Organized skiing first started on Mount Tecumseh in the 1930s with the construction of two Civilian Conservation Corps ski trails. The first of the two trails was abandoned after a decade, while the latter would later become incorporated into the Waterville Valley ski area. A group led by Tom Corcoran opened Waterville Valley in 1966 with four new Stadeli double chairlifts and a J-Barsurface lift. Of the original chairlifts, the High Country and Lower Meadows still remain. Over the next few decades, three Stadeli triple chairlifts were installed, including the World Cup Triple in 1985. In 1988, a Poma high-speed detachable quad chairlift was installed, running parallel to the World Cup Triple and High Country Double chairlifts. Due to wind issues, the upper portion of this lift was later removed. As a result, the top portion of the ski area is only served by the High Country Double chairlift. In 1997, a Doppelmayrhigh speed detachable quad chairlift was installed, known as "Quadzilla".
Waterville Valley first hosted World Cup alpine events in slalom and giant slalom in 1969 and was a regular stop on the tour for most of the 1980s. The 1969 races saw American women take four of the six podium positions, as Kiki Cutter won the slalom for her fourth World Cup win and Judy Nagel took third. Two days earlier, Marilyn Cochran and Karen Budge tied for second in the giant slalom. After two podiums at Waterville Valley in 1982, Tamara McKinney won five consecutive World Cup events at the resort from 1983 to 1985. The most recent WC races were held, with six events in March to conclude the 1991 season. The circuit did not return to the eastern U.S. for over a quarter century, until November 2016 at Killington, Vermont, with women's technical events on Thanksgiving weekend.
Clubs and schools
Waterville Valley hosts the "Black and Blue Trail Smashers" ski club, one of the oldest in the USA, founded in 1934. The team has expanded its training to include ski racing, freestyle skiing and snowboarding, and boardercross disciplines. WVBBTS has received many prestigious awards since its inception, including the USSA Club of the Year award in 2006. It is the "home club" of Olympic gold medalistHannah Kearney, winner of the women's moguls in 2010. Waterville Valley Academy, a seasonal winter sportsboarding school that specializes in training skiers and snowboarders, conducts training at Waterville. WVA is a subsidiary of the Waterville Valley BBTS ski club, using many of the club's resources and staff in its operations.