A best bet is the Timberland Men's Ledge Mid Leather Gore-Tex Boots in Greige (pictured) or Dark Brown for $119.99. In-cart they fall to $99.99, then coupon code "TBLGIFT" knocks them to $69.99. With $11.95 for shipping, that's the lowest total price we could find by $63. They come in sizes 7 through 13, although not all size/color combinations may be available.
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Timberland takes $20 off all men's shoes, including sale items, automatically in-cart. Plus, it stacks with coupon code "TBLGIFT", which takes an extra 30% off sitewide. That beats our mention from a month ago, which only took $20 and 20% off boots, and is one of the best deals we've seen on these men's shoes. (We did see 40% off sitewide in September.) Shipping starts at $4.95, or get free shipping on orders of $100 or more via the code above. Sales tax is added where applicable. Select styles are excluded. Coupon expires November 27.