Research shows a positive relationship between dietary energy density (ED) and body mass index (BMI), but dietary ED of weight loss maintainers is unknown. This preliminary investigation was a secondary data analysis that compared self-reported dietary ED and food group servings consumed in overweight adults (OW: BMI = 27–45 kg/m 2), normal weight adults (NW: BMI = 19–24.9 kg/m 2), and weight loss maintainers (WLM: current BMI = 19–24.9 kg/m 2 [lost ≥ 10% of maximum body weight and maintained loss for ≥ 5 years]) participating in 2 studies, with data collected from July 2006 to March 2007. Three 24-h phone dietary recalls from 287 participants (OW = 97, NW = 85, WLM = 105) assessed self-reported dietary intake. ED (kcal/g) was calculated by three methods (food + all beverages except water [F + AB], food + caloric beverages [F + CB], and food only [FO]). Differences in self-reported consumption of dietary ED, food group servings, energy, grams of food/beverages, fat, and fiber were assessed using one-way MANCOVA, adjusting for age, sex, and weekly energy expenditure from self-reported physical activity. ED, calculated by all three methods, was significantly lower in WLM than in NW or OW (FO: WLM = 1.39 ± 0.45 kcal/g; NW = 1.60 ± 0.43 kcal/g; OW = 1.83 ± 0.42 kcal/g). Self-reported daily servings of vegetables and whole grains consumed were significantly higher in WLM compared to NW and OW (vegetables: WLM = 4.9 ± 3.1 servings/day; NW = 3.9 ± 2.0 servings/day; OW = 3.4 ± 1.7 servings/day; whole grains: WLM = 2.2 ± 1.8 servings/day; NW = 1.4 ± 1.2 servings/day; OW = 1.3 ± 1.3 servings/day). WLM self-reported consuming significantly less energy from fat and more fiber than the other two groups. Self-reported energy intake per day was significantly lower in WLM than OW, and WLM self-reported consuming significantly more grams of food/beverages per day than OW. These preliminary findings suggest that consuming a diet lower in ED, characterized by greater intake of vegetables and whole grains, may aid with weight loss maintenance and should be further tested in prospective randomized controlled trials.