Timberland's boot sale is knocking up to 40% off select styles. Here are my 7 favorite winter deals to shop now.

Here are the best casual boots for men in 2025: Timberland Premium 6-inch Waterproof Boots Whether ... colorway is an all-time classic that will work with all of your casual fall outfits.

I also left links in the roundup so you can further dive into boot shopping. For men: Timberland waterproof boots for $197.99 The North Face waterproof boots for $139 (pictured below) Columbia ...