Replying to Overnight Camping On the Mountain

As I'm sure many east coast skiers know, the Appalachian Trail has tons of summer hiking cabins and a lot of them are on resorts. After watching Valhalla again I started thinking about how fun it would be to camp overnight on a mountain. So I have been planning to sleep in one of the Appalachian Trail cabins on Mansfield next year for maybe a week or something with family or friends and then waking up, hiking to the top, then skiing down and getting a pass. Has anyone on here had experience with something like this and how did it go if so?