Order Anytime, Free Shipping, Free Returns

“casual and Timberland Men” we found 126 items!

Timberland - TM30415 Casual Crew 3-Pair Pack Timberland TM30415 Casual Crew 3-Pair Pack $19.00 Timberland - TM30415 Casual Crew 3-Pair Pack Timberland TM30415 Casual Crew 3-Pair Pack $19.00 Timberland - West Haven Waterproof Oxford Timberland West Haven Waterproof Oxford $160.00 Rated: 5 stars! Timberland - Earthkeepers® Hookset Handcrafted Fabric Slip-On Timberland Earthkeepers® Hookset Handcrafted Fabric Slip-On $80.00 Rated: 4 stars!
Timberland - Long Sleeve Allendale River 2 Layer Timberland Long Sleeve Allendale River 2 Layer $68.00 Timberland - Altamont Closed Toe/Closed Back Fisherman Timberland Altamont Closed Toe/Closed Back Fisherman $110.00 Rated: 5 stars! Timberland - Altamont Closed Toe/Closed Back Fisherman Timberland Altamont Closed Toe/Closed Back Fisherman $110.00 Rated: 5 stars! Timberland - Altamont Closed Toe/Closed Back Fisherman Timberland Altamont Closed Toe/Closed Back Fisherman $110.00 Rated: 5 stars!
Timberland - Britton Hill Waterproof Moc Toe Boot Timberland Britton Hill Waterproof Moc Toe Boot $190.00 Timberland - Britton Hill Waterproof Moc Toe Boot Timberland Britton Hill Waterproof Moc Toe Boot $190.00 Timberland - Earthkeepers® Kia Wah Bay 2-Eye Boat Timberland Earthkeepers® Kia Wah Bay 2-Eye Boat $95.00 Rated: 4 stars! Timberland - Earthkeepers® Kia Wah Bay 2-Eye Boat Timberland Earthkeepers® Kia Wah Bay 2-Eye Boat $95.00 Rated: 4 stars!
Timberland - Earthkeepers® Kia Wah Bay 2-Eye Boat Timberland Earthkeepers® Kia Wah Bay 2-Eye Boat $95.00 Rated: 4 stars! Timberland - Earthkeepers® Kia Wah Bay 2-Eye Boat Timberland Earthkeepers® Kia Wah Bay 2-Eye Boat $95.00 Rated: 4 stars! Timberland - TH340016 Baseball Cap Timberland TH340016 Baseball Cap $25.00 Timberland - Earthkeepers® Hartwick Plain Toe Oxford Waterproof Timberland Earthkeepers® Hartwick Plain Toe Oxford Waterproof $120.00 Rated: 4 stars!
Timberland - Earthkeepers® Hartwick Plain Toe Oxford Waterproof Timberland Earthkeepers® Hartwick Plain Toe Oxford Waterproof $120.00 Rated: 4 stars! Timberland - TM31111 Wool Crew 2-Pair Pack Timberland TM31111 Wool Crew 2-Pair Pack $17.00 Timberland - TM31036 Rugged Cotton Crew 2-Pair Pack Timberland TM31036 Rugged Cotton Crew 2-Pair Pack $17.00 Timberland - TM30407 No Show 3-Pair Pack Timberland TM30407 No Show 3-Pair Pack $12.00 Rated: 5 stars!
Timberland - TM30407 No Show 3-Pair Pack Timberland TM30407 No Show 3-Pair Pack $12.00 Rated: 5 stars! Timberland - TM30407 No Show 3-Pair Pack Timberland TM30407 No Show 3-Pair Pack $12.00 Rated: 5 stars! Timberland - Earthkeepers® Kempton Oxford Timberland Earthkeepers® Kempton Oxford $130.00 Rated: 5 stars! Timberland - TM31548 Marled Crew 2-Pack Timberland TM31548 Marled Crew 2-Pack $17.00
Timberland - TM31548 Marled Crew 2-Pack Timberland TM31548 Marled Crew 2-Pack $17.00 Timberland - TM31403 Boat Shoe Liner 3-Pack Timberland TM31403 Boat Shoe Liner 3-Pack $15.00 Timberland - GL31241 Heritage Nubuck Boot Glove Timberland GL31241 Heritage Nubuck Boot Glove $60.00 Timberland - TH340215 Ivy Driver Timberland TH340215 Ivy Driver $35.00
Timberland - TH340215 Ivy Driver Timberland TH340215 Ivy Driver $35.00 Timberland - GL360034 Melton Wool Deerskin Glove Timberland GL360034 Melton Wool Deerskin Glove $70.00 Timberland - Long Sleeve Parker River Flannel Plaid Timberland Long Sleeve Parker River Flannel Plaid $78.00 Timberland - Traditional Handsewn 3-Eyelet Classic Lug Timberland Traditional Handsewn 3-Eyelet Classic Lug $125.00 Rated: 5 stars!
