The objective of this study was to compare the reproductive performance, milk yield and composition, and udder health and conformation traits of Holstein (Ho), F1, and R1 crossbred Ho × Simmental (Sim) cows. Three commercial dairy farms in south Brazil were used as the research units. All farms held Ho, F1, and R1 crossbred Ho × Sim (¾ Ho × ¼ Sim and ¾ Sim × ¼ Ho) cows. The collection of milk samples and evaluation of udder conformation traits occurred during four visits to each farm. In addition to the actively collected data, retrospective reproduction records of the farms served as the basis for the statistical analysis using analysis of variance models using SAS. The F1 crossbred Ho × Sim cows and ¾ Sim (first rotational crossbreeding generation = R1 using Sim semen) cows had a shorter calving interval and calving to first service interval compared to the Ho cows (P