Ashford takes up to 89% off a selection of men's and women's watches during its Clearance Sale. Even better, cut an extra 20% off via coupon code "XTRA20". Plus, all orders receive free shipping. Some exclusions may apply. A couple of best bets, both with prices after coupon:
Nordstrom Rack offers the Cole Haan Men's Benton Welt Chukka Boots in Brown for $75 with free shipping. That's $175 off and the best price we could find. They're available in select regular and wide sizes 7 to 13.
Virtual Exchanges via eBay offers the Cole Haan Men's Judson Winter Boots for $99.99 with free shipping. That's the lowest price we could find by $50. They're available in select sizes from 7.5 to 11.5 13.