Cropping systems incorporating soil health management practices such as longer rotations, cover crops and green manures, and organic amendments have been shown to improve soil and crop health. However, long-term trials are needed to fully assess the impacts and effects of these systems over time. Crop varieties may also respond differently to cropping practices or systems. In field trials originally established in 2004, three different 3-year potato cropping systems focused on management goals of soil conservation (SC), soil improvement (SI), and disease suppression (DS) were evaluated and compared to a standard 2-year rotation (SQ) and a nonrotation control (PP). Results compiled over a 4-year period (2019–2022) using two different potato varieties showed that the SI system (with a history of compost amendments) improved soil properties, including organic matter and nutrient contents, aggregate stability, and microbial activity relative to other systems. The SI system also had higher total and marketable tuber yields (by 22–28%) relative to the standard SQ system. The DS system, which included a disease-suppressive green manure rotation crop, also improved yield (by 12%) and reduced soilborne diseases (black scurf and common scab). Variety Caribou Russet, a newer variety with improved characteristics, produced higher marketable yields and larger tuber size, as well as lower severity of common scab than the standard Russet Burbank variety. These results demonstrate that improved cropping systems can substantially enhance productivity relative to standard cropping systems, as well as provide greater sustainability through long-term improvements in soil health.