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| Best Seller  | Wide Width Men's Timberland® 6-Inch Waterproof Boots by Timberland in Black (Size 12 W) These Timberland® 6-Inch Waterproof Boots are designed to hold up to wear and tear, year after year. Ready for the great outdoors, these leather work boots feature seam-sealed waterproof protection and rubber lug outsoles to grip rugged terrain.... ... more | $210.99 $188.99 go to store |
 | Wide Width Men's Timberland® 6-Inch Waterproof Boots by Timberland in Black (Size 9 1/2 W) These Timberland® 6-Inch Waterproof Boots are designed to hold up to wear and tear, year after year. Ready for the great outdoors, these leather work boots feature seam-sealed waterproof protection and rubber lug outsoles to grip rugged terrain.... ... more | $210.99 $188.99 go to store |
| Best Seller  | Wide Width Men's Timberland® 6-Inch Waterproof Boots by Timberland in Black (Size 10 1/2 W) These Timberland® 6-Inch Waterproof Boots are designed to hold up to wear and tear, year after year. Ready for the great outdoors, these leather work boots feature seam-sealed waterproof protection and rubber lug outsoles to grip rugged terrain.... ... more | $210.99 $188.99 go to store |
 | Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Black (Size 13 M) Make footprints on your favorite trail in our Timberland® Mt.Maddsen Waterproof Hiking Boots. Keeping your feet dry in rugged style, these leather hikers take on any terrain and look great with your performance hiking gear and with jeans and a tee.... ... more | $145.99 $130.99 go to store |
 | Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Black (Size 10 M) Make footprints on your favorite trail in our Timberland® Mt.Maddsen Waterproof Hiking Boots. Keeping your feet dry in rugged style, these leather hikers take on any terrain and look great with your performance hiking gear and with jeans and a tee.... ... more | $145.99 $130.99 go to store |
 | Wide Width Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Black (Size 10 W) Make footprints on your favorite trail in our Timberland® Mt.Maddsen Waterproof Hiking Boots. Keeping your feet dry in rugged style, these leather hikers take on any terrain and look great with your performance hiking gear and with jeans and a tee.... ... more | $145.99 $130.99 go to store |
 | Timberland Arbor Road Waterproof Chukka - Mens 7 Black Boot Medium *Chukka boot from Timberland *Premium Timberland leather upper *Lace-up front closure *ReBOTL fabric lining *OrthoLite® footbed *Compression-molded EVA midsole *Seam-sealed construction *GreenStride sole *Rubber outsole ... more
Timberland Arbor Road Waterproof Chukka - Mens 7 Black Boot Medium *Chukka boot from Timberland *Premium Timberland leather upper *Lace-up front closure *ReBOTL fabric lining *OrthoLite® footbed *Compression-molded EVA midsole *Seam-sealed construction *GreenStride sole *Rubber outsole | $169.95 $152.97 FREE shipping go to store |
 | Timberland Arbor Road Waterproof Chukka - Mens 10.5 Black Boot Medium *Chukka boot from Timberland *Premium Timberland leather upper *Lace-up front closure *ReBOTL fabric lining *OrthoLite® footbed *Compression-molded EVA midsole *Seam-sealed construction *GreenStride sole *Rubber outsole ... more
Timberland Arbor Road Waterproof Chukka - Mens 10.5 Black Boot Medium *Chukka boot from Timberland *Premium Timberland leather upper *Lace-up front closure *ReBOTL fabric lining *OrthoLite® footbed *Compression-molded EVA midsole *Seam-sealed construction *GreenStride sole *Rubber outsole | $169.95 $152.97 FREE shipping go to store |
 | Reebok Postal Express Chukka Boots - Men's Black 5 Medium 690774227453 Reebok Postal Express Chukka Boots - Men's Black 5 Medium 690774227453. Specifications for Reebok Postal Express Chukka Boots - Men's: Manufacturer: Reebok Gender: Male Footwear Type: Boots Toe Type: Soft Color: Black Footwear Upper Fabric/Material:... ... more | FREE shipping go to store |
