The state highway heads north as a two-lane undivided road through a forested area, intersecting the Indian Head Rail Trail and crossing over Old Womans Run before passing east of Bensville Park.

MD 229 continues through scattered residential subdivisions in the community of Bennsville, where the highway intersects Billingsley Road, a major east–west county highway connecting Bryans Road with St. Charles.

The state highway veers northeast, paralleling Mattawoman Creek to its northern terminus at MD 228 (Berry Road) just south of the Prince George's County line.

[4] MD 229 served as the connection to a Potomac River ferry that operated between Morgantown and Colonial Beach, Virginia, from 1933 to at least the early 1940s.

[9] The MD 228 designation was removed from Bensville Road after that highway was extended to Accokeek in southwestern Prince George's County in 1995.