Island Guided Tour

Martha's Vineyard: 3-Hour Full-Island Guided Tour

CA $92
per adult
Martha's Vineyard: 3-Hour Full-Island Guided 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.