The highway has an oblique intersection with Forest Drive just north of the city limits.

The highway gains a center turn lane again north of the creek and veers northeast between historic Wiley H. Bates High School and the Ballet Theatre of Maryland.

MD 387 reaches its northern terminus at the Westgate Circle roundabout at the southeast corner of Annapolis National Cemetery.

[3][4][5] By 1934, the Maryland State Roads Commission recommended the highway be widened to 20 feet (6.1 m).

[5] The portion of MD 387 within the city of Annapolis was transferred from state to municipal maintenance in 1974.