Timberland - Traditional Handsewn 3-Eyelet Classic Lug Timberland Traditional Handsewn 3-Eyelet Classic Lug $125.00 Rated: 5 stars! Timberland - Earthkeepers® Brook Park Chukka Timberland Earthkeepers® Brook Park Chukka $130.00 Rated: 5 stars! Timberland - Earthkeepers® Brook Park Chukka Timberland Earthkeepers® Brook Park Chukka $130.00 Rated: 5 stars! Timberland - Earthkeepers® Mt. Maddsen Mid Waterproof Timberland Earthkeepers® Mt. Maddsen Mid Waterproof $110.00 Rated: 5 stars!
Timberland - Earthkeepers® Chestnut Ridge 6 Timberland Earthkeepers® Chestnut Ridge 6" Boot Waterproof $175.00 Rated: 4 stars! Timberland - Earthkeepers® Brook Park Chukka Timberland Earthkeepers® Brook Park Chukka $130.00 Rated: 5 stars! Timberland - Earthkeepers® Brook Park Chelsea Timberland Earthkeepers® Brook Park Chelsea $130.00 Rated: 4 stars! Timberland - Earthkeepers® Mt. Maddsen Mid Waterproof Timberland Earthkeepers® Mt. Maddsen Mid Waterproof $110.00 Rated: 5 stars!
Timberland - TPS31412 Crew 2-Pair Pack Timberland TPS31412 Crew 2-Pair Pack $18.00 Rated: 1 stars! Timberland - TM31320 Merino Wool Hiker Crew 2-Pair Pack Timberland TM31320 Merino Wool Hiker Crew 2-Pair Pack $17.00 Timberland - TM31004 Merino Wool Boot 2-Pair Pack Timberland TM31004 Merino Wool Boot 2-Pair Pack $17.00 Timberland - TM31424 10 Timberland TM31424 10" Boot 2-Pair Pack $19.00
Timberland - TM31424 10 Timberland TM31424 10" Boot 2-Pair Pack $19.00 Timberland - TM31155 Cool Touch Crew 2-Pair Pack Timberland TM31155 Cool Touch Crew 2-Pair Pack $18.00 Rated: 5 stars! Timberland - TM31155 Cool Touch Crew 2-Pair Pack Timberland TM31155 Cool Touch Crew 2-Pair Pack $18.00 Rated: 5 stars! Timberland - TM31322 Comfort Crew 4-Pair Pack Timberland TM31322 Comfort Crew 4-Pair Pack $24.00
Timberland - TM31322 Comfort Crew 4-Pair Pack Timberland TM31322 Comfort Crew 4-Pair Pack $24.00 Timberland - TM31381 Comfort Quarter 4-Pair Pack Timberland TM31381 Comfort Quarter 4-Pair Pack $20.00 Timberland - TM31381 Comfort Quarter 4-Pair Pack Timberland TM31381 Comfort Quarter 4-Pair Pack $20.00 Timberland - Earthkeepers® Kempton Chukka Timberland Earthkeepers® Kempton Chukka $140.00 Rated: 5 stars!
Timberland - Earthkeepers® Altamont 2.0 Open-Toe Fisherman Timberland Earthkeepers® Altamont 2.0 Open-Toe Fisherman $80.00 Timberland - Earthkeepers® Kempton Oxford Timberland Earthkeepers® Kempton Oxford $130.00 Rated: 5 stars! Timberland - Groveton Plain Toe Chukka Leather and Fabric Timberland Groveton Plain Toe Chukka Leather and Fabric $90.00 Rated: 5 stars! Timberland - Windproof Soft Shell Gloves Timberland Windproof Soft Shell Gloves $36.00
Timberland - Groveton Leather and Fabric Chukka Timberland Groveton Leather and Fabric Chukka $80.00 Rated: 4 stars! Timberland - TM31369 10 Timberland TM31369 10" Boot 2-Pair Pack $17.00 Timberland - GL360033 Waxed Canvas Deerskin Timberland GL360033 Waxed Canvas Deerskin $70.00 Timberland - TH340200 Marled Cuff with Pom Timberland TH340200 Marled Cuff with Pom $35.00
Timberland - TH340200 Marled Cuff with Pom Timberland TH340200 Marled Cuff with Pom $35.00 Timberland - TH340200 Marled Cuff with Pom Timberland TH340200 Marled Cuff with Pom $35.00 Timberland - TH340200 Marled Cuff with Pom Timberland TH340200 Marled Cuff with Pom $35.00 Timberland - Long Sleeve Bass River Wool Timberland Long Sleeve Bass River Wool $98.00
