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Top Cuttyhunk Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Vineyard Harbor Motel - Private Beach
Price was CA $1,324, price is now CA $1,003 per person
CA $1,003
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Vineyard Haven (MVY)
9/10 Wonderful! (627 reviews)
Good location in Vineyard harbor from the ferry. Very walkable. Staff friendly and knowledgeable. Rooms are not fancy but work. Nice beachfront area looking out at the harbor.
Reviewed on Apr 21, 2026

The Franklin Hotel Martha's Vineyard
Price was CA $2,995, price is now CA $2,241 per person
CA $2,241
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) 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

Morgan Hotel
Price was CA $2,398, price is now CA $1,915 per person
CA $1,915
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Vineyard Haven (MVY)
8.4/10 Very Good! (215 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 Richard, The Edgartown Collection
Price was CA $3,034, price is now CA $2,489 per person
CA $2,489
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) 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

Faraway Martha's Vineyard
Price was CA $5,521, price is now CA $4,559 per person
CA $4,559
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Vineyard Haven (MVY)
9/10 Wonderful! (1,001 reviews)
No elevator. No bellboy to help with luggage. No coffee in room, but great coffee downstairs in lobby.
Had to ask for paper items ( ran out of tissue, toilet paper, etc. and had to ask for fresh towels.) Out of three nights only once had maid service.
Loved the night staff! Loved the collection of vinyls in rooms, plus extra ones in lobby. Loved the wine served in the evening in the awesome lobby by the fire.
Best part was the locals, shops, and hospitality all in walking distance!
Reviewed on Apr 27, 2026
Cuttyhunk Hotel Deals

AutoCamp Cape Cod
836 Palmer Avenue Falmouth MA
The price is CA $181 per night from May 13 to May 14
CA $181
CA $261 total
May 13 - May 14
includes taxes & fees
9.4/10 Exceptional! (317 reviews)
The airstreams are a fantastic change from staying in a hotel room. It had everything we needed for a wonderful 2 night stay. Loved the set up and the clubhouse amenities. We took advantage of the 2 hours complimentary bike rental, music in the evening, and yoga in the morning. The best part is coming ...
Reviewed on May 1, 2026

Mansion House Inn And Spa
9 Main Street Vineyard Haven MA
The price is CA $355 per night from May 5 to May 6
CA $355
CA $417 total
May 5 - May 6
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
The staff was extremely hospitable, and the inn was clean and quaint. The gym facilities are very nice, and the view from the cupola is not to be missed.
Reviewed on Apr 27, 2026

Whaler Inn and Suites
500 Hathaway Rd New Bedford MA
8/10 Very Good! (133 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.
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- Tony's Bakery
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