I went without my kids, but did see several there. They loan out these nifty little rope/cords that you can hold onto your child with ( while wearing your ski's ) and pull them behind you on theirs. I also noticed there was just one restroom on the bottom floor of the building, and none along the route. I went, it was my first time snowboarding. Timberline hosts the larges beginner run on the East Coast ( or so I was told ) at 2 miles. I went straight to the top, and three hours and a sore bum later, made it to the bottom. Near the end of the run it gets VERY steep and twisty. This was the hardest part for me as a beginner. I went with a group of friends of different skill levels, and nobody had a single bad thing to say about the run. Only thing I didn't like is that I never once saw any medical/emergency stations along the route, or anyone skiing it. I took a bad spill and swore I had broken my spine ( I have a nasty bruise, and a cut ) and could have used assistance. I can see this being a problem for parents, if their child or them get hurt along the run. Other than that it was great. Easy to rent equipment. Eating upstairs was expensive for hot dogs, hamburgers and instant potatoes. There is a restaurant one floor up from the buffet, but we opted not to use it since it was pricey.
Timberline Ski Resort is a good skiing destination for those of us on the East Coast, not wanting to drive all the way to Vermont. The skiing is good, but not great...but definitely good enough for a family to take kids just learning to ski. We had our 3 year old out on the slopes and he thoroughly enjoyed himself. I would HIGHLY recommend getting to the Lift Ticket sales line early. The lines get long fast and their pay system is archaic. I waited 45 minutes in line, it was ridiculous. I would also HIGHLY recommend getting your rental ski equipment from the Ski Barn. As much of a pain that you think it is to go there, it is 10X worse at Timberline. They are SO unorganized. You will get better fitting and better skis overall from the Ski Barn, also, you won't be packed like sardines trying on equipment with everyone and their mother. Once you actually get to ski, it's a blast. The lift lines get a little long, but my little guy didn't seem to mind too much. If you can afford it, a slopeside house is the way to go. Don't be fooled by advertisements claiming "a short walk" to the slope. It is a short walk...but you will be doing it in freezing temperatures, lugging heaving skis, and walking in uncomfortable boots. Either stay slopeside or drive to the parking lot at the bottom of the mountain. Don't try to hike it with little kids, totally not worth it.