The transition from the taxing days of August to brisk September evenings has us reaching for heavier-weight knits, shirts and scarves. The South and its penchant for American-made workwear inspires us—duck canvas jackets, twill trousers and handmade leather goods round out a rugged yet kempt look. The manicured lawns of historic homes and the fun-spirited nature of an afternoon on the trail lend equal influence. It’s natural slub tees layered under flannel shirts, Cone Mills White Oak denim made in the heart of Appalachia and the sense of freeness to put together functional outfits your own way. This pre-fall find your new favorite piece to bear an Indian summer, start a semester or express your individual look.