The Stallion Barn housed as many as six stallions at Meadow Stable, each with his own separate stall and paddock. The breeding season typically ran from February through May. The Meadow grooms monitored and assisted with the mares and stallions at 2pm each day in a special-purpose shed between the Yearling Barns.
The first homebred homebred stallion to stand at stud at The Meadow was First Landing. The strapping bay colt won over$779,000 in his racing career from 1958-1961. Though he never won the kentucky Derby, which was Mr. Chenery's dream, First Landing sired Riva Ridge, the first two Meadow Stable horses to bring home the roses. Other Meadow stallions included Bryan G., Tillman, Third Brother, and at one point Sun Beau, top money winner until the famous Seabiscuit eclisped his record. But long-time stallion manager, Howard Gregory, had a clear favorite, First Landing, who he said had "good manners with the ladies."
Both Secretariat and Riva Ridge stood at stud in Kentucky after they were retired from racing in 1973.
The Stallion Barn is listed on the National Register of Historic Places and the Virginia Landmarks Register.