The Winter Guide to Martha’s Vineyard

Martha’s Vineyard is one of the most popular destinations in the world and draws an incredible amount of visitors in the summer months, but there is so much more to the Island beyond the summer that one can do. Even all your favorite activities is just as beautiful and enjoyable in the winter months “off-season.” This time of the year is when you can really take in the beauty of Martha’s Vineyard.


Top Best perks of coming to Martha’s Vineyard Off-Season:

In the winter, you can bring your car over to the island at almost half the cost as peak season. This provides you will the convenience of exploring and checking out parts of the island you may not have visited during the summer. Bring your car on island and enjoy your 45 minute ferry ride with Steamship Authority to Vineyard Haven.


Vineyard Haven is a year round community. Main Street offers variety of boutique and unique style stores from clothing, gifts, books, jewelry, art, and much much more. Stop by The Green Room, Stina Sayre, Claudia’s JewelryBunch of Grapes Book Store to just a name a few of year round stores. Vineyard Haven is a great place to spend the day to shop and have a light breakfast or lunch. All your favorite places such as Waterside Market, Black Dog, Art Cliff, Mocha Motts, are open just like they are in the summer. Check our local newspapers Martha’s Vineyard Times and Vineyard Gazette for all the retail island sales.

Harbor View Hotel is a year round property that offers you attentive and quality service. The hotel offers a winter promotional menu for lunch and dinner at Henry’s and specialty cocktails. Water Street offers a full menu breakfast and a lavish Sunday Brunch Buffet. We have a fully equipped gym for our active guest, who enjoy a nice work out. During the winter, there are many events through out the winter, such as Thanksgiving week and our popular Grand Buffet, Teddy Bear Suite in support of the Boys and Girls Club, Christmas In Edgartown a weekend long full of events, and an incredible New Year’s Eve Bash ending the night with fireworks over the lighthouse harbor.



The Newes from America, a year round staple pub in Martha’s Vineyard, is right in the heart of town and just a quick walk from the hotel. Weekend nights join the locals with scheduled live music and delicious beer to earn your wooden nickels towards the declaration of superiority wall.


Lucy Vincent Beach is one of the most beautiful beaches on Island. During the summer, Lucy Vincent is a private beach and is not open to the general public, but in the off-season the public may access this beach and it is easily one of the more picturesque beaches on Martha’s Vineyard.

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Since you are already more than half way “up- island” stop in Aquinnah and make sure to take photographs of the Gay Head Light House. Gay Head Light house is one of the 5 light houses, and this one being the oldest is one of the prettiest. The light house sits high on its cliff-side offering breathtaking views of the ocean. This time of the year, your 45 minute drive from one end of the island to the other, really takes 45 minutes.


Hungry? Lobster lovers… Stop in Menemsha, your favorite place in the summer to catch the sunset, you can still get the same hot lobster roll and steaming lobster bisque or clam chowder in the winter at the Menemsha Fish Market.

Martha’s Vineyard is just as beautiful in the winter than in the summer, just without the crowd!