Sportsman
An avid sportsman, he was a ten-goal polo player. His love of the sport was inherited from his father who had been involved with polo when it was first organized in the United States in 1876 by James Gordon Bennett, Jr.. H. P. Whitney organized the U. S. polo team that beat England in 1909. As well, he was a board member of the Montauk Yacht Club and competed with his yacht Vanitie in the America's Cup. Whitney also served on the board of directors of the Long Island Motor Parkway, built by his wife's cousin, William Kissam Vanderbilt II.
Whitney also enjoyed quail hunting and purchased the 14,000-acre (57 km2) Foshalee Plantation in northern Leon County, Florida from Sydney E. Hutchinson from Philadelphia, Pennsylvania.
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