Overlooking Nantucket Sound, the Surfside Hotel offers a premier location in the heart of Oak Bluffs with Oak Bluffs Harbor, Circuit Avenue and the Sound in your backyard, and cafes, shopping, fine restaurants and historic sites in your front yard. Proudly family owned and operated hotel since 1987. The Surfside Hotel is pet friendly,  we invite well behaved pets to vacation with their owners for a small nightly fee. We hope you will come visit us and enjoy all that Marthas Vineyard has to offer.

Whether you bring your car on the ferry or rent a car, the Surfside has unassigned Guest Parking available onsite. Bicyclists may use our bike rack before heading out to explore the island for the day. All rooms are pet friendly.

The Surfside Hotel’s gracious island charm is enhanced by our shops and restaurant on the first floor. Browse through Vineyard Jewelery for beautiful and exotic jewelry, or stop by BodyArt for an air-brushed or henna tattoo. Visit Meghan’s Dresses for the latest styles and fashions!