Woody plant succession is hypothesized to threaten many reptile populations by reducing the amount of solar energy available for thermoregulation. Mitigation via vegetation management is often recommended; however, the need for such management practices rarely has been evaluated. We examined the need for basking-site enhancement for the eastern massasauga rattlesnake (Sistrurus c. catenatus; hereafter EMR) in New York, USA, where only 2 populations remain: one at an open-canopy site and another at a closed-canopy site. Microhabitat temperatures were substantially lower at the closed-canopy site, where EMRs selected the warmest available basking sites. Eastern massasauga rattlesnakes in the open-canopy population selected basking sites that afforded greater cryptic cover. We recommend experimental reduction of shrub cover to improve EMR basking habitat at the closed-canopy site. More generally, we caution that management efforts to reduce shrub cover for basking EMRs should maintain adequate cryptic cover.