DealNews - Today's Best Timberland Deals for May 2026

Timberland Women's Boondock 6" Waterproof Comp-Toe Work Boots for $63 in cart + free shipping w/ $75

Tue, 24 Mar 2026 07:19:07 -0400

Timberland drop their Timberland Women's Boondock 6" Waterproof Comp-Toe Work Boots to $63 with an in-cart discount for a savings of $157 in total. Elsewhere, you'd expect to pay $27 more. Plus, Timberland Community Rewards members get free shipping on orders of $75. (It's free to join.) Buy Now at Timberland

Timberland Men's Heritage Mid Chukka Boots for $56 in cart + free shipping w/ $75

Tue, 24 Mar 2026 06:09:34 -0400

Timberland offers their Men's Heritage Mid Chukka Boots for $56 after an in-cart discount, in Black or Red/Black. You'd pay $150 elsewhere. Timberland Community members bag free shipping with orders of $75 or more, and it's free to join. For orders under $75, shipping adds $5. Buy Now at Timberland

Timberland Men's Field Trekker Sneaker for $70 in cart + free shipping w/ $75

Thu, 19 Mar 2026 14:01:57 -0400

At Timberland, add these Trekker sneakers to cart to save an extra 30%. That's $30 less than Target charges for these shoes. Community members bag free shipping with orders of $75 or more, and it's free to join. For orders under $75, shipping adds $7. Buy Now at Timberland

Timberland Women's Radius Composite Toe Work Sneakers for $20 + free shipping w/ $75

Fri, 06 Mar 2026 05:09:42 -0500

You'd pay over $100 elsewhere. In several colors (Black/Purple Hi-Vis pictured). Timberland Community members bag free shipping with orders of $75 or more, and it's free to join. For orders under $75, shipping adds $5. Buy Now at Timberland

Timberland Men's Arbor Road Waterproof Chukka for $70 in cart + free shipping w/ $75

Mon, 01 Jul 2024 17:33:30 -0400

That's the best price we found by $6. 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.) Buy Now at Timberland

Timberland Men's Direct Attach x Vibram 6" Composite Toe Waterproof Work Boots for $105 in cart + free shipping

Mon, 01 Jul 2024 17:18:40 -0400

Get an extra 30% off in cart. Timberland Community members get free shipping with orders of $75 or more. (It's free to sign up.) Buy Now at Timberland

Timberland Men's Anti-Fatigue Technology Slides for $17 in cart + free shipping w/ $75

Mon, 01 Jul 2024 16:58:56 -0400

You'd pay over $30 elsewhere. 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.) Buy Now at Timberland

Timberland Women's Stone Street Platform Boat Shoes for $140 + free shipping

Fri, 23 Jan 2026 14:51:57 -0500

The Timberland Women's Stone Street Platform Boat Shoes are $140. They are available in several colors. Plus, it ships for free for Timberland Community Members. (Not a member? It's free to join.) This offer is valid through December 31, 2026. Buy Now at Timberland

Timberland Men's Authentic 3-Eye Lug Handsewn Boat Shoes for $170 + free shipping

Fri, 23 Jan 2026 14:50:32 -0500

Get the Timberland Men's Authentic 3-Eye Lug Handsewn Boat Shoes for $170. It's pictured it in Burgundy, but there are several colors available. It ships for free for Timberland Community Members. (Not a member? It's free to join.) This offer is valid through December 31, 2026. Buy Now at Timberland

Timberland Men's Waterproof Field Boots for $170 + free shipping

Fri, 23 Jan 2026 14:47:05 -0500

Get the Timberland Men's Waterproof Field Boots for $170. It's pictured it in Chocolate Brown, but it's also available in Wheat and Dark Red Nubuck. It ships for free for Timberland Community Members. (Not a member? It's free to join.) This offer is valid through December 31, 2026. Buy Now at Timberland

Timberland Men's Premium 6" Waterproof Boots for $210 + free shipping

Fri, 23 Jan 2026 14:43:58 -0500

Get the Timberland Men's Premium 6" Waterproof Boots for $210. We've pictured it in Wheat, but there are several colors available. It ships for free for Timberland Community Members. (Not a member? It's free to join.) Buy Now at Timberland