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

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22

Top Cuttyhunk Hotel Reviews

Mansion House Inn And Spa

Mansion House Inn And Spa

10/10 Excellent
"Privacy"
Pamela 5-night trip
Posted 3 days ago
Mansion House Inn And Spa
Seaport Resort & Marina

Seaport Resort & Marina

10/10 Excellent
"Great outdoor bar with live band in back parking lot!"
Mary J 1-night trip
Posted 5 days ago
Seaport Resort & Marina

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.