Yes, You Can Hike In a Dress — These Pieces Prove It

While the Advantage Dress ($139) looks at first like it's made for the tennis court, we'd argue it's totally trail-ready as well. The fit-and-flare dress has multiple features that are perfect for the hiker (and the tennis pro). Think: built-in shorts with grippers to keep them from riding up, easy-access stash pockets, mesh ventilation on the back, and recycled SuperSonic fabric that provides supportive compression and wicks away sweat.