
Cuttyhunk Vacations from $883
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Cuttyhunk vacation packages
Price found within the past 48 hours. Click for updated prices.

Vineyard Harbor Motel - Private Beach
Save 100% on your flight
Price was $1,265, price is now $883 per person
$883
per person
Jul 28 - Aug 1
found 1 hour ago
Roundtrip flight included
Washington (DCA) to Vineyard Haven (MVY)
9/10 Wonderful! (628 reviews)
Our room was huge and had a comforatble bed. It looked recently renovated and was clean. The bed was comfortable. It was a rainy cold day so I asked for an extra blanket. I was given the blanket and offered a space heater which was perfect. Walking distance to restaurants, pizza and sub shops, and the supermarket and ferry.
Reviewed on May 4, 2026

The Richard, The Edgartown Collection
Save 100% on your flight
Price was $2,653, price is now $1,897 per person
$1,897
per person
Jul 11 - Jul 16
found 1 day ago
Roundtrip flight included
New York (JFK) to Vineyard Haven (MVY)
9.6/10 Exceptional! (175 reviews)
Breakfast was fantastic. Staff was terrific. Due to allergies fortunately not pet friendly.
Reviewed on Oct 11, 2025

Morgan Hotel
Save 100% on your flight
Price was $2,542, price is now $1,919 per person
$1,919
per person
Jun 24 - Jul 1
found 10 hours ago
Roundtrip flight included
Baltimore (BWI) to Vineyard Haven (MVY)
8.4/10 Very Good! (216 reviews)
Because the Morgan has a poor interface with Expedia, I never received the texts they promised after I booked the room. Eventually, I was able to gain entry to the hotel with the help of a staff member who gave me a key to my room, which was up two very steep flights of steps. The room itself was superb: modern, clean, a comfortable bed, and a private roof deck. The commercial area outside the hotel is noisy until 9:00 pm or so -- and probably much later in the summer (I came during the off season.). All told, I had a good experience, largely because of the great room and convenient location.
Reviewed on Apr 19, 2026

The Franklin Hotel Martha's Vineyard
Price was $2,160, price is now $1,645 per person
$1,645
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Vineyard Haven (MVY)
9.2/10 Wonderful! (184 reviews)
Very clean and cozy and comfortable
Conveniently located walking distance to anything you needed. Only suggestion is it would have been better to have a ground level room for easier access to the outside with our dog overall ir was very nice 👍
Reviewed on Apr 27, 2026

Harbor View Hotel
Save 100% on your flight
Price was $7,669, price is now $5,847 per person
$5,847
per person
Jun 24 - Jul 1
found 10 hours ago
Roundtrip flight included
Baltimore (BWI) to Vineyard Haven (MVY)
8.8/10 Excellent! (1,000 reviews)
The hotel location is beautiful. The building is well kept and clean. The staff was amazing! We loved our room overall but there were a few minor inconveniences:
1. The shower handle kept getting stuck and was hard to turn off.
2. We went in April and the room got very hot at night. You couldn’t change the room thermostat from hot to cold. So they told us to open the windows, which let a bee inside our room because the windows had no nets.
Reviewed on Apr 16, 2026
Cuttyhunk Hotel Deals

AutoCamp Cape Cod
836 Palmer Avenue Falmouth MA
$145 nightly
The price is $166 total per night from May 20 to May 21
$166 total
May 20 - May 21
Total with taxes and fees
9.4/10 Exceptional! (321 reviews)
clean room, nice program, good memory
Reviewed on May 6, 2026

Vineyard Harbor Motel - Private Beach
60 Beach Road Vineyard Haven MA
$184 nightly
The price is $206 total per night from May 21 to May 22
$206 total
May 21 - May 22
Total with taxes and fees
9/10 Wonderful! (631 reviews)
Our room was huge and had a comforatble bed. It looked recently renovated and was clean. The bed was comfortable. It was a rainy cold day so I asked for an extra blanket. I was given the blanket and offered a space heater which was perfect. Walking distance to restaurants, pizza and sub shops, and ...
Reviewed on May 4, 2026