Timberland - Long Sleeve Bass River Wool Timberland Long Sleeve Bass River Wool $98.00 Timberland - Field Boot Timberland Field Boot $140.00 Rated: 5 stars! Timberland - White Ledge Mid Waterproof Timberland White Ledge Mid Waterproof $110.00 Rated: 5 stars! Timberland - White Ledge Mid Waterproof Timberland White Ledge Mid Waterproof $110.00 Rated: 5 stars!
Timberland - Earthkeepers® City Lite Waterproof Chukka Timberland Earthkeepers® City Lite Waterproof Chukka $120.00 Rated: 4 stars! Timberland - Earthkeepers® City Lite Waterproof Chukka Timberland Earthkeepers® City Lite Waterproof Chukka $120.00 Rated: 4 stars! Timberland - Earthkeepers® Brook Park Chelsea Timberland Earthkeepers® Brook Park Chelsea $130.00 Rated: 4 stars! Timberland - Earthkeepers® Stormbuck Duck Chukka Timberland Earthkeepers® Stormbuck Duck Chukka $140.00 Rated: 4 stars!
Timberland - TPS31407 Crew 2-Pair Pack Timberland TPS31407 Crew 2-Pair Pack $20.00 Rated: 5 stars! Timberland - TPS31408 Crew 2-Pair Pack Timberland TPS31408 Crew 2-Pair Pack $18.00 Timberland - TPS31408 Crew 2-Pair Pack Timberland TPS31408 Crew 2-Pair Pack $18.00 Timberland - TPS31408 Crew 2-Pair Pack Timberland TPS31408 Crew 2-Pair Pack $18.00
Timberland - TPS31412 Crew 2-Pair Pack Timberland TPS31412 Crew 2-Pair Pack $18.00 Rated: 1 stars! Timberland - TPS31412 Crew 2-Pair Pack Timberland TPS31412 Crew 2-Pair Pack $18.00 Rated: 1 stars! Timberland - TPS31410 Crew 3-Pair Pack Timberland TPS31410 Crew 3-Pair Pack $18.00 Timberland - TPS31410 Crew 3-Pair Pack Timberland TPS31410 Crew 3-Pair Pack $18.00
Timberland - TM30405 Crew 3-Pair Pack Timberland TM30405 Crew 3-Pair Pack $14.00 Rated: 1 stars! Timberland - TM30405 Crew 3-Pair Pack Timberland TM30405 Crew 3-Pair Pack $14.00 Rated: 1 stars! Timberland - TM30405 Crew 3-Pair Pack Timberland TM30405 Crew 3-Pair Pack $14.00 Rated: 1 stars! Timberland - Earthkeepers® Brook Park Chukka Timberland Earthkeepers® Brook Park Chukka $110.00 Rated: 5 stars!
Timberland - TM30406 Quarter 3-Pair Pack Timberland TM30406 Quarter 3-Pair Pack $14.00 Rated: 5 stars! Timberland - TM30406 Quarter 3-Pair Pack Timberland TM30406 Quarter 3-Pair Pack $14.00 Rated: 5 stars! Timberland - Classic 6 Timberland Classic 6" Premium Boot $190.00 Rated: 5 stars! Timberland - West Haven 6 Timberland West Haven 6" Side Zip Boot $180.00 Rated: 5 stars!
Timberland - West Haven 6 Timberland West Haven 6" Side Zip Boot $180.00 Rated: 5 stars! Timberland - Britton Hill Waterproof Chukka Timberland Britton Hill Waterproof Chukka $180.00 Rated: 5 stars! Timberland - Chestnut Ridge 6 Timberland Chestnut Ridge 6" Insulated Waterproof Boot $190.00 Rated: 4 stars! Timberland - Britton Hill Waterproof Chukka Timberland Britton Hill Waterproof Chukka $180.00 Rated: 5 stars!
Timberland - Chestnut Ridge 6 Timberland Chestnut Ridge 6" Insulated Waterproof Boot $190.00 Rated: 4 stars! Timberland - West Haven Chukka Timberland West Haven Chukka $160.00 Rated: 5 stars! Timberland - Heston Mid w/ GORE-TEX® Membrane Timberland Heston Mid w/ GORE-TEX® Membrane $170.00 Timberland - Adventure 2.0 Cupsole Slip-On Timberland Adventure 2.0 Cupsole Slip-On $100.00
Timberland - TM30873R Merino Wool Crew 2-Pack Timberland TM30873R Merino Wool Crew 2-Pack $17.00 Timberland - TM30873R Merino Wool Crew 2-Pack Timberland TM30873R Merino Wool Crew 2-Pack $17.00 Timberland - TM31568 Heavy Weight Merino Wool Crew 3-Pack Timberland TM31568 Heavy Weight Merino Wool Crew 3-Pack $24.00 Timberland - Groveton Moc Toe Chukka Timberland Groveton Moc Toe Chukka $100.00

Need Help?

Customer Service Representative

Have size or selection questions? We can help!

Begin Live Chat
Close
Zappos Family Core Value:

10. Be Humble