He was succeeded as editor by his son, Henry Haven Windsor, Jr (1898–1965).

Windsor was born in a log cabin in Mitchell, Iowa, the son of Rev.

[2] During 1881–82 he was private secretary to officials of the Northern Pacific Railway in Saint Paul, Minnesota.

In 1892 he founded the magazine Street Railway Review, serving as editor and president.

As of 1922, Windsor maintained homes in Evanston, Illinois (at 1120 Forrest Avenue); Camden, Maine and Daytona Beach, Florida.