The Drenther Crusade was a military campaign launched against the inhabitants of Drenthe with the approval of the Papacy in 1228 and lasting until 1232. It was led by Willibrand, Bishop of Utrecht, commanding an army composed mostly of Frisian crusaders.

The crusade was part of a longstanding conflict[a] between the Drenthers (or Drents) and the bishopric of Utrecht over the prerogatives of the bishop and the religious practices of the Drenthers. The incident which turned the conflict into a crusade was the killing of Bishop Otto II of Utrecht in the Battle of Ane in 1227. Willibrand received papal authorization for a crusade on the grounds, it appears, that the Drenthers were heretics for defying their bishop. He preached the cross in Frisia between the summer of 1228 and the winter of 1230–31. There were several battles, but the crusade ended inconclusively in September 1232.

Hendrik van Borculo was granted the Coevorden fief. In turn, the Drenthers erected a Cistercian nunnery in repentance for the slaying of Otto II and his followers at Ane.[ When the conflict conclusively ended in 1240, the bishop's princely authority was intact but his manorial authority was weakened (soon to disappear completely) and the Drenthers were amnestied.