These four red damask wingchairs draw your attention when you enter the Great Hall. Although they have been on display at Rough Point for a century (according to a 1925 inventory of Rough Point, there were four "red damask wing back armchairs" in the Great Hall), they may be much older than that! Recent re-upholstery work revealed some intriguing clues to the history of these objects—and a mystery. They are crafted in the "William and Mary" style popular in the late-1600s, but much of the chairs today date to the 1970s when major parts of the interiors were reconstructed and the chairs were reupholstered.

This full-length portrait was among the original furnishings, paintings, and decorative arts purchased by James B. and Nanaline Duke for their home at 1 East 78th Street in New York City in October 1912.

Two paintings by French artist Oudry hang on the second floor landing at Rough Point are preparatory sketches for paintings commissioned by Samuel Jacques Bernard, the comte de Coubert (1686-1753), for the dining room of his grand hôtel on the rue du Bac in Paris, built between 1740 and 1742. The full-scale paintings were removed in 1887 when the hôtel was dismantled and its decorations sold. They are now in the Museés des arts décoratifs, Strasbourg.