Stephen Bolles (June 25, 1866 – July 8, 1941) was an American politician, a newspaper editor, and a congressman from Wisconsin, serving one term in office from 1939 to 1941.

In his early career, Bolles worked as reporter, correspondent, managing editor, and publisher of newspapers in Ohio, Pennsylvania, and New York from 1893 to 1901.

Along with Mark Bennett, he was a superintendent of the press department of the Pan-American Exposition at Buffalo, New York, in 1901,[2] and was reportedly among those with President William McKinley when the President was assassinated while visiting the Exposition.

Bolles died in Washington, D.C., on July 8, 1941 (age 75 years, 13 days).

He is interred at Oak Hill Cemetery, Janesville, Wisconsin.