Bowling Green, VA: Confederate Monument - A statue of a Confederate soldier, it was dedicated in 1906, and is located directly in front of the courthouse.

Bowling Green: Caroline County Clerk's Office - Built in 1907 according to the design of Richmond architect William Callis West. It is a tall, one-story brick building with hipped roof and projecting vestibule with pedimented gable.

Bowling Green: Old Mansion - The pre-Georgian manor house was originally called Bowling Green after the long green lawn before the entrance. When owner Major John Hoomes donated property for a courthouse and county seat, they took the name Bowling Green and the estate changed it's name. Washington and Lafayette stayed there during the Revolution. It is on the Virginia Landmarks Register.

Bowling Green: Kenmare House - Circa 1880. On Milford Ave. in Bowling Green. A two-story, frame Queen-Anne Victorian with multiple gables. User comment: The house is located on Milford Street in Bowling Green, VA.

Bowling Green: Caroline County Courthouse - A temple-form building with arcaded ground floor and fine brickwork, it is a Registered Virginia Landmark.