Route Description
SR 244 begins at an intersection with SR 236 (Little River Turnpike) in Annandale. The westernmost segment of the state highway is a one-way, two-lane street westbound that has access only to westbound SR 236. Two-way traffic on the highway begins at its intersection with SR 617 (Backlick Road), through which all other connections between SR 244 and SR 236 are made. SR 244 heads east out of the center of Annandale as a four-lane undivided highway that gains a median at its intersection with SR 711 (Gallows Road). The state highway veers northeast at its junction with SR 613 (Lincolnia Road) and SR 712 (Old Columbia Pike). SR 244 crosses Holmes Run as it curves around the southeastern end of Lake Barcroft. SR 244 has a partial cloverleaf interchange with SR 7 (Leesburg Pike) at Bailey's Crossroads before crossing the Fairfax–Arlington county line.
SR 244 becomes an undivided highway shortly before Four Mile Run, where the highway also crosses the Four Mile Run Trail and intersects the Washington & Old Dominion Railroad Trail. The state highway intersects George Mason Drive, SR 120 (Glebe Road), and Walter Reed Drive in Westmont, which is a center for Arlington's immigrant community, with many stores, restaurants, and other businesses representing south Arlington's cultural diversity. East of Westmont, SR 244 has a partial cloverleaf interchange with SR 27 (Washington Boulevard) that provides access to both directions of I-395 (Henry G. Shirley Memorial Highway) at the western end of the Mixing Bowl interchange of the Pentagon road network. The state highway passes to the south of Henderson Hall, the headquarters of the United States Marine Corps, and the Navy Annex. At the United States Air Force Memorial, SR 244 becomes a divided highway, passes through an S-curve, and briefly follows the southern edge of the Arlington National Cemetery reservation. Just to the east, the state highway has another partial cloverleaf interchange with SR 27 that provides access to southbound I-395. SR 244 reaches its eastern terminus at the eastern end of the interchange at the entrance to the Pentagon South parking lot.
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