TB1A42FY-214
Timberland TiTAN EV 6 Inch Composite Toe Waterproof Work Boot 'Teak Brown'
$90
TB1A64PG-033
Timberland White Ledge Waterproof Mid Hiker Boot 'Castle Grey'
$72
TB1A18RI-231
Timberland Field Boot Mid Waterproof 'Wheat'
$85
TB023399
Timberland Wmns Nellie Waterproof Chukka Boots
$75
TB0A43F8A5G
Timberland Wmns 6 Inch Premium Waterproof Boot 'Red Patent Leather'
$99
TB1A17KY-001
Timberland Field Boot Mid Waterproof 'Black'
$85
TB112909-713
Timberland 6 Inch Waterproof Premium Boot Junior 'Wheat'
$65
TB0A6DB3-EK5
Timberland Motion Access Mid Waterproof Boot 'Black'
$95
TB0A5W6N-C60
Timberland Waterproof Field Boot 'Burgundy'
$85
TB0A5ZRY-626
Bee Line x Timberland Wmns 6 Inch Rubber-Toe Waterproof Boot 'Red'
$78
TB0A25BS-231
Timberland Wmns Kinsley 6 Inch Waterproof Boot 'Wheat'
$59
TB112907-001
Timberland 6 Inch Premium Waterproof Boot Junior 'Black'
$55
TB112707-001
Timberland 6 Inch Premium Waterproof Boot Youth 'Black Nubuck'
$35
TB0A6BETAET
Timberland 6 Inch Premium Waterproof Boot Junior 'Red Nubuck Black'
$65
TB0A5YKD-231
Timberland Arbor Road 6 Inch Waterproof Boot 'Wheat'
$70
TB0A6BETEL6
Timberland 6 Inch Premium Waterproof Boot Youth 'Black Patent Leather'
$63
TB0A6BETA3K
Timberland 6 Inch Premium Waterproof Boot Patent Big Kid 'Wheat'
$47
TB0A1PLK
Timberland 6 Inch Premium Waterproof Junior 'Mammoth Snakeskin'
$70
TB0A1TGW-231
Timberland Wmns Jayne 6 Inch Waterproof Boot 'Wheat'
$71
TB0A25C4-001
Timberland Wmns Kinsley 6 Inch Waterproof Boot 'Black'
$85
TB0A2G4S-231
Timberland Lincoln Peak Waterproof Mid 'Wheat'
$98
TB0A2A75-001
Timberland 6 Inch Premium Waterproof Boot Junior 'Patch Pack - Black'
$99
TB0A2CTGAET
Timberland 6 Inch Premium Waterproof Boot Youth 'Red Nubuck Black'
$91
TB0A151B
Timberland 6 Inch Premium Waterproof Junior
$68
TB1A63GD-001
Timberland Converge Rubber Toe Waterproof Boot Junior 'Black'
$58
TB0A1UFB-J45
Champion x Timberland 6 Inch Premium Waterproof Boots Youth 'Bright Blue'
$99
TB083980
Timberland 14 Inch Premium Waterproof Boot Junior 'Wheat'
$85
TB023399-231
Timberland Wmns Nellie Waterproof Chukka Boots 'Wheat'
$73
TB06910B-214
Timberland Wmns Mt. Hayes Tall Waterproof Boot 'Brown Full-Grain'
$65
TB0A2DZ2-015
Timberland Lincoln Peak Waterproof 'Black White'
$89
TB0A5X2RC60
Timberland Wmns 6 inch Kinsley Waterproof Boot 'Burgundy Nubuck'
$69
TB0A24C9
Timberland Waterproof Chukka 'Medium Brown'
$87
TB0A5YJS-015
Timberland Arbor Road Waterproof Chukka 'Triple Black'
$55
TB0A2KXV-929
Timberland Wmns White Ledge Mid Waterproof Boot 'Taupe'
$90
TB0A2DZD-110
Timberland Lincoln Peak Waterproof 'Medium Grey'
$72
TB0A42TW-015
Timberland Wmns Mt. Maddsen Winter Waterproof Boot 'Black'
$84
TB0A5Q82-231
Timberland TiTAN EV 6 Inch Composite Toe Waterproof Work Boot 'Wheat'
$99
TB06597R
Timberland 6 Inch Premium Helcor Waterproof Boot Junior 'Black'
$54
TB0A5RK1-EA1
Timberland Wmns Stone Street 6 Inch Premium Waterproof Platform Boot 'Green'
$69
TB0A2M63-001
Timberland Richmond Ridge Waterproof Chukka Boot 'Black'
$98
TB0A28JA-H40
Timberland Mt. Major 2 Waterproof Mid Boot 'Brown'
$90
Which Waterproof Timberland Boots cost under $100?
27 Waterproof Timberland Boots in men's and women's sizes sell new with the original box from $59 to $99; the typical pair is $85. 24 of them list under retail, one in ten of those is 60% off or more. Prices as of Oct 2026.