A coastal landscape with a sandy beach, grassy areas, and a small island with a lighthouse.

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Check availability on Cuttyhunk Luxury Hotels

Top Cuttyhunk Hotel Reviews

Seaport Resort & Marina

Seaport Resort & Marina

8/10 Good
"The lobby and room looked very presentable and appeared to be renovated. Our room had a little bit of either broken paint or caulk that was chipped on the window but other than that, a nice stay for the price"
Jonathan 1-night trip
Posted 15 hours ago
Seaport Resort & Marina
Whaler Inn and Suites

Whaler Inn and Suites

10/10 Excellent
"The room was very clean, perfect as a matter of fact..Very cozy. I didnt want to leave the room. The pub had great food and great drinks. The pool was very clean and amazing as well. I highly recommend The Whaler Inn and suites...I cant wait to come back in the summer!!!"
quinn 2-night trip
Posted 3 days ago
Whaler Inn and Suites

Frequently asked questions

Are you looking for a luxury hotel for your stay in Cuttyhunk?
Expedia can help you get a flight to Vineyard Haven, MA (MVY-Martha's Vineyard) airport or New Bedford, MA (EWB-New Bedford Regional) airport, and then you can select from a variety of places to stay that will deliver the luxury you seek. Amenities are important when you plan a vacation, so we make it easy to get what you'd like to make your stay special. If you want an upscale hotel that has fine dining, a spa, or several swimming pools, Expedia can help you find the best luxury hotel experience that Cuttyhunk offers.
What's there to see and do in Cuttyhunk?
Enjoy Cuttyhunk with a stop at Aquinnah Cliffs, Gay Head Lighthouse, and Horseneck Beach State Reservation. If you have spare time during your trip, you might want to make a stop at Horseneck State Beach and Menemsha Beach.