Constructed just before the Civil War by the Osborne family, the current structure has foundations dating from the 17th century. For much of the 19th century, the building was used as a tannery, and first took in overnight guests while their saddles were being repaired.
In the mid-1920s, the home began service as a full-time inn and became known as The Maidstone Arms. Newspaper columns in the ensuing decades announced the seasonal residency of a rotating roster of socialites, and the inn became a fashionable destination as East Hampton grew into a world-famous summer colony.
In 2008 the inn was purchased by Swedish hotelier Jenny Ljungberg, and now welcomes discerning travelers as c/o The Maidstone.