Timberland takes 25% off men’s and women’s apparel, shoes, and accessories during its Columbus Day Sale. The discount is applied automatically at checkout. Even better, all orders receive free 3-day shipping. This deal ends October 11th.

Our top picks for men include:

  • Fly Roam Leather Chukka Sneaker $105 (Orig. $140): Stay sporty or stylish with two different pairs of laces for each occasion.
  • Bardstown Plain Toe Chukka Boot $165 (Orig. $300): This vintage inspired chukka boot is fashionable and unique.
  • Elmstead 6-inch Waterproof Boots $120 (Orig. $160): Wear these versatile boots rain or shine with a waterproof exterior.
  • Groveton Chukka Shoes $45 (Orig. $80): Made for the modern man, its mixed patters will standout and look sleek.
  • Blazer Mixed-Media Boots $90 (Orig. $160): These military-inspired boots are manly and functional.

Our top picks for women include:

  • Nellie Waterproof Chukka Boot $98 (Orig. $130): A perfect option to wear with jeans and leggings alike.
  • Waterproof Fold-Down Boots $124 (Orig. $165): Stay cozy during cooler weather with a sherpa-lined interior that can fold up or down.
  • Atlantic High Chelsea Boot $120 (Orig. $160): Its block heel and cushioned interior will be comfortable all day.
  • Allington Side-Zip Chelsea Boot $98 (Orig. $130): Look fashionable and on-trend with these suede booties.
  • Atlantic Heights Pull-On Tall Boots $165 (Orig. $220): Riding boots are a must-have this season and this pair is gorgeous.

Shop the rest of the deals from Timberland and don’t forget to check out the Sperry Fall Sale with 30% off boat shoes, sneakers and more.

About the Author