 NY 29 was assigned in the mid-1920s, utilizing the routing of legislative Route 37 from Dolgeville to Saratoga Springs, the alignment of Route 44 between Saratoga Springs and Schuylerville, and the original routing of Route 26 between Fairfield and Dolgeville.The route also extended farther out in both directions as it initially began in Barneveld and ended south of Salem.In between Barneveld and Fairfield, NY 29 passed through Poland and Middleville.