The 1985–86 West Midlands (Regional) League season was the 86th 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.
| Competition: | West Midlands League Premier Division |
| Season: | 1985–86 |
| Winners: | Halesowen Town |
| Promoted: | Halesowen Town |
| Matches: | 380 |
| Total Goals: | 1203 |
| Prevseason: | 1984–85 |
| Nextseason: | 1986–87 |
The Premier Division featured 19 clubs which competed in the division last season, along with one new club, promoted from Division One: