Well, I'm recovering from the Aspen ski week. Overall, it was a fantastic week (although the trip was pretty damn expensive). Here are some overall comments:
The aspen airport cancels flights all the time. Have a complete backup plan such as looking up alternate flights to/from Grand Junction or Vail. Make a rental car reservation from these cities in advance. (You can cancel them if do actually fly into Aspen.) Have alternate hotel numbers in these connecting city. We were totally screwed arriving and departing.
The mountains (Aspen, Highlands, SnowMass) are fantastic. The views from Highlands are incredible.
Stay at the Sky Hotel if you can afford it. It's ground zero for the week. The one apres ski here was completely packed.
There were a lot of hot guys there from all over place although I wish there were a little less attitude.
The best events were Kemosabe Boutique night, comedy night, the costume party and the amazing/surreal pool party which just has to be experienced to be believed.
Overall a great week but flying there is more challenging than you think.