New Balance is a reliable source for appealing vintage-inspired kicksthe brand has been making stellar shoes since 1906, after all. The CT500 is a standout in the brands already star-studded lineup (think of it as New Englands answer to the Adidas Stan Smith). Originally designed as a tennis shoe and released in 1982, this court-friendly sneaker features a sleek low-cut silhouette, and its contoured footbed and polyurethane midsole offer a comfy, supportive feel for all-day wear. No racquet required.