The 1995–96 West Midlands (Regional) League season was the 96th in the history of the West Midlands (Regional) League, an English association football competition for semi-professional and amateur teams based in the West Midlands county, Shropshire, Herefordshire, Worcestershire and southern Staffordshire.
The Premier Division featured 16 clubs which competed in the division last season, along with three new clubs:
The Division One featured 14 clubs which competed in the division last season, along with 7 new clubs: