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The Dockside Inn

The family-friendly Dockside is located just steps from Oak Bluffs Harbor. Its rooms are comfortable, though decor is upscale motel-like; they open onto a double-decker wrap-around balcony, and several rooms have views of the harbor. There are several clubs nearby, which may or not be a good thing—streets are definitely hopping around here until 1am. There are two-person rooms, four-person rooms, and five-person suites which also have kitchenettes.