Book Exclusive Dukes County Vacation Packages

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An aerial view of a coastal area with a lighthouse, a sandy beach, and a marina.

Edgartown

Vacations
Edgartown

Dukes County flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4 out of 5
Price was CA $1,807, price is now CA $1,404 per person
CA $1,404
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Hyannis (HYA)
Book a stay at this spa resort in Hyannis. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the clean rooms in our reviews. Popular attractions Cape Codder Water Park and Cape Cod Melody Tent are located nearby.
The Preserve Sporting Club & Resort

The Preserve Sporting Club & Resort

4 out of 5
Price was CA $8,304, price is now CA $5,445 per person
CA $5,445
per person
Aug 11 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Providence (PVD)
Book a stay at this luxury hotel in Richmond. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Meadowbrook Golf Course and Joseph Langworthy Memorial Park are located nearby.
Wayfinder Newport

Wayfinder Newport

4 out of 5
Price was CA $2,872, price is now CA $1,908 per person
CA $1,908
per person
Aug 11 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Providence (PVD)
Stay at this hotel in Newport. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Newport Mansions and Bowen's Wharf are located nearby.
The Newport Harbor Hotel & Marina

The Newport Harbor Hotel & Marina

3 out of 5
Downtown Newport
Price was CA $3,162, price is now CA $2,356 per person
CA $2,356
per person
Aug 11 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Providence (PVD)
Book a stay at this business-friendly hotel in Newport. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Bowen's Wharf and Newport Harbour are located nearby.
Shepherd's Run

Shepherd's Run

2 out of 5
Price was CA $3,673, price is now CA $2,803 per person
CA $2,803
per person
Aug 11 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Providence (PVD)
Stay at this hotel in South Kingstown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Narragansett Beach and Scarborough Beach are located nearby.

Top Dukes County hotels 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 $365 per night
CA $365
CA $408 total
Jul 21 - Jul 22
includes taxes & fees
Book a stay at this beach motel in Vineyard Haven. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Oak Bluffs Harbor and Inkwell Beach are located nearby.
On private beach
Parking included
Summercamp

Summercamp

3.5 out of 5
70 Lake Avenue Oak Bluffs MA
The price is CA $677 per night
CA $677
CA $756 total
Jul 12 - Jul 13
includes taxes & fees
Book a stay at this beach hotel in Oak Bluffs. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Oak Bluffs Harbor and Inkwell Beach are located nearby.
Free WiFi
Air conditioning
MV Surfside Hotel

MV Surfside Hotel

2.5 out of 5
7 Oak Bluffs Avenue Oak Bluffs MA
The price is CA $411 per night
CA $411
CA $495 total
Jul 8 - Jul 9
includes taxes & fees
Stay at this hotel in Oak Bluffs. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Oak Bluffs Harbor and Inkwell Beach are located nearby.
Pet-friendly
Air conditioning
Faraway Martha's Vineyard

Faraway Martha's Vineyard

4 out of 5
23 Kelly Street Edgartown MA
The price is CA $1,176 per night
CA $1,176
CA $1,379 total
Jul 12 - Jul 13
includes taxes & fees
Book a stay at this business-friendly hotel in Edgartown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Inkwell Beach and Oak Bluffs Harbor are located nearby.
Pool
Pet-friendly
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 $706 per night
CA $706
CA $810 total
Jul 8 - Jul 9
includes taxes & fees
Book a stay at this spa hotel in Vineyard Haven. Enjoy a full-service spa, a rooftop terrace, and a free ferry terminal shuttle. Our guests praise the helpful staff in our reviews. Popular attractions Oak Bluffs Harbor and Oak Bluffs Town Beach are located nearby.
The Harborside Inn

The Harborside Inn

3.5 out of 5
3 South Water Street Edgartown MA
Get rates
Stay at this hotel in Edgartown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Inkwell Beach and Oak Bluffs Harbor are located nearby.
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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.

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.
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Photos of local treasures

Browse Dukes County vacation photos for more inspiration

A coastal cliff with a sandy beach and the ocean.
A coastal landscape with a sandy beach, cliffs, and a clear blue sea.
A white lighthouse with a black top, surrounded by trees and a bench, overlooking a body of water.
A lighthouse surrounded by lush greenery and the ocean.
A sandy beach leading to a white lighthouse with a black top, surrounded by grass and a clear sky.

Frequently asked questions

How much are vacation packages to Dukes County?
Splash out on an unforgettable travel experience in Dukes County with a vacation package starting at just CA $1,404. Organizing your flights and hotels through Travelocity is a piece of cake. What's more, our deals will leave you with extra cash for fun, fun, fun!
Where can I get the best vacation package deals for Dukes County?
It's simple — browse Travelocity. With 400 air carriers and 1,000,000 properties across the globe, it's a breeze to find a Dukes County package deal that suits your needs.
Why should I book my Dukes County vacation bundle via Travelocity?
Because life is one amazing journey, and we've got everything you could hope for to help you on your way. With our superb service and Price Match Guarantee, you can organize your trip with confidence. What's more, you can sleep easy while you're away knowing we're always available to chat via our 24/7 support.
Will I save money on my Dukes County car rental if I combine it with a hotel or flight?
Certainly. And our Dukes County vacation packages are the ideal way to do it. With only a few clicks you can save money as well as time by bundling your bookings. Pick up the keys to your rental car then chart your own course. Looking for things to do? Throw some tours or experiences into your package and save on those too.
Which airport is best for Dukes County?
T.F. Green Airport (PVD), Martha's Vineyard Airport (MVY) and Nantucket Memorial Airport (ACK) are the most common airports for those traveling in and out of Dukes County.
What is there to do in Dukes County?
You'll be happy to know Dukes County is brimming with incredible photo opportunities, however Elizabeth Islands and Barges Beach are two favorites.