The state highway runs 13.07 miles (21.03 km) from SR 236 in Fairfax east to U.S. Route 50 (US 50) in Arlington.

Pickett Road ends at US 50 (Arlington Boulevard); the roadway continues north as Blake Lane while SR 237 turns west, though still signed as northbound at this point, onto six-lane US 50 for the short distance to Fairfax Circle, a four-leg cut-through traffic circle through which US 50 passes as the main road.

The two highways become Washington Street, a narrow four-lane road with occasional medians, in the city of Falls Church.

[1][2] SR 237 and US 29 become Lee Highway again on entering the East Falls Church area of Arlington County.

[1][2] SR 237 (Washington Boulevard) heads east from Sycamore Street as a two-lane undivided road that passes through several densely populated neighborhoods in the Westover area of Arlington County.

Within Virginia Square, the highway passes the urban campus of the George Mason University School of Law.