Dukes County Vacations & Trips from $467
Book a Hotel + Flight or Car together to unlock savings
Top destinations in Dukes County
Oak Bluffs
Edgartown
Vineyard Haven
West Tisbury
Tisbury
Chilmark
Lagoon Heights
Aquinnah
Chappaquiddick Island
The Latest Dukes County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- Hilltop Inn and Suites, near Foxwoods Casino
Sep 16 - Sep 20Hilltop Inn and Suites, near Foxwoods Casino + Flight
North Stonington4 nights2.5 star property7.8/10 - Good (2,844 reviews)"Our check in woman was excellent. She's always friendly and efficient...very helpful."Reviewed August 7, 2026Roundtrip • Dallas (DFW) - Providence (PVD)DFW - EWR • Nonstop LGA - DFW • Nonstop$570$467found 1 day agoper traveler - Fox Point Landing Residences
Oct 25 - Oct 31Fox Point Landing Residences + Flight
Fox Point6 nights4.0 star property10/10 - Exceptional (4 reviews)"Beautiful place and even more beautiful scenery"Reviewed June 20, 2026Roundtrip • Dallas (DFW) - Providence (PVD)DAL - PVD • 1 stop PVD - DFW • 1 stop - The Preserve Sporting Club & Resort
Sep 18 - Sep 23The Preserve Sporting Club & Resort + Flight
Richmond5 nights4.0 star property8.8/10 - Excellent (9 reviews)Roundtrip • Dallas (DFW) - Providence (PVD)DAL - PVD • 1 stop PVD - DFW • 1 stop - The Franklin Hotel Martha's Vineyard
Oct 2 - Oct 5The Franklin Hotel Martha's Vineyard + Flight
Edgartown3 nights2.0 star property9.2/10 - Wonderful (200 reviews)Roundtrip • Atlanta (ATL) - Vineyard Haven (MVY)ATL - MVY • 1 stop MVY - ATL • 1 stop$1,708$1,388found 1 day agoper traveler - The Cottage Inn At Amos Lake
Oct 22 - Oct 25The Cottage Inn At Amos Lake + Flight
Preston3 nights3.0 star property9.8/10 - Exceptional (106 reviews)"Very cute place. Great staff. Would definitely book a room here again."Reviewed July 30, 2026Roundtrip • Dallas (DFW) - Providence (PVD)DAL - PVD • 1 stop PVD - DAL • 1 stop$839$691found 1 day agoper traveler
Discover the most popular places to visit in Dukes County
Photo by Fun Travelog
Open 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.
What to do in Dukes County
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
$50
per adult
0% of travelers recommend
All New Shared Jaws tour Budget Friendly
$130
per adult
60% of travelers recommend
Dukes County Hotel Deals
9.4 out of 10, Exceptional, (1,002 reviews)
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"
$372 nightly
The price is $415
$415 total
Sep 1 - Sep 2
Total with taxes and fees
The Edgartown Inn, The Edgartown Collection
The Edgartown Inn, The Edgartown Collection3.5 star property
0.1 mi from Dukes County
9.8 out of 10, Exceptional, (168 reviews)
9.8/10
Exceptional
(168 reviews)
$507 nightly
The price is $566
$566 total
Sep 2 - Sep 3
Total with taxes and fees
8.8 out of 10, Excellent, (889 reviews)
8.8/10
Excellent
(889 reviews)
"The hotel was convenient to the ferry and the event that we attended. The gardens were amazing. We arrived prior to check in time and they were willing to store our bags however the person at the desk checked and we were able to check in earlier. The complimentary coffee water and snacks in the office were great . Would definitely recommend to others."
$378 nightly
The price is $422
$422 total
Sep 1 - Sep 2
Total with taxes and fees
The Christopher, The Edgartown Collection
The Christopher, The Edgartown Collection3.0 star property
< 0.1 mi from Dukes County
9.8 out of 10, Exceptional, (268 reviews)
9.8/10
Exceptional
(268 reviews)
"The Christopher is officially my new favorite hotel. Bailey greeted us when we arrived and was the primary person we saw during our stay. She was lovely and so helpful. I could have fainted when she offered to have our super heavy luggage taken up 3 flights of stairs for us! We were upgraded free of charge to a larger room that had its own private deck. The room was beautiful - gorgeous furnishings and so clean and comfortable. There are homemade, sinfully delicious chocolate chip cookies served...
$297 nightly
The price is $331
$331 total
Sep 7 - Sep 8
Total with taxes and fees
Vineyard Harbor Motel - Private Beach
Vineyard Harbor Motel - Private Beach2.5 star property
6.2 mi from Dukes County
9.0 out of 10, Wonderful, (721 reviews)
9.0/10
Wonderful
(721 reviews)
$278 nightly
The price is $311
$311 total
Aug 31 - Sep 1
Total with taxes and fees
The Richard, The Edgartown Collection
The Richard, The Edgartown Collection3.5 star property
0.2 mi from Dukes County
9.6 out of 10, Exceptional, (194 reviews)
9.6/10
Exceptional
(194 reviews)
$507 nightly
The price is $566
$566 total
Sep 1 - Sep 2
Total with taxes and fees
9.4 out of 10, Exceptional, (80 reviews)
9.4/10
Exceptional
(80 reviews)
$395 nightly
The price is $441
$441 total
Sep 3 - Sep 4
Total with taxes and fees
Vineyard Square Hotel & Suites
Vineyard Square Hotel & Suites4.0 star property
< 0.1 mi from Dukes County
9.2 out of 10, Wonderful, (317 reviews)
9.2/10
Wonderful
(317 reviews)
"Great Hotel…staff was amazing! Comfortable beds and clean rooms. Love the 4th floor terrace for a night time glass of wine in the rocking chairs overlooking the harbor."
$415 nightly
The price is $464
$464 total
Sep 1 - Sep 2
Total with taxes and fees
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.
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.