S2·E13 Downhill from Here

Mom, an avid skier, takes Caillou downhill skiing while Dad and Rosie sit in the cozy chalet and watch. At first Caillou is frightened by the ski lift, but with Mom's help, he makes it down the hill just fine and has lots of fun. Afterwards, they all get together for tobogganing and a well-deserved hot chocolate before heading out to the hills again.