In the early 1880s, Lorillard helped make Newport, Rhode Island a yachting center with his schooner Vesta and a steam yachtRadha. He owned a summer estate in Newport called "The Breakers", which he sold to Cornelius Vanderbilt II in 1882 in order to use his newly developed estate, the Tuxedo Club, at what became known as Tuxedo Park in Orange County, New York. Lorillard had inherited 13,000 acres around Tuxedo Lake, which he developed in conjunction with William Waldorf Astor and other wealthy associates into a luxury retreat. Lorillard hired famed architect Bruce Price to design his clubhouse and the many "cottages" of the era along with landscape architect Arthur P. Kroll, in 1929. Lorillard was also a member of the Jekyll Island Club, also known as The Millionaires Club, and the Saint Nicholas Society of the City of New York. While it has been reported that Lorillard's son, Griswold Lorillard, introduced the then-unnamed tuxedo to the United States in 1886 at the Tuxedo Club's Autumn Ball, this is now known to be incorrect. While Griswold and his friends did create a stir by wearing unorthodox clothing, their jackets were closer to tailcoats without tails, or what would now be called a mess jacket.
An avid sportsman, Pierre Lorillard and his brother, George Lyndes Lorillard, were both major figures in Thoroughbred horse racing. In 1874, Pierre's horse, Saxon, won the Belmont Stakes. Although his horse Parole finished fourth in the 1876 Kentucky Derby, it went on to race with considerable success both in the United States and in Europe. In the 19th century, shipping horses from New York to Louisville, Kentucky was a major undertaking and as the Preakness Stakes and the Belmont Stakes were both held in the New York City area in the period, neither of the Lorillard brothers entered horses again in the Kentucky Derby. Pierre Lorillard established Rancocas Stable, named for the New Jersey town where he owned a country house. He spent time in Paris and in England where, in 1881, his horse Iroquois became the first American-owned and bred horse to win a European classic race. Ridden by the champion English jockeyFred Archer, Iroquois won The Derby and then went on to capture the St. Leger Stakes as well. Lorillard had other successes in England, notably with the horse named for the actor David Garrick, which won the 1901 Chester Cup ridden by American jockey, Danny Maher.
Exploration
Beyond his interest in racehorses, Lorillard was a scholar who financed the Central American expedition of the French archaeologistDésiré Charnay and his publication of "The Ancient Cities of the New World. Being Travels and Explorations in Mexico and Central America from 1857–1882." For making the project possible, the government of France awarded Lorillard the Legion of Honor. Charnay named some Maya ruins "Lorillard City" in his honor, but the name did not stick, and the site is better known as Yaxchilan. Lorillard also helped finance some of the explorations of Augustus Le Plongeon.
Personal life
In 1858, Lorillard married Emily Taylor, the daughter of Isaac Ebenezer Taylor and Eliza Mary Mollan Taylor. Together, they had four children:
Emily Lorillard, who married William Kent in 1881.
Pierre Lorillard V, who married in 1881 Caroline Jaffray Hamilton ; and Ruth Hill, daughter of James Jerome Hill.
Nathaniel Griswold Lorillard, who died aged 26.
Maude Louise Lorillard who married Thomas Suffern Tailer on April 15, 1893, After their divorce, she married Hon. Cecil Baring, later 3rd Baron Revelstoke in 1902. He was the third, but second surviving, son of the 1st Baron Revelstoke; her husband succeeded his unmarried elder brother in 1929.
Death
Pierre Lorillard died in 1901, aged 67, and was interred in the Green-Wood Cemetery in Brooklyn, New York. His wife Emily died in 1925 and was interred next to him. Lorillard Place in The Bronx is named for him and his brother George.