Miles River is a corruption of Saint Michael's River, its original name. In colonial times all grants of land from the Lords Baltimore were in the shape of leases subject to small and nominal ground rents, reserved by the Proprietary, and payable annually at Michaelmas, the Feast of St. Michael and All Angels. In the calendar of the Roman Catholic and Anglican churches this is observed on September 29. Because of this association, St. Michael was considered to be the patron saint of colonial Maryland, and as such was honored by the river being named for him. A large colony of Quakers were among the earliest settlers in Talbot County; as they had no reverence for saints, they persisted in dropping the word saint and calling the river Michaels River. It gradually became known as Miles.