Many dairy producers are keen to feed low-producing late-lactation cows only once per day (1×) to reduce production costs. This study examined effects of feeding frequency (FF: thrice versus once daily) on behavioral patterns, ruminal fermentation, and milk production performance of cows and supplementation of yellow grease oil (YO) rich in 18:2n-6 as a potential strategy to alleviate the possible negative effects of 1× daily feeding. Twenty-four late-lactation Holstein cows (215 ± 53.8 DIM) housed in tiestalls were assigned to 4 treatments according to a 2 × 2 factorial arrangement with 2 FF [3 times daily (3×) at 0800, 1400, and 2000 h; or 1× at 0800 h] and 2 high-forage total mixed rations (TMR), without (CON) or with 25 g/kg of dry matter of YO (YGO), in a randomized complete block design. Treatments were applied for 21 d. Feeding behavior was recorded every 5 min over a 24-h period on d 19. Fresh TMR and orts were sampled (d 15 to 21) and separated using a 3-screen (19, 8, and 1.18 mm) Penn State Particle Separator for sorting activity. Ruminal fluid samples were collected using oral stomach tubing on d 21. Cows on 1×-CON spent more time eating during the first 6 h after feeding at 0800 h than did cows on 3×-CON or 1×-YGO. Decreasing FF increased meal length and tended to increase meal size for CON cows, but supplementing YO increased meal bouts and reduced meal length and size for cows fed 1×. Cows on 1×-CON had the greatest ruminating time between 2000 and 0800 h compared with other treatments. Total and daytime distribution of lying time did not vary by treatments. Sorting activity was higher for cows fed frequently, and the extent of sorting was increased by oil supplementation. In the morning ruminal fluid samples, pH was not different among treatments, but in the evening samples 1× daily feeding reduced ruminal pH compared with 3×. In the morning and evening samples, ratios of acetate to propionate were the lowest for 1×-CON cows compared with other treatments. Dry matter intake and milk yield were similar among the groups. Milk fat content and yield decreased with 1×-CON treatment, but supplementing YO numerically increased milk fat for cows fed 1×. These results suggest that decreasing FF from 3× to 1× daily increases meal length, particularly after feed delivery, in cows fed high-forage diets; but supplementation of plant oil changes feeding patterns and may improve ruminal pH and milk fat in cows fed once a day.