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“casual and Timberland Men” we found 136 items!

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Timberland - Britton Hill Waterproof Moc Toe Boot Timberland Britton Hill Waterproof Moc Toe Boot $200.00 Timberland - Britton Hill Waterproof Moc Toe Boot Timberland Britton Hill Waterproof Moc Toe Boot $200.00 Timberland - Classic 6 Timberland Classic 6" Premium Boot $190.00 Rated: 5 stars! Timberland - Classic 6 Timberland Classic 6" Premium Boot $190.00 Rated: 5 stars!
Timberland - Classic 6 Timberland Classic 6" Premium Boot $190.00 Rated: 5 stars! Timberland - West Haven 6 Timberland West Haven 6" Waterproof Boot $190.00 Rated: 4 stars! Timberland - West Haven 6 Timberland West Haven 6" Waterproof Boot $190.00 Rated: 4 stars! Timberland - Chestnut Ridge 6 Timberland Chestnut Ridge 6" Insulated Waterproof Boot $190.00 Rated: 4 stars!
Timberland - Chestnut Ridge 6 Timberland Chestnut Ridge 6" Insulated Waterproof Boot $190.00 Rated: 4 stars! Timberland - Earthkeepers® Rugged 6 Timberland Earthkeepers® Rugged 6" Boot $180.00 Rated: 5 stars! Timberland - Britton Hill Waterproof Chukka Timberland Britton Hill Waterproof Chukka $180.00 Rated: 5 stars! Timberland - Britton Hill Waterproof Chukka Timberland Britton Hill Waterproof Chukka $180.00 Rated: 5 stars!
Timberland - Earthkeepers® Chestnut Ridge 6 Timberland Earthkeepers® Chestnut Ridge 6" Boot Waterproof $175.00 Rated: 4 stars! Timberland - Earthkeepers® Chestnut Ridge 6 Timberland Earthkeepers® Chestnut Ridge 6" Boot Waterproof $175.00 Rated: 4 stars! Timberland - West Haven Waterproof Chukka Timberland West Haven Waterproof Chukka $170.00 Rated: 5 stars! Timberland - West Haven Waterproof Chukka Timberland West Haven Waterproof Chukka $170.00 Rated: 5 stars!
Timberland - Heston Mid w/ GORE-TEX® Membrane Timberland Heston Mid w/ GORE-TEX® Membrane $170.00 Timberland - Willoughby Waterproof Chukka Timberland Willoughby Waterproof Chukka $170.00 NEW! Timberland - West Haven 6 Timberland West Haven 6" Side Zip Boot $180.00 $165.00 Rated: 5 stars! Timberland - West Haven 6 Timberland West Haven 6" Side Zip Boot $180.00 $165.00 Rated: 5 stars!
Timberland - West Haven Chukka Timberland West Haven Chukka $160.00 Rated: 5 stars! Timberland - West Haven Chukka Timberland West Haven Chukka $160.00 Rated: 5 stars! Timberland - Schazzberg Mid Waterproof Insulated Timberland Schazzberg Mid Waterproof Insulated $160.00 Rated: 5 stars! Timberland - Mount Davis Timeless Waxed Canvas Jacket Timberland Mount Davis Timeless Waxed Canvas Jacket $158.00 NEW!
Timberland - Mount Davis Timeless Waxed Canvas Jacket Timberland Mount Davis Timeless Waxed Canvas Jacket $158.00 NEW! Timberland - Earthkeepers® Rugged Original Leather 6 Timberland Earthkeepers® Rugged Original Leather 6" Boot $160.00 $150.00 Rated: 4 stars! Timberland - Earthkeepers® Rugged Original Leather 6 Timberland Earthkeepers® Rugged Original Leather 6" Boot $160.00 $150.00 Rated: 4 stars! Timberland - Earthkeepers® Rugged Original Leather 6 Timberland Earthkeepers® Rugged Original Leather 6" Boot $160.00 $150.00 Rated: 4 stars!
