As a supporter of the ancient status of the knightly order (Ritterstand), Ulrich looked back to the Middle Ages; but as a writer he looked forward, employing the new literary forms of the Humanists in biting Latin dialogues, satirizing the pretensions of princes, the papacy, Scholasticism, and obscurantism. He was the main contributor to the second volume of the Epistolae obscurorum virorum (1515–17; “Letters of Obscure Men”), a famous attack on monkish life and letters. As a patriot, he envisioned a united Germany and after 1520 wrote satires in German. His vigorous series of satiric pamphlets on Luther's behalf, which first were published in Latin, were subsequently translated into German in his Gesprächbüchlein (1522; “Little Conversation Book”).

Ulrich joined the forces of Franz von Sickingen (Sickingen, Franz von) (q.v.) in the knights' war (1522) against the German princes. On the defeat of their cause he fled to Switzerland, where he was refused help by his former friend Erasmus. Penniless and dying of syphilis, he was given refuge by Huldrych Zwingli.

The legend of Ulrich as a warrior for freedom has been much romanticized in German literature, notably by C.F. Meyer in Huttens letzte Tage (1871; “Hutten's Last Days”).