 | Reebok Postal Express Chukka Boots - Men's Medium Black 16 690774475144 Reebok Postal Express Chukka Boots - Men's Medium Black 16 690774475144. Specifications for Reebok Postal Express Chukka Boots - Men's: Manufacturer: Reebok Gender: Male Footwear Type: Boots Toe Type: Soft Color: Black Footwear Upper Fabric/Material:... ... more | FREE shipping go to store |
 | Reebok Postal Express Chukka Boots - Men's Black 6 Medium 690774213616 Reebok Postal Express Chukka Boots - Men's Black 6 Medium 690774213616. Specifications for Reebok Postal Express Chukka Boots - Men's: Manufacturer: Reebok Gender: Male Footwear Type: Boots Toe Type: Soft Color: Black Footwear Upper Fabric/Material:... ... more | FREE shipping go to store |
 | Tbl® 1973 Newman Waterproof Chukka Boot Men's Timberland Tbl® 1973 Newman Waterproof Chukka Boot - Black - Casual boots Inspired by the original iconic boot, this durable chukka boasts seam-sealed waterproof protection, a padded collar, arch-supporting shank and grippy lug sole. The leather... ... more | FREE shipping go to store |
 | Men's Timberland® Chocorua Trail Waterproof Hiking Boot by Timberland in Black (Size 10 1/2 M) The legendary Chocorua waterproof hiking boots, now built for the big and tall guy. The Chocorua is built to withstand the elements: Gore-Tex membranes keep feet dry and the leather upper is waterproof.Premium full-grain waterproof leather upperPadded... ... more | $154.99 $138.99 go to store |
 | Wide Width Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Black (Size 11 W) Make footprints on your favorite trail in our Timberland® Mt.Maddsen Waterproof Hiking Boots. Keeping your feet dry in rugged style, these leather hikers take on any terrain and look great with your performance hiking gear and with jeans and a tee.... ... more | $145.99 $130.99 go to store |
 | Wide Width Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Black (Size 12 W) Make footprints on your favorite trail in our Timberland® Mt.Maddsen Waterproof Hiking Boots. Keeping your feet dry in rugged style, these leather hikers take on any terrain and look great with your performance hiking gear and with jeans and a tee.... ... more | $145.99 $130.99 go to store |
 | Men's Timberland® 6-Inch Waterproof Boots by Timberland in Black (Size 13 M) These Timberland® 6-Inch Waterproof Boots are designed to hold up to wear and tear, year after year. Ready for the great outdoors, these leather work boots feature seam-sealed waterproof protection and rubber lug outsoles to grip rugged terrain.... ... more | $210.99 $188.99 go to store |
 | Men's Timberland® Mt.Maddsen Waterproof Hiking Boots by Timberland in Black (Size 12 M) Make footprints on your favorite trail in our Timberland® Mt.Maddsen Waterproof Hiking Boots. Keeping your feet dry in rugged style, these leather hikers take on any terrain and look great with your performance hiking gear and with jeans and a tee.... ... more | $145.99 $130.99 go to store |
 | Timberland Arbor Road Waterproof Chukka - Mens 13 Black Boot Medium *Chukka boot from Timberland *Premium Timberland leather upper *Lace-up front closure *ReBOTL fabric lining *OrthoLite® footbed *Compression-molded EVA midsole *Seam-sealed construction *GreenStride sole *Rubber outsole ... more
Timberland Arbor Road Waterproof Chukka - Mens 13 Black Boot Medium *Chukka boot from Timberland *Premium Timberland leather upper *Lace-up front closure *ReBOTL fabric lining *OrthoLite® footbed *Compression-molded EVA midsole *Seam-sealed construction *GreenStride sole *Rubber outsole | $169.95 $152.97 FREE shipping go to store |
 | Timberland Arbor Road Waterproof Chukka - Mens 11.5 Black Boot Medium *Chukka boot from Timberland *Premium Timberland leather upper *Lace-up front closure *ReBOTL fabric lining *OrthoLite® footbed *Compression-molded EVA midsole *Seam-sealed construction *GreenStride sole *Rubber outsole ... more
