Route Description
MD 166 begins as a continuation of the four-lane Metropolitan Boulevard freeway at the northern terminus of I-195 just north of the Interstate's interchange with I-95. The highway passes under Selford Road and has a partial interchange with UMBC Boulevard that allows access to the UMBC campus to and from the south. MD 166 curves northwest over the ramp from southbound UMBC Boulevard and the freeway's carriageways split around a park and ride facility as the freeway terminates at South Rolling Road. MD 166 continues north along two-lane South Rolling Road. The highway meets the western end of MD 372 (Wilkens Avenue) and passes between Rolling Road Golf Course on the east and the Catonsville Campus of the Community College of Baltimore County to the west. MD 166 temporarily expands to four lanes between Valley Road and Bloomsbury Avenue, between which the highway passes Catonsville High School. The highway narrows and passes along the edge of the Central Catonsville and Summit Park Historic District before veering north at Hilton Avenue and reaching its northern terminus at MD 144 (Frederick Road) west of downtown Catonsville.
There are two disjoint sections of South Rolling Road that are not part of MD 166. The highway begins in the village of St. Denis on a curve at East Street and South Street. South Street leads west and then south to US 1 and East Street provides access to the St. Denis flag stop on MARC's Camden Line. South Rolling Road crosses over CSX's Baltimore Terminal Subdivision just west of the train station. The highway makes a right-angle turn east at Railroad Avenue and another right-angle turn north at Cedar Avenue and Arlington Avenue; the latter street provides access to the train station from the north. South Rolling Road meets the western end of Francis Avenue before reaching a dead end adjacent to the I-195–I-95 interchange. South Rolling Road begins again on the north side of the interchange next to the UMBC Training Centers and Tech Incubators. The highway makes a turn at Selford Road just west of that road's crossing of MD 166 and meets the state highway at a pair of carriageways on either side of the park and ride facility.
North Rolling Road begins at MD 144 (Frederick Road) several blocks west of MD 166 on the west side of Catonsville. The two-lane road heads north through a residential area where it intersects Edmondson Avenue. North Rolling Road expands to a four-lane divided highway at Old Frederick Road and intersects US 40 (Baltimore National Pike) within a commercial area. The highway becomes an undivided, two-lane road with wide lanes and passes through residential areas in the western part of Woodlawn. North Rolling Road expands to four lanes again at Crosby Road and gains a divider as it passes under I-70. The highway enters a commercial area featuring Security Square Mall and an intersection with Security Boulevard, which heads east as MD 122. North Rolling Road continues as a four-lane undivided highway with occasional center turn lane as it passes between business parks to the east and residential subdivisions to the west. The highway reduces to two lanes north of Windsor Boulevard in the Windsor Mill area. North Rolling Road has an oblique intersection with Windsor Mill Road in the village of Hebbville and intersects Milford Mill Road before meeting MD 26 (Liberty Road) at the hamlet of Rockdale east of Randallstown. The highway reaches its northern terminus at Old Court Road between Randallstown and Pikesville.
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