Recently, there has been a growth of interest in factors that play a protective role in sleep. This study is an exploratory analysis investigating relations between daily hassles and uplifts (events appraised as pleasant) and measures of subjective and polysomnography (PSG)-assessed sleep in a group of healthy adults (N = 135). Hassles and uplifts were assessed with the Combined Hassles and Uplifts Scale (CHUS), subjective sleep was assessed with the Pittsburgh Sleep Quality Index (PSQI), and objective sleep was assessed with standard PSG. After controlling for covariates, uplifts intensity was associated with subjective sleep and PSG-assessed sleep. Specifically, increased uplifts intensity was associated with better subjective sleep, decreased time slept in Stage 2 sleep, and increased time slept in slow wave sleep (SWS). One's perception of the magnitude of positive events may play a role in sleep and should be examined in future investigations.