Our Martha’s Vineyard vacation packages combine some of our favorite Vineyard adventures, and can save you money as well.

Spring Opening Special

After a long and nonsensical winter on the island, we are pleased to say that our Main Wing is opening for the summer on April 15. To celebrate, we’re offering a season opening special for all our wonderful guests, both old and new. Stay from opening day (April 15) to May 26, and receive a complimentary room upgrade to our best available room.


Enter “OPEN16” in notes section when booking online or mention when you call.

Book by April 30.



Just speak to our Front Desk to add one of these fun and unique things to do to your stay — usually at a special Vineyard Square rate.

Wellness Weekend VSHSummer of Love Add On

This summer, we’re infusing love into every stay at Vineyard Square.  For just $99, you can whisk your love to Chesca’s Restaurant for a romantic meal, hop aboard a pair of bikes and discover the beauty of the island, and spend your visit in the best possible room for your money.