Cole Haan Men's Grand 4-Eyelet Leather Loafer

Cole Haan's Men's Sale is loaded right now over 200 marked-down styles, including boots, oxfords, loafers, and sneakers. Discounts range from modest cuts on newer staples to deep clearance-level pricing on select pairs, with standout examples dropping from the low-$200s into the $99–$149 zone. You'll also spot "water-resistant" and "waterproof" options mixed in, making it a good browse if you're stocking up for late-winter weather.

We've pictured the Cole Haan Men's ØriginalGrand CitySpectre Chelsea Boots for $100 ($130 off. Shop Now at Cole Haan

Save on top brands discounted in this REI sale, with prices starting at around $50 for men's shoes. We've pictured the Hoka Men's Transport Shoes for $100 ($50 off). REI Co-op members get free shipping on all orders; non-members get free shipping with orders of $60 or more. (It's $30 for a lifetime membership.)  Shop Now at REI

Get deals on a selection of shoes from adidas, Brooks, and Saucony in this sale at Woot. Even better, you'll get an extra 20% of your order automatically at checkout. Sizes and stock on select styles may be limited. Shop Now at Woot! An Amazon Company

Get deals on select men's and women's sandals in this sale at Woot, with prices starting from $29.99. Sizes and stock on select styles may be limited. Shop Now at Woot! An Amazon Company

Shop boots from around $45. We've pictured the Columbia Men's Transverse Hike Waterproof Boot for $75.51 (low by $9). Shop Now at Amazon

Shop Nordstrom Rack's New Balance clearance section, with sneakers and sandals discounted up to 77% (the banner says up to 30% off, but we've found much higher discounts within). Shipping is free over $89 (otherwise it adds $10). Shop Now at Nordstrom Rack

Shop over 350 styles for men and women. We've pictured the Gucci Men's 52mm Square Sunglasses for $199.97 ($290 off). Shop Now at Nordstrom Rack

You'd pay $60 more elsewhere and be none the wiser for it. In Brown/Black. Shipping adds $9.95, but orders of $89 or more get free shipping. Buy Now at Nordstrom Rack

Shop over 300 styles. We've pictured the Gucci Men's 57mm Polarized Pilot Sunglasses for $108.97 ($396 off). Shop Now at Nordstrom Rack