Rockport's year is two seasons: the summer crush and the quiet that surrounds it. From June through September the center is full of visitors, but the town is a real community the rest of the year, with the Pigeon Cove and downtown neighborhoods, the working pier, and the beaches keeping it a working seaside town rather than a theme park.
The town's pockets each have a character: the downtown and Bearskin Neck for village living, Pigeon Cove on the north side, the neighborhoods around Long Beach and Cape Hedge, and the hill streets that hold views over the harbor and the open Atlantic. Rockport's schools run from elementary through high school in town.
The commute is the trade-off: about 40 miles to Boston, with the rail terminus at Rockport Station putting North Station roughly an hour and a quarter away. For a closer read on the commute, my commuter rail guide compares every station town on the line, and my Cape Ann insight covers Gloucester, Essex, and the region around Rockport.