Marc by Marc Jacobs Women's 626927/43 Ankle Boot

In these men's boots, you could walk from Fenway to Cambridge and back again with the support of a rugged cross trainer and the style of casual work shoe. The Tremont chukka boots for men boast attractive full grain leather upper and leather quarter lining. The cotton vamp lining maintains comfort block after block, and the Vibram rubber Pluribal slip-resistant sole will keep you on your toes.

Ralph Lauren's official limited edition US Open baseball cap is crafted from durable cotton chino twill with an iconic embroidered pony.

Put a vintage twist on your weekend wardrobe and strap into these sweet perforated sneakers from Puma.