Dukes County Vacations & Trips 2026 from CA $1,371

Name: MV Surfside Hotel
Price range: CA $530
Rating: 8.8

Top Dukes County Vacation Deals

Price found within the past 48 hours. Click for updated prices.

Wayfinder Newport

CA $1,371

per person

Sep 4 - Sep 7

found 20 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Providence (PVD)

8.2/10 Very good! (1,006 reviews)

I was so impresse with the confort and quality of my room....I wll definetively return to this hotel

Reviewed on Jul 1, 2026

Dye House

Olneyville

CA $2,389

per person

Sep 17 - Sep 27

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Providence (PVD)

8.6/10 Excellent! (22 reviews)

great place - really nice owner - and rooms were really comfortable

Reviewed on Jun 29, 2026

Fox Point Landing Residences

Fox Point

CA $2,480

per person

Sep 17 - Sep 27

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Providence (PVD)

10/10 Exceptional! (3 reviews)

Beautiful place and even more beautiful scenery

Reviewed on Jun 20, 2026

The Underwood-Hale House

College Hill

CA $2,649

per person

Sep 17 - Sep 27

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Providence (PVD)

9.8/10 Exceptional! (94 reviews)

Beautiful ground level apartment ! 10/10

Reviewed on Jun 30, 2026

Hotel Providence

Downtown Providence

CA $2,373

per person

Sep 17 - Sep 27

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Providence (PVD)

8.4/10 Very good! (1,006 reviews)

Great location

Reviewed on Jun 30, 2026

Dukes County Hotel Deals

Vineyard Harbor Motel - Private Beach

60 Beach Road Vineyard Haven MA

CA $353

CA $395 total

Jul 7 - Jul 8

includes taxes & fees

Summercamp

70 Lake Avenue Oak Bluffs MA

CA $798

CA $891 total

Jul 14 - Jul 15

includes taxes & fees

9.4/10 Exceptional! (1,005 reviews)

"Great location opposite the Oak Bluffs Harbor and right by the town center. Wonderful porch with rocking chairs, filtered water and coffee provided."

Reviewed on Jul 1, 2026

MV Surfside Hotel

7 Oak Bluffs Avenue Oak Bluffs MA

CA $530

CA $627 total

Jul 5 - Jul 6

includes taxes & fees

8.8/10 Excellent! (856 reviews)

"We had a great stay at the Surfside hotel! Very convenient location - convenient to ferry, uses, restaurants, beaches, and shopping. Very friendly and helpful staff Comfortable room. Will definitely be back"

Reviewed on Jul 1, 2026

See all 1,155 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 CA $1,371. 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