Timberland - Earthkeepers® Rugged Original Leather 6 Timberland Earthkeepers® Rugged Original Leather 6" Boot $160.00 $150.00 Rated: 4 stars! Timberland - Chocorua Trail Mid with Gore-Tex® Membrane Timberland Chocorua Trail Mid with Gore-Tex® Membrane $140.00 Rated: 4 stars! Timberland - Earthkeepers® Kempton Chukka Timberland Earthkeepers® Kempton Chukka $140.00 Rated: 5 stars! Timberland - Carter Notch Waterproof Plain Toe Chukka Timberland Carter Notch Waterproof Plain Toe Chukka $140.00 NEW!
Timberland - Carter Notch Waterproof Plain Toe Chukka Timberland Carter Notch Waterproof Plain Toe Chukka $140.00 NEW! Timberland - DryVent Ragged Packable Jacket Timberland DryVent Ragged Packable Jacket $138.00 NEW! Timberland - DryVent Ragged Packable Jacket Timberland DryVent Ragged Packable Jacket $138.00 NEW! Timberland - Traditional Handsewn 3-Eyelet Classic Lug Timberland Traditional Handsewn 3-Eyelet Classic Lug $130.00 Rated: 5 stars!
Timberland - Earthkeepers® Brook Park Chelsea Timberland Earthkeepers® Brook Park Chelsea $130.00 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® Brook Park Chelsea Timberland Earthkeepers® Brook Park Chelsea $130.00 Rated: 5 stars!
Timberland - Earthkeepers® Brook Park Chukka Timberland Earthkeepers® Brook Park Chukka $130.00 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® 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 - Carter Notch Waterproof Plain Toe Oxford Timberland Carter Notch Waterproof Plain Toe Oxford $120.00 NEW! Timberland - Altamont Closed Toe/Closed Back Fisherman Timberland Altamont Closed Toe/Closed Back Fisherman $110.00 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® Brook Park Chukka Timberland Earthkeepers® Brook Park Chukka $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 - Earthkeepers® Brook Park Chukka Timberland Earthkeepers® Brook Park Chukka $110.00 Rated: 5 stars!
Timberland - Tenmile Chukka Timberland Tenmile Chukka $110.00 NEW! View more like this Timberland - Amherst Chukka Timberland Amherst Chukka $110.00 View more like this Timberland - Amherst Chukka Timberland Amherst Chukka $110.00 Timberland - Carter Notch Waterproof Plain Toe Oxford Timberland Carter Notch Waterproof Plain Toe Oxford $120.00 $110.00 NEW!
Timberland - Earthkeepers® Mt. Maddsen Mid Waterproof Timberland Earthkeepers® Mt. Maddsen Mid Waterproof $110.00 $100.00 Rated: 4 stars! Timberland - Earthkeepers® Mt. Maddsen Mid Waterproof Timberland Earthkeepers® Mt. Maddsen Mid Waterproof $110.00 $100.00 Rated: 4 stars! Timberland - Squam Lake Cordura Pants Timberland Squam Lake Cordura Pants $98.00 NEW! Timberland - Squam Lake Cordura Pants Timberland Squam Lake Cordura Pants $98.00 NEW!
Timberland - Squam Lake Cordura Denim Timberland Squam Lake Cordura Denim $98.00 Timberland - Earthkeepers® Kia Wah Bay 2-Eye Boat Timberland Earthkeepers® Kia Wah Bay 2-Eye Boat $95.00 Rated: 4 stars! Timberland - Groveton Plain Toe Chukka Leather and Fabric Timberland Groveton Plain Toe Chukka Leather and Fabric $90.00 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 - Groveton Leather and Fabric Chukka Timberland Groveton Leather and Fabric Chukka $80.00 Rated: 4 stars! Timberland - Groveton Leather and Fabric Chukka Timberland Groveton Leather and Fabric Chukka $80.00 Rated: 4 stars! NEW! Timberland - Groveton Leather and Fabric Chukka Timberland Groveton Leather and Fabric Chukka $80.00 Rated: 4 stars! NEW! Timberland - Double Layer Plaid Shirt Timberland Double Layer Plaid Shirt $78.00 NEW!
