Timberland Trail Shoes

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Our Timberland Trail Shoes sold out quickly! Explore similar styles now!

Men's Timberland Hiking ShoesTimberland Outdoor FootwearTimberland Mid ShoesTimberland Comfort ShoesTimberland Casual ShoesOutdoor Trail ShoesTimberland Outdoor SandalsTimberland Outdoor Performance BootsMen's Brown Timberland Outdoor ShoesMen's Black Timberland ShoesTimberland Adventure BootsWomen's Timberland Casual ShoesRugged Trail ShoesBlack Timberland Hiking BootsMen's Tan Timberland ShoesMen's Brown Timberland ShoesTimberland Ankle BootsTimberland Waterproof Field BootsGoretex Trail ShoesTimberland Insulated BootsWinter Timberland ShoesTrail Hike ShoesBoys' Black Timberland ShoesTimberland Boots For WalkingTan Timberland ShoesCasual Trail ShoesWomen's Black Timberland ShoesTimberland Steel Shank BootsRugged Timberland BootsTimberland Boots With Ortholite

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  • MENS - Timberland Redwood Moc Toe - Saddle

    Timberland Redwood Moc Toe

    Men's Saddle     $160
  • MENS - Timberland Redwood Moc Toe - Black Nubuck

    Timberland Redwood Moc Toe

    Men's Black Nubuck     $160
  • MENS - Timberland Mt. Maddsen Mid Waterproof - Black Mesh/Grey

    Timberland Mt. Maddsen Mid Waterproof

    Men's Black Mesh/Grey     $125
  • WOMENS - Timberland White Ledge Mid Hiker - Taupe Gray

    Timberland White Ledge Mid Hiker

    Women's Taupe Gray     $120
  • WOMENS - Timberland White Ledge Mid Hiker - Chocolate Brown

    Timberland White Ledge Mid Hiker

    Women's Chocolate Brown     $120
  • WOMENS - Timberland White Ledge Mid Hiker - Medium Grey

    Timberland White Ledge Mid Hiker

    Women's Medium Grey     $120
  • MENS - Timberland Premium Mid Lace-Up Chukka Boots - Medium Brown Nubuck

    Timberland Premium Mid Lace-Up Chukka Boots

    Men's Medium Brown Nubuck     $140
  • MENS - Timberland Premium Mid Lace-Up Chukka Boots - Light Brown Nubuck

    Timberland Premium Mid Lace-Up Chukka Boots

    Men's Light Brown Nubuck     $140
  • MENS - Timberland Redwood Falls - Saddle

    Timberland Redwood Falls

    Men's Saddle     $145

About Timberland Trail Shoes


Explore the great outdoors with confidence in our collection of trail shoes designed for adventure seekers. Engineered for durability and comfort, these shoes feature rugged outsoles for superior traction on various terrains. Whether you're hiking through rocky paths or navigating muddy trails, our footwear ensures stability and support, making every step count.

Breathable materials and cushioned insoles provide all-day comfort, allowing you to tackle any trail with ease. With a stylish design that transitions seamlessly from the trail to casual outings, our trail shoes are the perfect companion for your outdoor escapades. Gear up and embrace your adventurous spirit!