About The Inn

The Dockside Inn, located along the famously picturesque Oak Bluffs Harbor, is a boutique-style hotel which perfectly blends handsome, award-winning contemporary design with whimsical nautical decor and modern convenience. The Dockside Inn’s 22 tastefully decorated rooms are perfect for couples, families, and wedding groups alike, and our in-town, harbor-side location makes us the perfect place from which to explore and enjoy all of the fabled historic sites and beautiful vistas that make a stay on Martha’s Vineyard such a memorable experience. Just outside our front door you will find wonderful shopping, restaurants of every variety, miles of warm sandy beaches, waterfront strolling along the Oak Bluffs harbor, movie theaters, the Flying Horses Carousel, the Game Room, ice cream parlors, art galleries, Ocean Park and its stately gazebo,  nightclubs, bike-car-moped rentals… the list goes on and on! Going on a tour? We can help you arrange that. Need to catch the bus? It’s right around the corner! Need to knowanything about Martha’s Vineyard? Just text Loomis, our Virtual Concierge, or ask John, the co-owner and native Vineyarder.

Many of our guest rooms and suites feature commanding views of the Oak Bluffs Harbor, and the patio furniture on our porches that span the length of both the front and back of the building provide ample space to take in some sunshine, enjoy the sunset, or people-watch to your heart’s content.

Our friendly, knowledgeable staff are always at the ready to assist you with any need. Our complimentary ice cream treats, our fresh baked cookies each afternoon, and our Rolls Royce Silver Cloud courtesy car are sure to have you feeling warmly welcomed. See you soon!