All Hotels by Independent in Cuttyhunk - 2026 Updated Prices

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

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Top Cuttyhunk Hotel Reviews

Vineyard Harbor Motel - Private Beach

10/10 Excellent

"Loved this place .. staff was amazing !"

Best Western Dartmouth-New Bedford

8/10 Good

"We had the “Deluxe” sized room. Beautiful and spacious enough for a family of 4. Would be a 5 star but the room had 2 “full” sized beds as opposed to queen sized beds plenty of space for it with a sofa bed. So a lot of wasted space. But staff very helpful and breakfast was a pleasant surprise we were expecting a “Continental” breakfast with coffee and a pastry but instead they offered fresh waffles, pancakes, bacon, eggs, toast bagels, pastries, oatmeal, yogurt & juices. All buffet style."

Inn on the Square

10/10 Excellent

"Location is unbeatable. This is an older hotel, but it is kept up very well, Staff was great. Parking great. Easy walk to town and the bike trail that ultimately runs along the coast runs about a block from the hotel. There is a restaurant attached to the hotel, however, we did not utilize it. There’s a coffee shop right across the street that was great."