The first mention of the village in the archives dates from the 11th century (1093, Lopeium), according to Liénard (19th century historian). At the death of the Count of Bar, Thibaut I, in 1214, two towers were built in Louppy corresponding to two castles installed at each end of the promontory dominating the Loison valley. It is for this reason that the village subsequently adopted the name Louppy-aux-deux-châteaux until the French Revolution. (see map of Villeneuve from 1700 here)
In the heart of the village, near the church, the imposing remains of a tower and a curtain wall are still visible. Originally the castle (commonly called the High Castle) appeared in the shape of a quadrangle flanked by four corner towers and once had deep moats fed by the nearby Loison. In addition to the defensive character of the building, its residential function seems certain, given the presence of a fireplace and benches under the windows. These remains undoubtedly date from the 13th or 14th century, but the first mention of a castle dates from the end of the 12th century as the property of the Count of Bar Thibaut I. Subsequently, the Lordship of Louppy was shared between several families until the arrival of the Pouilly family in the 16th century. During the Hundred Years' War, in 1379, the castle was partially destroyed.