Hugh of Montgomery, 2nd Earl of Shrewsbury (d. 1098) was an Anglo-Norman aristocrat.

He was the second surviving son of Roger of Montgomery, 1st Earl of Shrewsbury and Mabel of Bellême. As was typical of the first post-conquest generation, he inherited most of his father's English possessions while his older brother Robert of Bellême, 3rd Earl of Shrewsbury inherited the Continental possessions.

During his four years as earl he spent most of his time in the Welsh march fighthing against the Welsh. In 1098 he joined forces with Hugh d'Avranches, 1st Earl of Chester in an attempt to possess Anglesey. There he was killed while fighting off a raid by king Magnus Barefoot of Norway.

Hugh was never married, and while it is likely he intended his younger brother Arnulf of Montgomery be his heir, his properties were inherited by the elder brother Robert.