I have been going to Martha's Vineyard for a while now, but have always stayed with friends at their house, always up island (Menemsha-Gayhead-Chillmark area). This time I was with my fiancee and I decided to book a hotel room. After having been to the Outermost Inn for dinner once I decided to reserve it. I went on the first week of August 2011, no need to say that the ferry from Woodshole had to be reserved over 1 month in advance.
Staying at the hotel was like staying with friends! The family who owns the place is very very nice and makes you feel with ease as if you're at home. In the morning and late afternoon all the guests stay on the patio and it is very ease to get to know people.
B-fast is very good, and all is made on the moment with fresh ingredients. Also dinner is amazing, however it has to be reserved well in advance and comes with an 85$ prix fixe price.
I'm definitely going to stay here again!