Timberland's Labor Day Sale takes 30% off select men's and women's footwear and apparel, including boat shoes, Chelsea boots, and work sneakers. 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

Timberland offers its Timberland Men's Pro Radius Knit Comp-Toe Slip-On Work Sneakers in two colors for $59.98.  That's a $95 savings.  Timberland Community Rewards members get free shipping on orders of $75 or more (it's free to join). Buy Now at Timberland

Get 20% off one item at Timberland with promo code "EXTRA20". Timberland Community Members score free shipping on orders of $75 or more, and it's free to sign up; otherwise shipping adds a flat $7. This sale ends December 31, 2026. Shop Now at Timberland

Get 10% off at Timberland with promo code "THANKYOU10". Timberland Community Members score free shipping on orders of $75 or more, and it's free to sign up; otherwise shipping adds a flat $7. This sale ends December 31, 2026. Shop Now at Timberland

Get up to 20% off at Timberland with promo code "HELLOWINTER20". Timberland Community Members score free shipping on orders of $75 or more, and it's free to sign up; otherwise shipping adds a flat $7. This sale ends December 31, 2026. Shop Now at Timberland

Take $15 off your next Timberland purchase of $150 or more with promo code "15OFF150". Timberland Community Members score free shipping on orders of $75 or more, and it's free to sign up; otherwise shipping adds a flat $7. This sale ends December 31, 2026. Buy Now at Timberland

Use promo code "WINTER20" to get 20% off select winter gear at Timberland. Timberland Community Members score free shipping on orders of $75 or more, and it's free to sign up; otherwise shipping adds a flat $7. This sale ends December 31, 2026. Shop Now at Timberland

Every year, Timberland Community Members get 20% off a purchase in celebration of their birthday. (Not a member? It's free to join.) This offer is valid through December 31, 2026. Shop Now at Timberland

Timberland Community Members get free shipping on order of $75 or more. (Not a member? It's free to join.) This deal ends December 31, 2026. Shop Now at Timberland

Eligible first responders, police, EMTs, firefighters, Search and Rescue get 10% off at Timberland. Verification is required via SheerID. Not all products are eligible for this discount. Other exclusions may apply. This offer ends December 31, 2026. Shop Now at Timberland

Nurses, doctors, and other health workers dependents can get 10% off at Timberland. Verification is required via SheerID. Not all products are eligible for this discount. Other exclusions may apply. This offer ends December 31, 2026. Shop Now at Timberland

Active duty military, retirees, reservists, veterans, and spouses/dependents can get 10% off at Timberland. Verification is required via SheerID. Not all products are eligible for this discount. Other exclusions may apply. This offer ends December 31, 2026. Shop Now at Timberland

Teachers can get 10% off at Timberland. Verification is required via SheerID. Not all products are eligible for this discount. Other exclusions may apply. This offer ends December 31, 2026. Shop Now at Timberland

Currently registered full-time and part-time college students can get 10% off at Timberland. Verification is required via SheerID. Not all products are eligible for this discount. Other exclusions may apply. This offer ends December 31, 2026. Shop Now at Timberland

Shop nearly 100 men's and women's best sellers at Timberland. Prices are as marked. Timberland Community Members score free shipping on orders of $75 or more, and it's free to sign up; otherwise shipping adds a flat $7. This sale ends December 31, 2026. Shop Now at Timberland

Shop men's and women's new arrivals at Timberland with prices starting as low as $22. Timberland Community Members score free shipping on orders of $75 or more, and it's free to sign up; otherwise shipping adds a flat $7. This sale ends December 31, 2026. Shop Now at Timberland

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

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

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

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