Whaler Inn and Suites
500 Hathaway Rd New Bedford MA
$125 nightly
The price is $140 total per night from May 10 to May 11
$140 total
May 10 - May 11
Total with taxes and fees
8/10 Very Good! (135 reviews)
Renovated older hotel. Renovation is ongoing but nice. No closet or anywhere to hang clothes.
Reviewed on Apr 27, 2026
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.
Find the Best Cuttyhunk Vacation Packages
Cuttyhunk Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Nantucket Memorial Airport (ACK) |
More vacations you might like
Explore a world of travel with Expedia
- Hotels near Aquinnah Cliffs
- Hotels near Gay Head Lighthouse
- Hotels near Demarest Lloyd State Park
- Hotels near Allens Pond Wildlife Sanctuary
- Hotels near Horseneck State Beach
- Aquinnah Hotels
- Hotels near Cornell Farm
- Hotels near Menemsha Beach
- Nonquitt Hotels
- Hotels near Slocum's River Reserve
- Menemsha Hotels
- B&B in Menemsha
- Cottages in Menemsha
- Hostels in Menemsha
- Pet-Friendly Hotels in Menemsha
- Vacation Homes in Menemsha
- Hotels with Restaurants in Menemsha
- Condo Resorts in Menemsha
- Resorts & Hotels with Spas in Menemsha
- Hotels near Coastal Vineyards
- Westport Point Hotels
- Chilmark Hotels
- Vacation Homes in Chilmark
- Cabin Rentals in Chilmark
- Cottages in Chilmark
- Hotel Wedding Venues Hotels in Chilmark
- Houseboats in Chilmark
- Beach Hotels in Chilmark
- Hotels with Restaurants in Chilmark
- 3 Star Hotels in Chilmark
- Resorts & Hotels with Spas in Chilmark
- Pet-Friendly Hotels in Chilmark
- Resorts in Chilmark
- Hotels with Free Parking in Chilmark
- Hotels near Chilmark Chocolates
- Hotels near Acoaxet Golf Club
- Hotels near The Yard
- South Dartmouth Hotels
- 5 Star Hotels in South Dartmouth
- B&B in South Dartmouth
- Cottages in South Dartmouth
- 4 Star Hotels in South Dartmouth
- Motels in South Dartmouth
- Resorts in South Dartmouth
- Vacation Homes in South Dartmouth
- Hotels near Buzzards Bay Brewing
- Hotels near Lucy Vincent Beach
- Hotels near Fulling Mill Brook Preserve
- Hotels near Fort Taber
- Hotels near Cedar Tree Neck Sanctuary
- Martha's Vineyard Hotels
- Hotels near Westport Rivers Vineyard & Winery
- Westport Hotels
- B&B in Westport
- Motels in Westport
- Houseboats in Westport
- Apartments in Westport
- Beach Hotels in Westport
- Resorts & Hotels with Spas in Westport
- Pet-Friendly Hotels in Westport
- 5 Star Hotels in Westport
- Hotels with an Outdoor Pool in Westport
- Hotel Wedding Venues Hotels in Westport
- Gay Head Lighthouse
- Aquinnah Cliffs
- Gooseberry Island
- Demarest Lloyd State Park
- Horseneck State Beach
- Cornell Farm
- Menemsha Beach
- Slocum's River Reserve
- Visit Menemsha
- Chilmark Vacations
- Chilmark Chocolates
- Visit Chilmark
- Buzzards Bay Brewing
- Lucy Vincent Beach
- Fulling Mill Brook Preserve
- Fort Taber
- Visit South Dartmouth
- Westport Rivers Vineyard & Winery
- Westport Vacations
- Handy House
- Visit Westport
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



