Timberland Arbor Road Waterproof Chukka - Mens 11.5 Black Boot Medium *Chukka boot from Timberland *Premium Timberland leather upper *Lace-up front closure *ReBOTL fabric lining *OrthoLite® footbed *Compression-molded EVA midsole *Seam-sealed construction *GreenStride sole *Rubber outsole | $169.95 $152.97 FREE shipping go to store |
 | Timberland Arbor Road Waterproof Chukka - Mens 9.5 Black Boot Medium *Chukka boot from Timberland *Premium Timberland leather upper *Lace-up front closure *ReBOTL fabric lining *OrthoLite® footbed *Compression-molded EVA midsole *Seam-sealed construction *GreenStride sole *Rubber outsole ... more
Timberland Arbor Road Waterproof Chukka - Mens 9.5 Black Boot Medium *Chukka boot from Timberland *Premium Timberland leather upper *Lace-up front closure *ReBOTL fabric lining *OrthoLite® footbed *Compression-molded EVA midsole *Seam-sealed construction *GreenStride sole *Rubber outsole | $169.95 $152.97 FREE shipping go to store |
 | Timberland Arbor Road Waterproof Chukka - Mens 8 Black Boot Medium *Chukka boot from Timberland *Premium Timberland leather upper *Lace-up front closure *ReBOTL fabric lining *OrthoLite® footbed *Compression-molded EVA midsole *Seam-sealed construction *GreenStride sole *Rubber outsole ... more
Timberland Arbor Road Waterproof Chukka - Mens 8 Black Boot Medium *Chukka boot from Timberland *Premium Timberland leather upper *Lace-up front closure *ReBOTL fabric lining *OrthoLite® footbed *Compression-molded EVA midsole *Seam-sealed construction *GreenStride sole *Rubber outsole | $169.95 $152.97 FREE shipping go to store |
 | Timberland Arbor Road Waterproof Chukka - Mens 9 Black Boot Medium *Chukka boot from Timberland *Premium Timberland leather upper *Lace-up front closure *ReBOTL fabric lining *OrthoLite® footbed *Compression-molded EVA midsole *Seam-sealed construction *GreenStride sole *Rubber outsole ... more
Timberland Arbor Road Waterproof Chukka - Mens 9 Black Boot Medium *Chukka boot from Timberland *Premium Timberland leather upper *Lace-up front closure *ReBOTL fabric lining *OrthoLite® footbed *Compression-molded EVA midsole *Seam-sealed construction *GreenStride sole *Rubber outsole | $169.95 $152.97 FREE shipping go to store |
 | Timberland Arbor Road Waterproof Chukka - Mens 10 Black Boot Medium *Chukka boot from Timberland *Premium Timberland leather upper *Lace-up front closure *ReBOTL fabric lining *OrthoLite® footbed *Compression-molded EVA midsole *Seam-sealed construction *GreenStride sole *Rubber outsole ... more
Timberland Arbor Road Waterproof Chukka - Mens 10 Black Boot Medium *Chukka boot from Timberland *Premium Timberland leather upper *Lace-up front closure *ReBOTL fabric lining *OrthoLite® footbed *Compression-molded EVA midsole *Seam-sealed construction *GreenStride sole *Rubber outsole | $169.95 $152.97 FREE shipping go to store |
 | Timberland Arbor Road Waterproof Chukka - Mens 11 Black Boot Medium *Chukka boot from Timberland *Premium Timberland leather upper *Lace-up front closure *ReBOTL fabric lining *OrthoLite® footbed *Compression-molded EVA midsole *Seam-sealed construction *GreenStride sole *Rubber outsole ... more
Timberland Arbor Road Waterproof Chukka - Mens 11 Black Boot Medium *Chukka boot from Timberland *Premium Timberland leather upper *Lace-up front closure *ReBOTL fabric lining *OrthoLite® footbed *Compression-molded EVA midsole *Seam-sealed construction *GreenStride sole *Rubber outsole | $169.95 $152.97 FREE shipping go to store |
 | Men's Timberland® 6-Inch Waterproof Boots by Timberland in Black (Size 12 M) These Timberland® 6-Inch Waterproof Boots are designed to hold up to wear and tear, year after year. Ready for the great outdoors, these leather work boots feature seam-sealed waterproof protection and rubber lug outsoles to grip rugged terrain.... ... more | $210.99 $188.99 go to store |
