 It was Naylor's third resort, as he already owned Ski Roundtop and Ski Liberty.In 1987, several new trails were constructed, as well as the new "G" lift, serving Windham's second summit, the East Peak.1993 saw the installation of the mountain's first ever high-speed quad chairlift, serving the mountain's west peak, as by that time the mountain contained over 30 trails on two peaks, along with real estate developments and a modern lodge.