SR 49 heads northeast, crossing Goodell Creek, Little Bluestone Creek, and Woodpecker Creek and passing through the hamlet of Jones Store before reaching Chase City. Just inside the town limits, SR 49 joins SR 92 in a concurrency on Second Street while crossing Little Bluestone Creek again. In the center of town, the two highways cross over the Virginia Southern rail line and intersect Main Street. SR 92 heads south toward Boydton on Main Street, SR 47 heads east on Second Street toward South Hill, and SR 49 turns north onto Main Street to join SR 47 in a concurrency. At the north end of town, SR 47 splits to the northwest while SR 49 veers northeast, where the highway crosses the Meherrin River on the Tucker Mill Bridge into Lunenburg County. The state highway gains the name Courthouse Road, which it carries as it bridges the Middle Meherrin River and North Meherrin River and passes through the county seat of Lunenburg, where SR 40 (Lunenburg County Road) joins the highway in a concurrency northeast to the town of Victoria. SR 49 and SR 40 enter the town as Court Street, crossing the former right-of-way of the Norfolk, Franklin and Danville Railway before reaching Main Street. SR 40 turns south toward Kenbridge while SR 49 turns north then veers northeast onto Nottoway Boulevard.