This old gray house on the hilltop, looming above the town, looks a bit spooky at first glance. Fear not: Topside has spectacular ocean views at a reasonable price from its quiet perch over downtown Boothbay Harbor. The inn—a former boardinghouse for shipyard workers—has simple, clean, comfortable rooms mostly done in whites and pastels, furnished with a mixture of antiques and contemporary furniture. At the edge of the lawn there are two outbuildings stocked with basic motel-style units; these are on the smallish side, though two end units (room nos. 9 and 14) might have the best views on the whole property. Most units allow some glimpse of the water, in fact, and many have decks or patios. Several renovations over the last decade have left the whole place feeling much fresher than you’d expect from a 19th-century sea captain’s home.


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