1988
Bob Maynard becomes President of Aspen Skiing Company. Snowboarding is allowed on Snowmass.

1989
Ingemar Stenmark wins his 86th and final World Cup race on Aspen Mountain.

1993
Harris Hall opens to critical acclaim. Whip Jones donates Aspen Highlands to Harvard University, which sells it to Gerald Hines, who becomes a partner with the Aspen Skiing Company, which assumes operations of Aspen Highlands.

1995
Two Creeks base area at Snowmass opens providing quick access to the popular Elk Camp area.

1996
The 50th Anniversary of the Aspen Skiing Company is marked with more than 3,000 employees and 4,700 acres of skiable terrain across four mountains and secures its status as a world-class winter destination. Pat O’Donnell becomes President and CEO of Aspen Skiing Company.

1997
Snowmass celebrates 30 years of skiing. The Cirque lift opens giving Snowmass the nation’s longest lift-served vertical rise of 4,406 feet. The lift is built in an ecologically sound fashion to protect local animals and their habitat and is the first lift to be operated solely by clean, renewable wind power.

1998
The World Cup returns to Aspen after a three-year hiatus. The Cirque run on Snowmass is renamed “Rocky Mountain High” in tribute to John Denver. Gulfstream 24-Hours of Aspen charity ski race set a new fund raising record of $1.2 million to support Kid’s Stuff (Silver Lining Ranch) and the Aspen Valley Ski Club. Highlands Cafe closes forever. Construction begins on new Highlands Village. Cloud Nine Cafe debuts on Aspen Highlands.

1999
The 50th Anniversary of the Aspen Music Festival and School. The Sundeck on Aspen Mountain is demolished to be replaced by a new 21,600 square foot mountain-top restaurant. A new Cloud Nine lift is built on Aspen Highlands. A controversial roundabout is completed at the intersection of Highway 82 and Maroon Creek Road with hopes of relieving increased traffic congestion at Aspen’s entrance. There are 9 traffic lights between Mill St. in Aspen and the first light in Glenwood. A remodeled Isis cineplex theater opens.

2000
The 50th Anniversary of the Aspen Institute. Aspen Music Festival and School dedicates new permanent music tent. The World Cup returns again to Aspen. Isis cineplex theater declares bankruptcy and closes.

2001
Aspen Historical Society changes its name to HeritageAspen. We’ve stopped counting the traffic lights on Highway 82 from Aspen to Glenwood. The Isis cineplex theater reopens under new management. Snowboarding is allowed on Aspen. The Winter X Games is hosted in Aspen for the first time.

2002
Aspen Drug ceases business after over 100 years of service to the community.

2004
HeritageAspen changes it name back to the Aspen Historical Society.

2005
Toklat Gallery moves from Ashcroft to Basalt.

2006
The original The Silver Queen Gondola cabins are retired to be replaced with larger cabins. Construction of the new Snowmass Base Village begins. Mike Kaplan becomes President and CEO of Aspen Skiing Company.

2011
Fossils of mammoths, mastodons, a giant sloth and many other Ice Age animals and plants are discovered during the expansion of the Ziegler Reservoir in Snowmass Village. The City of Aspen passes a “Plastic Bag Ban.” The Merry Go Round is renovated on Aspen Highlands.

2012
Cafe Suzanne is torn down and replaced by a new Elk Camp Cafe at Snowmass. Colorado voters approve Amendment 64 legalizing marijuana for recreational use and regulating sales and tax income. The vote marked an electoral first in the United States and worldwide. The Hotel Jerome undergoes significant renovations.

2014
The commercial sale of marijuana to the general public began on January 1, 2014 at licensed establishments throughout the state, including several stores in Aspen.

2015
The City of Aspen accomplishes its goal to source 100% of electricity from renewable sources by 2015, becoming the third municipality to do so in U.S. After 30 years, the original fixed-grip, double chair High Alpine lift is upgraded to a high-speed quad chair and slightly relocated. Cloud Nine restaurant is renovated on Aspen Highlands. The Wheeler Opera House undergoes significant renovations.

2017
The men’s and women’s FIS Ski World Cup Finals are held on Aspen Mountain, marking 50 years of World Cup racing in Aspen.

2019
City of Aspen voters approve new Lift One corridor project at Aspen Mountain’s historic western portal. The project includes a history museum to be operated by AHS, in the restored Skiers Chalet Lodge.

2023
The men’s FIS World Cup races return to Aspen Mountain after a years-long hiatus.