We describe the seasonal profile of circulating steroid hormones (testosterone and corticosterone) in relation to the breeding season in free ranging male Timber Rattlesnakes, Crotalus horridus, over the course of three active seasons. In addition, we examine variation in steroid concentrations across years and in relation to body condition. We found that seasonal profiles of plasma testosterone were different compared to other crotalines with similar mating patterns. Concentrations of testosterone were elevated above baseline in the three months leading up to the single late summer breeding season. Testosterone peaked in July at the onset of the breeding season and dropped to baseline during the peak months of breeding (August and September). Testosterone concentrations also varied annually. Although the exact cause of annual variation could not be established, our results indicate that weather patterns may have driven observed differences. Testosterone concentrations were positively related to body condition, indicating that testosterone production is modulated according to energetic status (particularly in the two months prior to the breeding season). Corticosterone did not vary seasonally or with any measured variable, a result similar to other studied crotalines. Our results highlight the importance of long-term descriptive studies of the regulatory mechanisms that underlie behavior and physiology in diverse taxa, as these mechanisms can vary greatly within and among populations and are valuable in elucidating the intrinsic and extrinsic sources of such variation.