Yes, Richard III fought Henry Tudor at the Battle of Bosworth Field on August 22, 1485. The battle was part of the Wars of the Roses, a series of civil wars that took place in England between the House of York and the House of Lancaster. Richard III was the last Yorkist king of England, while Henry Tudor was the first Tudor king. The Battle of Bosworth Field was a decisive victory for Henry Tudor, who became King Henry VII and founded the Tudor dynasty. Richard III was killed in battle, and his body was buried at Greyfriars Church in Leicester.