#
F
Features
TB050009-648
Timberland 3-Eye Lug Handsewn Boat 'Burgundy'
$91
TB1A5RF9-231
Timberland Wmns Premium Platform Waterproof Chukka 'Stone Street'
$70
TB0A2GVFA5H
Timberland Wmns Stone Street Platform Boat Shoe 'Patent Leather - Light Pink'
$89
TB0A41AQ-F13
Timberland Adventure 2.0 Oxford 'Rust'
$70
TB116837242
Timberland Field Boot TD 'Dark Brown Nubuck'
$46
TB0A5WAD-A58
Timberland Authentic 3 Eye Classic Boat Boot 'Dark Green'
$96
TB0A1Y6V-019
Timberland Adventure 2.0 Oxford 'Navy'
$70
TB0A2A3E-F13
Timberland Bradstreet Plain Toe Oxford 'Rust'
$90
TB0A2EJU-A58
Timberland Killington Ultra Low 'Dark Green'
$75
TB09589R-231
Timberland Crib Bootie Toddler 'Wheat' with Hat
$40
TB0A176A-001
Timberland Pro Powertrain Sport Alloy Toe Work Sneaker 'Black'
$66
TB-0A1SES-F49
Timberland Davis Square Chukka 'Medium Grey'
$99
TB0A5PFK-C60
Timberland Wmns Skyla Bay 'Burgundy'
$48
TB0A2CDJ-643
Timberland Wmns Skyla Bay 'Rust'
$73
TB0A5VRV-015
Timberland Wmns Skyla Bay 'Triple Black'
$90
TB0A2MCT-K51
Timberland Wmns Skyla Bay Pull-On Boot 'Light Taupe'
$55
TB0A2KWN-CK7
Timberland Wmns Skyla Bay Pull-On Boot 'Medium Brown'
$65
TB0A4424-015
Timberland Wmns Skyla Bay Pull-On Boot 'Triple Black'
$73
10415
Timberland Bootie Toddler 'Pink'
$40
Which Timberland Lifestyle Sneakers cost under $100?
16 Timberland Lifestyle Sneakers in men's and women's sizes sell new with the original box from $48 to $99; the typical pair is $73. 12 of them list under retail, one in ten of those is 35% off or more. Prices as of Oct 2026.