Dobiesław Oleśnicki (Dobiesław of Oleśnica) was a soldier, aristocrat and politician in 15th century Poland.
Born in Sienno into the Dębno family, he was castellan of Wojnicki (1411–1433), Lublin (1433) and Sandomierz (1435); starosta of Kraków (1438); podczaszy of Kraków (1438–1439); and voivode of Sandomierz (1438–1440). He was a participant in the Battle of Grunwald and the commander of the Siege of Marienburg. He built a new castle in Rymanów, founded churches, and was the father of the Sienieńskich family. He was a brother of the Primate of Poland and is described by Maurycy Dzieduszycki as "comparing to lives of the Knights in song and poem".
Oleśnicki is best known for his role in the Battle of Grunwald, which affected Polish/Prussian relations for over a century. According to Cronica conflictus, Dobiesław of Oleśnica thrust a lance through the Grand Master's neck, while Jan Długosz presented Mszczuj of Skrzynno as the killer. With the death of the Grand Master, the Teutonic Knights and Prussian army fell into disarray and were defeated by the Polish/Lithuanian forces, thus securing Polish supremacy in central Europe.