 | Wide Width Men's Timberland® 6-Inch Waterproof Boots by Timberland in Black (Size 11 W) These Timberland® 6-Inch Waterproof Boots are designed to hold up to wear and tear, year after year. Ready for the great outdoors, these leather work boots feature seam-sealed waterproof protection and rubber lug outsoles to grip rugged terrain.... ... more | $210.99 $188.99 go to store |
 | Wide Width Men's White Ledge Waterproof boot by Timberland in Black (Size 12 W) Rugged, durable, and waterproof, these lace-up boots will be your go-to boot for outdoor adventures. EVA footbed & midsoleTop lace hooksWaterproof faux leather upperImported | Wide Width Men's White Ledge Waterproof boot by Timberland in Black (Size 12 W) ... more | $169.99 $152.99 go to store |
 | Men's White Ledge Waterproof boot by Timberland in Black (Size 11 M) Rugged, durable, and waterproof, these lace-up boots will be your go-to boot for outdoor adventures. EVA footbed & midsoleTop lace hooksWaterproof faux leather upperImported | Men's White Ledge Waterproof boot by Timberland in Black (Size 11 M) ... more | $169.99 $152.99 go to store |
 | Timberland Arbor Road Waterproof Chukka - Mens 10.5 Brown Boot Medium *Chukka boot from Timberland *Premium Timberland leather upper *Lace-up front closure *ReBOTL fabric lining *OrthoLite® footbed *Compression-molded EVA midsole *Seam-sealed construction *GreenStride sole *Rubber outsole ... more
Timberland Arbor Road Waterproof Chukka - Mens 10.5 Brown Boot Medium *Chukka boot from Timberland *Premium Timberland leather upper *Lace-up front closure *ReBOTL fabric lining *OrthoLite® footbed *Compression-molded EVA midsole *Seam-sealed construction *GreenStride sole *Rubber outsole | $169.95 $135.97 FREE shipping go to store |
 | Timberland Arbor Road Waterproof Chukka - Mens 11.5 Brown Boot Medium *Chukka boot from Timberland *Premium Timberland leather upper *Lace-up front closure *ReBOTL fabric lining *OrthoLite® footbed *Compression-molded EVA midsole *Seam-sealed construction *GreenStride sole *Rubber outsole ... more
Timberland Arbor Road Waterproof Chukka - Mens 11.5 Brown Boot Medium *Chukka boot from Timberland *Premium Timberland leather upper *Lace-up front closure *ReBOTL fabric lining *OrthoLite® footbed *Compression-molded EVA midsole *Seam-sealed construction *GreenStride sole *Rubber outsole | $169.95 $135.97 FREE shipping go to store |
 | Timberland Arbor Road Waterproof Chukka - Mens 13 Brown Boot Medium *Chukka boot from Timberland *Premium Timberland leather upper *Lace-up front closure *ReBOTL fabric lining *OrthoLite® footbed *Compression-molded EVA midsole *Seam-sealed construction *GreenStride sole *Rubber outsole ... more
Timberland Arbor Road Waterproof Chukka - Mens 13 Brown Boot Medium *Chukka boot from Timberland *Premium Timberland leather upper *Lace-up front closure *ReBOTL fabric lining *OrthoLite® footbed *Compression-molded EVA midsole *Seam-sealed construction *GreenStride sole *Rubber outsole | $169.95 $135.97 FREE shipping go to store |
 | Timberland Arbor Road Waterproof Chukka - Mens 7 Brown Boot Medium *Chukka boot from Timberland *Premium Timberland leather upper *Lace-up front closure *ReBOTL fabric lining *OrthoLite® footbed *Compression-molded EVA midsole *Seam-sealed construction *GreenStride sole *Rubber outsole ... more
Timberland Arbor Road Waterproof Chukka - Mens 7 Brown Boot Medium *Chukka boot from Timberland *Premium Timberland leather upper *Lace-up front closure *ReBOTL fabric lining *OrthoLite® footbed *Compression-molded EVA midsole *Seam-sealed construction *GreenStride sole *Rubber outsole | $169.95 $135.97 FREE shipping go to store |
 | Timberland Arbor Road Waterproof Chukka - Mens 11 Brown Boot Medium *Chukka boot from Timberland *Premium Timberland leather upper *Lace-up front closure *ReBOTL fabric lining *OrthoLite® footbed *Compression-molded EVA midsole *Seam-sealed construction *GreenStride sole *Rubber outsole ... more
