Theodore Prentiss (September 10, 1818 – August 3, 1906) was an American lawyer, Democratic politician, and Wisconsin pioneer.

He moved to Milwaukee, Wisconsin Territory, in the Fall of 1844, and finally settled at Watertown the following February.

[2][3] He practiced law in Watertown and became involved in the work of organizing a state government.

In 1860, he was elected as Watertown's representative to the Wisconsin State Assembly, running on the Democratic Party ticket.

[2] He served as a member of the Watertown City Council for several years, and was elected to a final term as mayor in 1871.