The Williston boys ski program has a proud tradition of being one of the top ski teams in NEPSAC Class B. During the season, the team competes on Wednesdays in the Mountain Institute League at Berkshire East with a group of western Massachusetts independent schools to include Deerfield, Northfield Mt. Hermon, and Wilbraham and Monson Academy. The team supplements its training on weekends by training at larger mountains including Butternut in Great Barrington and Mt. Snow in Vermont. The boys ski team has had a great deal of success over the years, most recently winning a NEPSAC championship in 2015. The program prides itself in providing a quality ski racing experience for all participants.