[1] More than 100 plays that Winslow wrote were produced, most of which were performed by stock theater companies and touring troupes.

(1923), Broken Branches (1922), Just Around the Corner (1919), The Girl From Broadway (1907), The Spellbinder (1904), The Vinegar Buyer (1903), and The Great Northwest (1896).

[4][5][6] He sought a divorce claiming abandonment, stating that Rowel had a violent temper which had led her to attack him with a pair of scissors at least once.

[10] Five months after his divorce was granted, Winslow married internationally performing soprano opera singer Anna "Annie" Grace Lippincott[11] in December 1894.

They had one son together, Cpl Herbert Lippincott Devotion Winslow, who died serving in World War I in 1918.