Timberland - Double Layer Plaid Shirt Timberland Double Layer Plaid Shirt $78.00 NEW! Timberland - Webster Lake CORDURA® Short Timberland Webster Lake CORDURA® Short $88.00 $70.99 Timberland - Webster Lake CORDURA® Short Timberland Webster Lake CORDURA® Short $88.00 $70.99 Timberland - Webster Lake CORDURA® Short Timberland Webster Lake CORDURA® Short $88.00 $70.99
Timberland - Webster Lake CORDURA® Short Timberland Webster Lake CORDURA® Short $88.00 $70.99 Timberland - Contemporary Twill Plaid Shirt Timberland Contemporary Twill Plaid Shirt $68.00 Timberland - Warner River Linen Shirt Timberland Warner River Linen Shirt $68.00 $55.00 Timberland - Allendale River Slim Fit Chambray Shirt Timberland Allendale River Slim Fit Chambray Shirt $68.00 $55.00
Timberland - Warner River Linen Shirt Timberland Warner River Linen Shirt $68.00 $55.00 Timberland - Great Brook Slub Polo Timberland Great Brook Slub Polo $58.00 $47.00 Timberland - Allendale River Plaid Poplin Shirt Timberland Allendale River Plaid Poplin Shirt $58.00 $47.00 Timberland - Great Brook Slub Polo Timberland Great Brook Slub Polo $58.00 $47.00
Timberland - Allendale River Saltscrub Poplin Shirt Timberland Allendale River Saltscrub Poplin Shirt $58.00 $47.00 Timberland - Parker River Indigo Shirt Timberland Parker River Indigo Shirt $58.00 $47.00 Timberland - Allendale River Plaid Poplin Shirt Timberland Allendale River Plaid Poplin Shirt $58.00 $47.00 Timberland - Great Brook Slub Polo Timberland Great Brook Slub Polo $58.00 $47.00
Timberland - Allendale River Saltscrub Poplin Shirt Timberland Allendale River Saltscrub Poplin Shirt $58.00 $47.00 Timberland - Great Brook Slub Polo Timberland Great Brook Slub Polo $58.00 $47.00 Timberland - Essential Slub Pocket T-Shirt Timberland Essential Slub Pocket T-Shirt $48.00 $39.99 Timberland - Essential Slub Pocket T-Shirt Timberland Essential Slub Pocket T-Shirt $48.00 $39.99
Timberland - Essential Slub Pocket T-Shirt Timberland Essential Slub Pocket T-Shirt $48.00 $39.99 Timberland - Kennebec Linear Logo T-Shirt Timberland Kennebec Linear Logo T-Shirt $38.00 Timberland - Kennebec Linear Logo T-Shirt Timberland Kennebec Linear Logo T-Shirt $38.00 Timberland - Kennebec River Tree Logo T-Shirt Timberland Kennebec River Tree Logo T-Shirt $28.00
Timberland - TM31322 Comfort Crew 4-Pair Pack Timberland TM31322 Comfort Crew 4-Pair Pack $24.00 Rated: 5 stars! Timberland - TM31322 Comfort Crew 4-Pair Pack Timberland TM31322 Comfort Crew 4-Pair Pack $24.00 Rated: 5 stars! Timberland - TM31322 Comfort Crew 4-Pair Pack Timberland TM31322 Comfort Crew 4-Pair Pack $24.00 Rated: 5 stars! Timberland - TM31568 Heavy Weight Merino Wool Crew 3-Pack Timberland TM31568 Heavy Weight Merino Wool Crew 3-Pack $24.00
Timberland - TM31381 Comfort Quarter 4-Pair Pack Timberland TM31381 Comfort Quarter 4-Pair Pack $20.00 Timberland - TPS31407 Crew 2-Pair Pack Timberland TPS31407 Crew 2-Pair Pack $20.00 Rated: 5 stars! Timberland - TM31381 Comfort Quarter 4-Pair Pack Timberland TM31381 Comfort Quarter 4-Pair Pack $20.00 Timberland - Comfort No Show 4-Pack Socks Timberland Comfort No Show 4-Pack Socks $20.00 NEW!
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