Hotelaholic

Edgartown · Massachusetts

Vineyard Square Hotel & Suites

38 North Water Street, Edgartown, Massachusetts, 02539

Live availability

Book your stay

Check-in
Nov 24, 2026
Check-out
Nov 26, 2026
Book your stay

HAPPI EXPERIENCE

The stay, in detail

  • Luxurious Amenities

    Enjoy the convenience of complimentary wireless internet access, concierge services, and a 24-hour fitness center at Vineyard Square Hotel & Suites.

  • Gourmet Dining

    Indulge in a delicious meal at the hotel's restaurant, and grab your favorite drink at the bar/lounge for a relaxing evening.

  • Prime Location

    Benefit from the hotel's proximity to top attractions like Old Whaling Church and Edgartown Lighthouse, making it the ideal choice for your stay in Edgartown.

Experience comfort, convenience, and leisure all in one place at Vineyard Square Hotel & Suites.

HAPPI HIGHLIGHTS

  • Excellent location

  • Delicious breakfast

  • Friendly staff

At the hotel

Popular amenities

16 listed
  • 24-hour fitness facilities
  • 24-hour front desk
  • Concierge service
  • Elevator
  • Free bicycles on site
  • Free newspapers in lobby
  • Free self parking
  • Free WiFi
  • Garden
  • Luggage storage
View all amenities

Fitness & outdoors

  • Terrace

Safety & cleanliness

  • Smoke-free property

Getting around & access

  • Parking (limited spaces)

Guest services

  • Safe-deposit box at front desk
  • Tours/ticket assistance

Services & essentials

  • Picnic area

Review in focus

121 reviews
10/ 10
Wesley made our stay even more enjoyable by going over the top with restaurant recommendations, transportation and even having breakfast packed up for my early departure from the hotel. The property is in a perfect location for a great visit to Edgartown. Can’t wait to go back!
Lisa · 2025-10-11

The guest experience

9.0out of 10
121 verified reviews

Loved most

  • Excellent location
  • Delicious breakfast
  • Friendly staff

Worth knowing — Room was small · Expectation of better value for money

How guests scored the stay

  • Service9.7

    The employees, especially Marjorie at the front desk were extremely friendly and went out of their way to make you feel at home.

  • Location9.2

    Excellent location. Convenient to all the shops, restaurants, and beach.

  • Cleanliness9.2

    Standard quality for this hotel tier.

  • Food and Beverage9.2

    Delicious breakfast with a great variety of options.

  • Amenities9.2

    Bikes available for use and beach chairs and towels offered.

  • Overall Experience9.2

    Had an AWESOME stay and we will return.

  • Room Quality8.2

    Room was tiny, given the price I expected more square footage.

  • Value for Money8.2

    Given the room size, I expected better value.

Live guest feedback

Guest reviews

Remarkably consistent

100% of 20 recent stays rated 8+

9.0121 reviews
  • Guest review

    10/10

    Lisa · 2025-10-11

    “Wesley made our stay even more enjoyable by going over the top with restaurant recommendations, transportation and even having breakfast packed up for my early departure from the hotel. The property is in a perfect location for a great visit to Edgartown. Can’t wait to go back!”

  • Very nice staff made up for other inconveniences.

    8/10

    Paul · 2025-10-01

    “Parking was 1.5 blocks away. Staff was helpful and friendly. Nice location. Room was small. The a/c was wall mounted and hard to keep at a range to maintain comfort. No elevator and we were on the 4th floor! Overall, the staff made up for a lot of inconveniences. ”

  • Guest review

    10/10

    Eileen · 2025-09-21

    “Excellent location. Bikes available for use. Our balcony had view to water. Delicious breakfast, great variety of options. We will return.”

  • Guest review

    10/10

    Peggy Thielen · 2025-09-17

    “Great stay”

  • New Favorite Place

    10/10

    verdie · 2025-09-12

    “Had an AWESOME stay at Vineyard Square! The staff was amazing (Especially Marjorie, please clone her!). This is by far the Best place to stay in the heart of it all and for the esthetics. I look forward to rebooking and telling others to make this a staple in their island travel plans. Can't say enough about our trip; and Marjorie and staff made it #1.”

  • Guest review

    10/10

    Yvonne · partner · 2025-09-07

    “It was in the middle of town convenient to all the shops and restaurants and the free bus route. We loved the breakfast that was included and the beach chairs and towels that were offered when we went to beach. The staff was very friendly and helpful. It was our first time on the Island and we can't wait to return!”

  • Guest review

    10/10

    Leona · family · 2025-09-05

    “The service and view at Vineyard Square was spectacular, and I really appreciate the upgrade due to my former connections to owners 50 years ago. A wonderful breakfast too! ”

  • Guest review

    8/10

    Mark · partner · 2025-09-03

    “The employees, especially Marjorie at the front desk were extremely friendly and went out of their way to make you feel at home. She really represents your company well”

  • Guest review

    8/10

    Ginger · friends · 2025-08-28

    “Heart of town. My room was tiny, given the price I expected more square footage. But overall it was a nice stay with lovely service ”

  • Guest review

    10/10

    Michelle Alves · partner · 2025-06-24

    “O.M.G.!!! Perfect in every way! Location, comfortable, clean, everything. The staff are BEYOND kind and accommodating. If you decide to stay here please enjoy- so much to do and at the same time so relaxing. LOVE where you live! ”

  • Guest review

    10/10

    Ajcharaporn · family · 2025-06-23

    “Wonderfully friendly staff and management. Very helpful and accommodating, they helped make the trip into lasting memories. The breakfast was delicious and the rooms were clean with all the amenities you’d need. The location is unbeatable and within walking distance of downtown Edgarton, the beach, and the bus station all within a five minute or less walk! ”

  • Guest review

    10/10

    Chuck · 2025-06-22

    “We stayed for a couple of days to unwind and celebrate our anniversary; the hotel is in a perfect spot for wandering Edgartown or just relaxing on the porch people watching. Can't wait to stay there again! ”

  • Guest review

    10/10

    donna · partner · 2025-06-22

    “The staff was very friendly and helpful! We would definitely stay here again. ”

  • Guest review

    10/10

    Gabriele · 2025-06-13

    “Old world charm, with update style and comfort. A welcome break from chain Hotels.”

  • Guest review

    10/10

    Bruce · partner · 2025-06-13

    “Great location. Wonderful staff that took good care of us. Loved the entrance, lobby and gourmet breakfast. Would definitely recommend this place ”

  • Guest review

    10/10

    Lincoln · family with children · 2025-06-11

    “We loved the proximity to the downtown, and the parking was a bonus! Friendly staff, great breakfast every morning ”

  • Guest review

    10/10

    Leoncio · 2025-06-07

    “Service was great ! Breakfast was better than I expected . Place was clean ”

  • Guest review

    10/10

    Gail · friends · 2025-06-01

    “Great service and breakfast!!!! The front desk workers were so kind and the cookies at night were a sweet touch!”

  • Guest review

    10/10

    Lisa · 2025-06-01

    “Super nice and convenient!”

  • Guest review

    10/10

    Danielle · 2025-06-01

    “Quaint little hotel in the heart of Edgartown ”

View all guest reviews

Hotel info and reviews come from third-party sources.