Members Recommend
Very Good 375 Reviews
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This Hotel meets our standards
Our editors have been here and it has met our standards

What We Love

  • The hotel offers free continental breakfast but doesn’t provide room service
  • Gorgeous views of the harbor
  • In the heart of Edgartown
  • Taking the hotel’s Schwinn bikes out for a spin
  • Comfortable suites are spacious, ranging from 650 to 950 square feet
  • WiFi is free
  • Family-friendly

What To Know

  • The property is closed during the off season from Jan. 6 to Feb. 2, 2013
  • The on-site restaurant, Chescas, is closed from October through April
  • Martha’s Vineyard is quieter during the off season, so some local businesses may be on hiatus
  • Cars aren't necessary; use the bus system or bikes to explore the island instead
  • It’s a $20 to $25 cab ride from the Vineyard Haven Ferry
  • More expansive views of the harbor can be had from the third and fourth residence club floor balconies
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The Review

A century before whale tails became synonymous with preppy chic, actual whalers lived and worked in Edgartown, on the east coast of Martha’s Vineyard. With the decline of the blubber market, the town looked to tourism to keep it afloat. Opened in 1911, the Colonial Inn was one of the first hotels on the scene. This winter the inn was transformed into the beach-chic Vineyard Square Hotel and Suites.

The tasteful rooms take their palette from the ocean: sea-green bedspreads, moss-hued couches, sand-colored floor tiles and framed nautilus shells on the walls. Rooms have thoughtful details like painted checkboard floors and large pillowy-beds.

{“type”:”img-inline”,”src”:”/static/images/product/properties/1837/prop-90247-1317767789-full.jpg”,”width”:”275″,”caption”:”The subdued suites are spacious, ranging from 650 to 950 square feet (here, a two-bedroom).”}The living areas in the one- and two-bedroom Luxury Suites are spacious, with flat-screen televisions, working fireplaces, Bose stereo systems and a dishwasher. The two-bedroom suites have balconies on either side, the larger of which looks out onto North Water Street, the town’s main thoroughfare; those on the higher floors have views of the Edgartown harbor.

The hotel’s amenities are limited but efficient. Off the lobby there’s a small workout room and the Sea Spa Salon, which offers massages and facials, plus haircuts, coloring and manicures. A continental breakfast of muffins, cereal, pastries and yogurt is served each morning in the hotel’s atrium, which opens onto a courtyard. There’s a separate lobby for guests of the residential club units; it consists of a sitting area with a fireplace. And each afternoon the hotel serves cookies and tea in the main lobby — a simple, gracious touch.

The staff is helpful and supportive, offering a list of favorite activities for the week at check-in, making suggestions for nearby restaurants, and ensuring that you have helmets when you borrow the property’s bicycles. But the best part is the location–smack in the center of town but still tucked away enough to be able to laze away an afternoon on the porch’s rocking chairs.

How to Get There

Vineyard Square Hotel
38 North Water Street
Edgartown, MA 02539 United States


4.5 Very Good 375 Reviews
Best spot on the island
Vicki H

I didn't really research too much into the stay here before booking this place so I quite pleasantly surprised to find this hotel to be so great. It was ridiculously clean from top to bottom and everywhere in between. They offered a complimentary breakfast, but not like you would expect. This breakfast was vast, delicious and freshly made each morning, it consisted of fresh fruits, cakes, toast, quiche's, ham filled croissants, fresh coffee, juices and so much more. It was such an unexpected surprise. Also, come to find out, they offer free bikes to cruise the island with, really nice bikes too! The staff - "Hi Wes!" Couldn't have been more helpful and polite throughout our entire stay. The location and view and ease of access to everything is what really made this stay in at Vineyard Square unforgettable, thank you for such a great stay!

Fantastic stay

This place was great. Wes made sure we knew that if we needed anything we could count on him. Our room was a fantastic large room with a living room, kitchenette, and veranda. We had a great view of the harbor and the choppy ferry.

Bonus: a great breakfast was included with the stay. Quiche muffins, pastries, fresh fruit, and lots of other stuff...serving starts at 8am.

Another bonus: bicycles are included with the stay. The last place we stayed here rented them for $30 per person per day.....these were free.

All in all, great room, staff, view, food....perfect vacation.

Thank you Wes and the rest of the staff

Lovely stay
Georgia P

Everyone is very friendly. The establishment is very clean. The rooms are a bit small (we had King regular), but very nicely decorated. There is free parking, but make sure you let the staff know, so they can reserve a spot for you. Location is ideal. The breakfast is one of the best ones I've yet to come across. The layout is beautiful, and the food is delicious!!! Make sure to have dinner at Chesca's which is at the hotel. The service and food is excellent!!!!