The Town of Middlesex is on the northwest corner of the county and is south of Canandaigua, New York.

[4] Bare Hill had been the site of a Seneca or pre-Seneca fort; first written reference to this fort was made in 1825 by David Cusick in his history of the Seneca Indians.

[5] The traces of an ancient fort, covering about an acre, and surrounded by a ditch, and formerly by a formidable wall, are still to be seen on top of Bare Hill.

The wall is now about tumbled down, the stones seem somewhat scattered, and the ground is overgrown with brush.In the early 1920s, the material that made up the Bare Hill fort was used by the Town of Middlesex highway department for road fill.

The Bates Cobblestone Farmhouse, John Carr House, Asahel Green Farm, Middlesex Center Methodist Church, Overackers Corners Schoolhouse, and Vine Valley Methodist Church are listed on the National Register of Historic Places.

22.3% of all households were made up of individuals and 10.6% had someone living alone who was 65 years of age or older.