Cholesbury-cum-St Leonards is a civil parish in the Chiltern district of the English county of Buckinghamshire. It lies in the Chiltern Hills just to the north of Chesham, on the boundary with Hertfordshire.

Chiltern District was a local government district of Buckinghamshire in south-central England from 1974 to 2020. It was named after the Chiltern Hills on which the region sits.