Dukes County Vacations & Trips from $1,008

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Your Dukes County Vacation

When adventure comes knocking, let it in with a vacation package to Dukes County. If Gosnold is your first stop, get ready to discover a city loved for its coastal beaches and a whole lot more. Begin your trip to Dukes County by spending a few days in Gosnold, one of the most popular cities here. From the moment you book your Dukes County vacation to the second you come back home, Expedia has your back each step of the way.

Top destinations in Dukes County

A row of colorful, historic houses with a central path.

Oak Bluffs

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

Edgartown

Edgartown
An aerial view of a coastal area with a sandy beach, a small island with buildings, and numerous boats in the water.

Vineyard Haven

Vineyard Haven
A dock with boats, a small wooden structure, and a forested shoreline.

Chilmark

Chilmark

The Latest Dukes County Vacation Packages

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

Dye House

Olneyville
Save 100% on your flight
$1,008
per person
Sep 22 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Providence (PVD)
8.8/10 Excellent! (24 reviews)
Fox Point Landing Residences

Fox Point Landing Residences

Fox Point
Save 100% on your flight
$1,189
per person
Oct 25 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Providence (PVD)
10/10 Exceptional! (4 reviews)
Outstanding property and amazing communication. Round the clock. Strongly recommend for folks visiting Providence RI

Reviewed on Aug 7, 2026

Wayfinder Newport

Wayfinder Newport

Save 100% on your flight
$1,576
per person
Sep 27 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Providence (PVD)
8.2/10 Very Good! (1,017 reviews)
Intolerably uncomfortable beds. As a result, we left a day early. Air conditioning was a secondary problem. It defaulted to 70 degrees no matter how many times it was reset. If you like to sleep in a cool room, avoid this property.

Reviewed on Aug 7, 2026

The Preserve Sporting Club & Resort

The Preserve Sporting Club & Resort

Save 100% on your flight
$3,532
per person
Sep 27 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Providence (PVD)
8.8/10 Excellent! (9 reviews)
Hotel Providence

Hotel Providence

Downtown Providence
Save 100% on your flight
$1,907
per person
Sep 27 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Providence (PVD)
8.4/10 Very Good! (1,004 reviews)
Nice older hotel, but homeless are right outside the door. The front staff at the desk were 2 men who had absolutely no customer service skills. I asked about parking and he said, "I don't own a car, so I don't know." The hotel was clean and the beds and everything were nice. We did buy breakfast in the hotel and the staff in the restaurant connected to the hotel were exceptional! It's right downtown and the location to walk to places was great, you just have to literally dodge and walk around/through the homeless camped right outside the door.

Reviewed on Aug 6, 2026

Find the Best Dukes County Vacation Packages

Dukes County Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Martha's Vineyard Airport (MVY)
Top Sights
Barges Beach and Elizabeth Islands

Dukes County Hotel Deals

Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

60 Beach Road Vineyard Haven MA
$312 nightly
$349 total
Aug 31 - Sep 1
Total with taxes and fees
Vineyard Harbor Motel - Private Beach
Summercamp

Summercamp

70 Lake Avenue Oak Bluffs MA
$372 nightly
$415 total
Sep 1 - Sep 2
Total with taxes and fees
9.4/10 Exceptional! (1,002 reviews)
"Small room, no coffee in room. Parking fine, additional cost. Had showers available when room no longer was which was good, doors have traditional keys and didn’t seem very secure. Overall good vibe and fantastic staff just not quite at value for the cost of almost $900 a night"

Reviewed on Aug 6, 2026

Summercamp
Harbor View Hotel

Harbor View Hotel

131 N Water Street Marthas Vineyard Edgartown MA
8.8/10 Excellent! (1,001 reviews)
"We had an amazing stay and we can not wait to be back."

Reviewed on Jul 31, 2026

Get rates
Harbor View Hotel
See all 1,163 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.

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
A marina with boats docked along a sandy beach, surrounded by greenery and buildings.

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.
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A beach with clear blue water, a sandy shore, and a few boats in the distance.
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.
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A white lighthouse with a black top, situated on a sandy beach with a grassy area in the foreground and a cloudy sky in the background.

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.
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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.
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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.
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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.
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What to do in Dukes County

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

$50
per adult
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
Cape Cod: Explorer Kayak Tour

Cape Cod: Explorer Kayak Tour

$77
per adult
Cape Cod: Explorer Kayak Tour
Massachusetts Self-Guided Driving and Walking Tours Bundle

Massachusetts: Smartphone-Based Audio Tour Bundle

$50
per traveler
Massachusetts: Smartphone-Based Audio Tour Bundle
See all activities in Dukes County
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.