In 1916, Aldrich was married to Harriet Alexander at the Fifth Avenue Presbyterian Church.
 Guests at their wedding included "representatives of the Astor, Fish, Harriman, Rockefeller, Crocker, Webb, Rhinelander, Cutting, Vanderbilt, Bacon and other well-known families."
 Harriet was the eldest daughter of Harriet (née Crocker) Alexander and Charles Beatty Alexander of New York City and Tuxedo Park, New York and the granddaughter of railroad executive Charles Crocker.
 Her younger sisters were Jannetta and Mary Crocker Alexander, who married Sheldon Whitehouse in 1920.
Together, they were the parents of:
Mary Aldrich (b. 1921), who married Robert Homans, a lawyer with the San Francisco law firm of Morrison, Holloway, Schuman & Clark.

Harriet Aldrich (1922–2014), who married Dr. Edgar A. Bering Jr.
Lucy Aldrich, who married David W. Devens.
They divorced and she remarried to her first cousin, George Davenport Aldrich (1916–1978), in 1971.
After his death, she married Francis H. Burr in 1979.

Alexander "Sam" Aldrich (1928–2017), who married Elizabeth Hollins Elliott and, later, Phyllis Williamson and served as the Commissioner of the Office of Parks and Recreation of New York State.

Elizabeth Brewster "Liberty" Aldrich, who married J. Woodward Redmond in 1946.

He was an amateur musician and an artist whose specialty was watercolor seascapes.
 As a yachtsman he was navigator, under skipper Harold S. Vanderbilt, of the 1930 America's Cup J Class defender Enterprise.
 He built a 40-room manor on 108 acres in Brookville on Long Island.

Aldrich died at his home, 960 Fifth Avenue in New York City, on February 25, 1974.
In 1916, Aldrich was married to Harriet Alexander at the Fifth Avenue Presbyterian Church.  Guests at their wedding included "representatives of the Astor, Fish, Harriman, Rockefeller, Crocker, Webb, Rhinelander, Cutting, Vanderbilt, Bacon and other well-known families."  Harriet was the eldest daughter of Harriet (née Crocker) Alexander and Charles Beatty Alexander of New York City and Tuxedo Park, New York and the granddaughter of railroad executive Charles Crocker.  Her younger sisters were Jannetta and Mary Crocker Alexander, who married Sheldon Whitehouse in 1920. Together, they were the parents of:
Mary Aldrich (b. 1921), who married Robert Homans, a lawyer with the San Francisco law firm of Morrison, Holloway, Schuman & Clark.
Harriet Aldrich (1922–2014), who married Dr. Edgar A. Bering Jr.
Lucy Aldrich, who married David W. Devens. They divorced and she remarried to her first cousin, George Davenport Aldrich (1916–1978), in 1971. After his death, she married Francis H. Burr in 1979.
Alexander "Sam" Aldrich (1928–2017), who married Elizabeth Hollins Elliott and, later, Phyllis Williamson and served as the Commissioner of the Office of Parks and Recreation of New York State.
Elizabeth Brewster "Liberty" Aldrich, who married J. Woodward Redmond in 1946.
He was an amateur musician and an artist whose specialty was watercolor seascapes.  As a yachtsman he was navigator, under skipper Harold S. Vanderbilt, of the 1930 America's Cup J Class defender Enterprise.  He built a 40-room manor on 108 acres in Brookville on Long Island.
Aldrich died at his home, 960 Fifth Avenue in New York City, on February 25, 1974.
Winthrop W. Aldrich