If you need a place to start, head over to the sale section at Cole Haan, where you can score up to 60% off on tons of models ...
To help you find the perfect fit, we consulted three celebrity and editorial stylists on the best dress shoes for men under $250.
Sneaker-y hybrids that have no business mashing up, options that look worn out quickly, cheap-looking stuff you'd swear was plastic and not leather—we've seen some pretty ugly dress shoes.