The objective of this study was to determine the effect of milking frequency on the behavioral patterns and productivity of lactating dairy cows. Twelve freestall-housed, lactating Holstein dairy cows (7 primiparous and 5 multiparous) were exposed to each of 2 treatments (over 21-d periods) in a replicated crossover design. Treatments were milking frequency of 2x/d (at 0600 and 1800 h) or 3x/d (at 0600, 1400, and 2200 h). Milk production, feeding, lying, and rumination behavior were monitored for each animal for the last 7 d of each treatment period. Milk samples were collected for the last 3 d of each period for milk component analysis. The results indicated that cows milked 3x/d produced 2.9 kg/d more milk than those milked 2x/d. Primiparous cows consumed 3.9 kg/d less dry matter (DM) than did multiparous cows. The extra time (14.6 min/d) required for milking 3x/d altered the distribution of cow behavioral activity throughout the day. Although this did not affect total daily lying or rumination time, we observed a tendency for cows milked 2x/d to spend less time (224.6 vs. 237.5 min/d) feeding and, thus, those cows tended to consume their feed at a faster rate (0.13 vs. 0.12 kg of DM/min) than cows milked 3x/d. For multiparous cows, the increase in feeding activity was facilitated through having longer (40.1 vs. 36.8 min/meal) and numerically larger meals (4.8 vs. 4.6 kg of DM/meal) when milked 3x/d. Alternatively, primiparous cows consumed smaller (2.9 vs. 3.2 kg of DM/meal) and more frequent meals (9.1 vs. 7.7 meals/d) throughout the day when milked 3x/d, resulting in a tendency for greater DM intake (24.7 vs. 23.6 kg/d) compared with primiparous cows milked 2x/d. These results indicate that under 3x/d milking schedules, primiparous cows will positively adjust their feeding behavior to achieve similar production increases as multiparous cows. In summary, milking 3x/d can be used to improve production; however, greater milking frequency elicits varying effects on the behavior of primiparous and multiparous cows, suggesting that grouping and management of cows based on parity may be beneficial.