Dockside Inn

The Dockside Inn overlooks Oak Bluffs Harbor. — Louisa Hufstader

9 Circuit Ave. Ext.
Oak Bluffs
MA, 02557
(800) 245-5979

The award-winning Dockside Inn overlooking Oak Bluffs Harbor is a boutique-style hotel with 21 rooms, many with harbor views. Restaurants, shops, beaches, the ferry terminal and bus stop, Flying Horses Carousel and Ocean Park are steps away. Every room has a private bath, hairdryer, cable TV, air conditioning, iron and ironing board and free wi-fi.

Guests at the Dockside can enjoy fresh-baked cookies and complimentary ice cream treats in summer; the inn also has a 1956 Rolls Royce Silver Cloud courtesy car for transportation to or from the airport, beach, dinner or sightseeing around town. “Virtual concierge Loomis” can be reached by text at (508) 971-2403. The inn is open spring through fall.