A big expansion took place for the 1964–65 season when the Snow Bowl was opened, bringing a double chairlift and over thirty acres (12 ha) of terrain.

Another double chairlift was opened and the base lodge was expanded for the 1966–67 season, giving way to the birth of European style après-ski entertainment by the Innsbruck Trio, a group of Austrian ski instructors.

"[2] The expansion included a new quad chairlift, and was planned to be a starting point for potential additional terrain and housing in the area, though this never occurred.

[2] In the late 1990s and early 2000s, the ski area constructed several new high-speed six-person lifts,[3] and in 2007, the Kidderbrook Quad was removed and sold, as it was underused and Stratton's parent companies were in financial trouble at the time.

Designed by Gene Gillis of Sel Hannah's Sno Engineering firm, the area also sported a three-story base lodge.

A sizable expansion took place the following season, when thirty acres of terrain, served by a new double chairlift, were opened in the new Snow Bowl.

1966–67 saw an expansion of the base lodge giving way to the regions first Apre' Ski parties and the birth of The Stratton Mountain Boys and the installation of another double chairlift.

The Sun Bowl was developed for the 1968–69 season, adding a new base area, five miles (8 km) of trails, and a new double chairlift.

The decision resulted in significant price increases throughout the ski industry, due to skyrocketing liability insurance costs.

On the men's side, twenty-year-old American Phil Mahre won the GS and twin brother Steve took the slalom, as Ingemar Stenmark was shut out but made both podiums.

In the spring of 1989, Victoria USA, Inc., a Japanese sporting goods company that owned Breckenridge, purchased Stratton.

Intrawest purchased the ski area from Victoria USA, Inc. in 1994 and quickly started another round of new lift installations, eventually rolling out four new high speed six pack chairlifts.

In 1999, a new lift line was cut parallel to Grizzly Double and URSA Express was installed as the second high speed six pack.

Construction began on an additional condominium building adjacent to Founders Lodge, but work stopped when the housing market started to collapse in late 2006.

In the late 2000s, Stratton sold 12 large plots of land above the Villager chairlift and called the ski-in/ski-out houses Tamarack Heights.

[11] During summer 2023 Stratton underwent $6.9 million in capital improvements, adding RFID gates, a reimagined learning area including 3 new covered conveyor lifts, a new snowcat, and the addition to Klik snowmaking hydrants to a number of their trails.