It's time to lockdown where you're going to stay, where you want to eat, and where you want to shop. The Vineyard is made up of six towns. However, most of the action can be found in the three down-Island towns of Vineyard Haven, Oak Bluffs, and Edgartown. This doesn't, by any means, suggest that you should discount the bucolic beauty of Up-Island where gorgeous homes and open spaces draw visitors looking for a break from city life. 

Sleeping: Where to Rest Your Head

If you’re ready to go all-out, the Harbor View Hotel and Resort or the Charlotte Inn – both located amongst the historic homes of 19th century whaling captains – are good places to splurge. The Harbor View boasts ocean views and kids programs, while the Relais & Chateaux Charlotte Inn is known for its turn -of-the-century authenticity.

For mid-range hotels the Oak Bluffs Inn and the Madison Inn will both put you at the center of everything in Oak Bluffs. The Mansion House on Main Street, Vineyard Haven also has the convenience of a downtown location – plus a great gym and the only non-privately owned indoor pool on the Island.

If you’re looking for accommodations at a great price there are two motels on Island ready to meet your budget. Both located in Vineyard Haven, the Vineyard Harbor Motel has a great location on Vineyard Haven’s historic harbor, and the Harbor Landing is in downtown Vineyard Haven with sundeck, bbq grills and a common kitchen.
 

Dining: Feast on This

When it comes to your gastronomic needs, Martha’s Vineyard is ready to exceed your expectations. Atria on Upper Main Street, Edgartown has a varied menu with influences from around the world, while Le Grenier on Main Street, Vineyard Haven has a traditional French menu that has not changed in twenty-six years. l’etoile in Edgartown, an intimate restaurant with contemporary French fare, has the reputation as the finest of fine dining Vineyard establishments.

For great food that won’t put you over your monthly Amex limit try Offshore Ale in Oak Bluffs. The Island’s only microbrewery, Offshore has great truffle fries, and Portobello pizza. Café Moxie in Vineyard Haven also has reasonable prices and fantastic ambience.