These deals start from $14.99 with a T-shirt, while boots start from $74.99. We've pictured the Timberland Men's Mt. Maddsen Waterproof Mid Hiking Boots for $99.99 (most stores charge $120). Timberland Community members pay a reduced rate of $5 for shipping, and get free shipping with orders of $75 or more. (It's free to sign up.) Shop Now at Timberland