Timberland Arbor Road Waterproof Chukka - Mens 11 Brown Boot Medium *Chukka boot from Timberland *Premium Timberland leather upper *Lace-up front closure *ReBOTL fabric lining *OrthoLite® footbed *Compression-molded EVA midsole *Seam-sealed construction *GreenStride sole *Rubber outsole | $169.95 $135.97 FREE shipping go to store |
 | Timberland Arbor Road Waterproof Chukka - Mens 10 Brown Boot Medium *Chukka boot from Timberland *Premium Timberland leather upper *Lace-up front closure *ReBOTL fabric lining *OrthoLite® footbed *Compression-molded EVA midsole *Seam-sealed construction *GreenStride sole *Rubber outsole ... more
Timberland Arbor Road Waterproof Chukka - Mens 10 Brown Boot Medium *Chukka boot from Timberland *Premium Timberland leather upper *Lace-up front closure *ReBOTL fabric lining *OrthoLite® footbed *Compression-molded EVA midsole *Seam-sealed construction *GreenStride sole *Rubber outsole | $169.95 $135.97 FREE shipping go to store |
 | Timberland Arbor Road Waterproof Chukka - Mens 8 Brown Boot Medium *Chukka boot from Timberland *Premium Timberland leather upper *Lace-up front closure *ReBOTL fabric lining *OrthoLite® footbed *Compression-molded EVA midsole *Seam-sealed construction *GreenStride sole *Rubber outsole ... more
Timberland Arbor Road Waterproof Chukka - Mens 8 Brown Boot Medium *Chukka boot from Timberland *Premium Timberland leather upper *Lace-up front closure *ReBOTL fabric lining *OrthoLite® footbed *Compression-molded EVA midsole *Seam-sealed construction *GreenStride sole *Rubber outsole | $169.95 $135.97 FREE shipping go to store |
 | Timberland Arbor Road Waterproof Chukka - Mens 8.5 Brown Boot Medium *Chukka boot from Timberland *Premium Timberland leather upper *Lace-up front closure *ReBOTL fabric lining *OrthoLite® footbed *Compression-molded EVA midsole *Seam-sealed construction *GreenStride sole *Rubber outsole ... more
Timberland Arbor Road Waterproof Chukka - Mens 8.5 Brown Boot Medium *Chukka boot from Timberland *Premium Timberland leather upper *Lace-up front closure *ReBOTL fabric lining *OrthoLite® footbed *Compression-molded EVA midsole *Seam-sealed construction *GreenStride sole *Rubber outsole | $169.95 $135.97 FREE shipping go to store |
 | Timberland Arbor Road Waterproof Chukka - Mens 9.5 Brown Boot Medium *Chukka boot from Timberland *Premium Timberland leather upper *Lace-up front closure *ReBOTL fabric lining *OrthoLite® footbed *Compression-molded EVA midsole *Seam-sealed construction *GreenStride sole *Rubber outsole ... more
Timberland Arbor Road Waterproof Chukka - Mens 9.5 Brown Boot Medium *Chukka boot from Timberland *Premium Timberland leather upper *Lace-up front closure *ReBOTL fabric lining *OrthoLite® footbed *Compression-molded EVA midsole *Seam-sealed construction *GreenStride sole *Rubber outsole | $169.95 $135.97 FREE shipping go to store |
 | Timberland Arbor Road Waterproof Chukka - Mens 12 Brown Boot Medium *Chukka boot from Timberland *Premium Timberland leather upper *Lace-up front closure *ReBOTL fabric lining *OrthoLite® footbed *Compression-molded EVA midsole *Seam-sealed construction *GreenStride sole *Rubber outsole ... more
Timberland Arbor Road Waterproof Chukka - Mens 12 Brown Boot Medium *Chukka boot from Timberland *Premium Timberland leather upper *Lace-up front closure *ReBOTL fabric lining *OrthoLite® footbed *Compression-molded EVA midsole *Seam-sealed construction *GreenStride sole *Rubber outsole | $169.95 $135.97 FREE shipping go to store |
 | Wide Width Men's White Ledge Waterproof boot by Timberland in Medium Brown (Size 12 W) Rugged, durable, and waterproof, these lace-up boots will be your go-to boot for outdoor adventures. EVA footbed & midsoleTop lace hooksWaterproof faux leather upperImported | Wide Width Men's White Ledge Waterproof boot by Timberland in Medium Brown... ... more | $169.99 $152.99 go to store |
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