Welcome to the Dockside Inn of Martha’s Vineyard

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Meet Loomis, Our Virtual Concierge

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 21 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. Many of our guest rooms and suites feature commanding views of the Oak Bluffs Harbor, and our friendly, knowledgeable staff, along with Loomis, our Virtual Concierge, are always at the ready to assist you with any need. And our complimentary ice cream treats in summer, our fresh baked afternoon cookies, and our Rolls Royce Silver Cloud courtesy car are sure to have you feeling warmly welcomed. See you soon!


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Our Rooms And Suites

A Ferry Ride Away

A Ferry Ride Away

There are several passenger-only ferries that serve Martha’s Vineyard, but just one ferry that will bring your car over (www.islandferry.com). As a passenger-only you will pay about $20 round trip. The average round-trip cost for a car with passengers is $150, and a reservation is required. We have parking for 6 cars at the Dockside Inn, and there is on-street parking available as well. Alternatively, you can drive to any of the ferry companies on the mainland and park your car at their company parking lot for about $10/day and simply walk on to the ferry as a pedestrian. We always encourage our guests to consider leaving their cars behind and come and get around Martha’s Vineyard by foot, bicycle, public bus, or taxi, or you can rent a car on-island.

Beautiful Neighborhood

Beautiful Neighborhood

The Dockside Inn is located along the picturesque harbor in Oak Bluffs Massachusetts, a beautiful waterfront village of Victorian architecture established around 1850. Oak Bluffs is well known for it’s wonderfully preserved community of historic Gingerbread Cottages, which are the original encampments of the first vacationers to Oak Bluffs, its miles of tranquil shoreline along Nantucket Sound, the Flying Horses Carousel, which is the oldest operating carousel in the country, Ocean Park, Union Chapel, and the East Chop Lighthouse. The Oak Bluffs Harbor is a classic and charming New England port, home to many commercial fishing vessels as well as an endless  variety of  pleasure craft. The Dockside Inn is perfectly located for exploring all of the historic sights which make Oak Bluffs the hub of summertime fun on Martha’s Vineyard.

 

 

Convenient Location

1956 Rolls

The Dockside Inn is located along the picturesque harbor in Oak Bluffs Massachusetts, a beautiful waterfront village of Victorian architecture established around 1850. The Dockside is within easy walking distance of all Oak Bluffs ferries, as well as bike and car rental locations, all public transportation, and all of the shops, restaurants, and activities that make Oak Bluffs the hub of summertime fun on Martha’s Vineyard.  We also have a 1956 Rolls Royce Courtesy Car for transportation to or from the airport, to your favorite beach, to dinner, or just for a ride around town!

OUR SISTER HOTELS: MADISON INN HOTEL | NASHUA HOUSE HOTEL