The skiing at Timberline is great, but NOT for groups and not for beginner beginners. The beginner slope is 2 miles long. Can you imagine being up at the top of that and trying to get down when it is your first time skiing? I have taken groups of 50, with students who had never seen snow before, and after one day of trying to get down those 2 miles, refused to ski the next day even though they had already paid for it. The other slopes are pretty good, and the advanced ones are relatively challenging, but the lift lines are long and slow, which takes some of the fun out of skiing.
Timberline is not for groups though. Their Bunkhouses have 30 beds to a room, with only two bathrooms to service them. The rooms are dirty, cramped and ill kept. As the toilet and shower are in the same room, they cannot be used simultaneously. The bunkbeds are stacked three high, with about a 2-foot clearance between them, so you cannot sit up in them and you are sandwiched into them. There is also no walking room between the bunks once everyone sets their suitcases down.
Though most of the staff are fairly nice people, the set up for groups leaves a bit to be desired. You are not allowed any flexibility with the reservations, even last minute cancellations because someone is ill, and though there is a separate rental equipment area for groups, the equipment is in bad condition. It has also happened to us that no staff showed up to provide us skis.
Timberline is for families or smaller groups that can stay in private lodging or rentals. It is not for large groups that need to stay in their bunkhouses.