Wintergreen Individual Season Pass prices are: available on the web for $309 or $319 at the resort. A Student pass rate is $219 on the internet and $229 at the resort. A Family Season Pass prices for two adults and two dependent children is $719 on the internet and $749 at the resort. Kids 5 and under ski free with a paying adult. A rental pass is $169 on the internet and $179 at the resort. Call 434-325-8165.