The North Face Santiago Vest - Men's - $104.27

Sure, the trailhead temps feel mild, but once you gain the ridge you come face-to-face with winter. Without The North Face Santiago Vest insulating your core, the snot-freezing temps can suck the wind out of your sails. Let the 600-fill down help hold the heat close so you can climb, skin, or hike at your best ability. Thanks to its lightweight, compressible design, you can keep it in a pant or pack pocket until you really need it. - $104.27