Arc'teryx Sabre Pant - Men's - $224.48

You might like to wear your dad's tighty neon ski pant once in a while, but we know for a fact that the Men's Sabre Pant will be your go-to most days. The waterproof breathable Gore-Tex fabric is guaranteed to keep you dry, and the relaxed fit means you can sit down on the lift without worrying about busting seams. Side vents let air flow in and out of this pant so you stay cool during hot hikes, and the flannel backer that lines the inside of the legs means more warmth when you're on a cold lift chair. - $224.48