As the season progresses, this ungroomed run can develop significant moguls, or provide great powder turns depending on the snowfall. The Chairline also runs between two excellent glades, with the substantial Brutus glade located to skier's left.

Windsor Chairline can be combined with short stretches of interesting, widely-spaced trees to skier's right. Since many skiers tend to avoid the trees and stick to the center of the slope, some good turns can be found here.