High and Grammar School | Formerly 10 Winslow Street
[Pilgrim Monument and Provincetown Museum]
In 1890, Herman Jennings, wrote in Provincetown or, Odds and Ends From the Tip End: “When the [old] Town Hall was built on High Pole Hill in 1853, the High School was then permanently established and held in that building until the building was burned [in 1877]. The school then was kept in the vestry of the Congregational Church [256-258 Commercial Street] until the present High and Grammar School Building was erected in 1880, the town appropriating $8,000 for the purchase of land and the erection of the building. In this school, the higher branches are taught in connection with several of the foreign languages.”