Step into style and confidence with the head-turning Bodaack Elliot Harness boot. This isn't your average boot, featuring a square-toe leather Chelsea style and a harness with silver hardware for a rebellious edge. Crafted with a full-grain leather upper, these boots offer durability, comfort, and a distinctive look that sets you apart.
square-toe pull-on Chelsea-styled design
full-grain leather upper
covered finger goring for an easier on and off
hardness with silver hardware for a rebellious edge
For a classic look that's never out of style, try the Timberland Premium 6". A genuine leather upper paired with a seam-sealed waterproof construction and a lugged rubber outsole work together to create the perfect blend of style and durability. The lace-up front closure and a padded collar offer ankle support and keep your feet secure in place. A cushioned anti-fatigue insole and 400g of PrimaLoft insulation keep your feet comfortable and cool throughout the day.
Dress up any occasion when you suit up with the Curt & Larson Rutland. With a smooth genuine leather upper and a classy cap-toe design, this boot is the perfect addition to your wardrobe this season. Pairing well with jeans and khakis, this stylish boot features a side zipper that allows for an easier on and off and a lightly treaded synthetic outsole that ensures superior traction on multiple surfaces.
The Florsheim Chalet is crafted with a genuine leather upper to create a handsome cap-toe ankle boot perfect for putting the final touches on any outfit. Pairing well with jeans, khakis, and casual attire, the lace-up front closure keeps your feet locked in place while a side zipper allows for an easier on and off when the day is done. A cushioned insole keeps your feet feeling fresh and ready for more while a durable synthetic outsole will keep you grounded with trustworthy traction.
The HEYDUDE Bradley Classic is easy on the eyes and light on your feet with a handsome moc-toe bootie design. Crafted with a water-repellent recycled leather upper with an Easy-On system with no-tie bungee laces, the Bradley is perfect for on-the-go lifestyles. The memory foam cushioned insole ensures long-lasting comfort while a breathable wool lining provides a cozy all-around feel. Keep a bounce in every step with an Ultra-LIGHT synthetic traction outsole that's sure to keep you grounded.
The HEYDUDE Tahoe Nylon is easy on the eyes and light on your feet with a handsome sneaker-styled bootie design. Crafted with a water-repellent nylon upper that features an Easy-On system with no-tie bungee laces, the Tahoe is perfect for on-the-go kinds of lifestyles. The memory foam cushioned insole ensures long-lasting comfort while a breathable wool lining provides a cozy all-around feel. Keep a bounce in every step with an Ultra-LIGHT supportive midsole and rubber grip traction outsole that's sure to keep you grounded.
The Clarks Maplewalk is more than meets the eye. Crafted with a waterproof full-grain leather and canvas combination upper, this stylish moc-toe boot delivers casual style and superior comfort. The super soft footbed cushions every stride for exceptional comfort and support while a durable lugged rubber outsole delivers unbeatable traction and stability no matter what the day might bring.
waterproof moc-toe bootie design
full-grain leather and canvas combination upper
secure lace-up front closure for a snug fit
cushioned footbed for superior comfort and support
The HEYDUDE Tahoe Classic is easy on the eyes and light on your feet with a handsome sneaker-styled bootie design. Crafted with a water-repellent synthetic leather upper that features an Easy-On system with no-tie bungee laces, the Tahoe is perfect for on-the-go kinds of lifestyles. The memory foam cushioned insole ensures long-lasting comfort while a breathable wool lining provides a cozy all-around feel. Keep a bounce in every step with an Ultra-LIGHT supportive midsole and rubber grip traction outsole that's sure to keep you grounded.
The John Romaine Journey is the perfect addition to your wardrobe this season. Featuring a ruggedly handsome moc-toe design with a full-grain leather upper, this boot pairs well with jeans and khakis. A side zipper allows for an easier on and off while a lace-up front closure secures your foot in place and a lightly treaded synthetic outsole ensures superior traction on multiple surfaces.
The Levi's Venture is here to forge new paths with style and utility with a durable synthetic leather upper and contrasting details for added flair. The Levi's Comfort insole cushions your stride for long-lasting comfort, while the lace-up front closure keeps your foot secure in place, and a padded tongue and collar offer additional support. A lugged rubber outsole provides traction on multiple surfaces while a wedge midsole offers a supportive ride through every stride.
Dress up any occasion when you suit up with the Studio Infinite Ian. With a smooth genuine leather upper and a stylish moc-toe design, this boot is the perfect addition to your wardrobe this season. Pairing well with jeans and khakis, this stylish boot features a side zipper that allows for an easier on and off and a lightly treaded synthetic outsole that ensures superior traction on multiple surfaces.
Slip into the Curt & Larson Fulham and dress up any look with a sleek style. Crafted with a synthetic suede upper and a contrasting textured heel, this Chelsea-styled boot pairs well with jeans, and khakis making it perfect for any occasion. Large dual elastic goring panels and a heel pull-tab allow for an easy on and off. The cushioned insole ensures all-day comfort while a raised heel adds a bit of flair and a rubber outsole provides traction throughout the day.
Chelsea-styled pull-on boot
synthetic suede upper
contrasting textured heel for added style
dual elastic goring panels for an easier on and off
The Nike Manoa is the perfect match when dressing for winter. Featuring crisp leather on the upper, a thick padded collar and rugged tread, it helps you style for the season. The webbing pull tab and round laces add details ready for the outdoors.
leather in the upper is durable and is designed to help keep out the cold and wet
gusseted tongue is designed to help keep debris out of the boot while letting you mix up how you wear them laced or unlaced
round laces with metal eyelets are easy to grab with gloved hands, let you personalize your comfort, and add to the rugged, outdoorsy look
the foam midsole provides lightweight cushioning that lasts
rugged rubber outsole with large lugs delivers long-lasting durability and traction
The Ben Sherman Kent is ready to give your casual look a refresh. The chukka boot design features a synthetic leather upper that pairs well with jeans and khakis making it perfect for nights out or days at the office. The lace-up front closure and a cushioned insole provide long-lasting comfort and a comfortable fit. Keep yourself grounded through any event with a durable synthetic outsole that provides reliable traction on multiple surfaces.
The Lugz Meramec is crafted with a moc-toe design that's ready to give your look a refresh. This ankle boot features and manmade leather upper that pairs well with jeans and khakis making it perfect for nights out or adventures off the beaten path. The lace-up front closure combined with the cushioned insole provides long-lasting comfort and a comfortable fit. Keep yourself grounded through any event with a durable rubber outsole that provides reliable traction on multiple surfaces.
Put the final touches to any handsome look when you suit up with the ID Required Record. With a smooth synthetic leather upper and a classy wingtip design, this boot is the perfect addition to any closet with brogue details for added flair. Pairing well with jeans and khakis, this stylish boot features a lace-up front closure, a zipper closure that provides an extra secure fit, an easier on and off, and a lightly treaded synthetic outsole that ensures superior traction on multiple surfaces.
The Timberland Westmore is crafted with a handsome moc-toe design that's ready to give your casual look a refresh. The chukka boot features and genuine leather upper that pairs well with jeans and khakis making it perfect for nights out or days at the office. The lace-up front closure, combined with the SensorFlex Comfort System and cushioned OrthoLite insole, provide long-lasting comfort and a comfortable fit. Keep yourself grounded through any event with a supportive EVA midsole and durable rubber outsole that provides reliable traction on multiple surfaces.
moc-toe chukka-style boot design
genuine tumbled leather upper
secure lace-up front closure with 100% cotton laces
SensorFlex Comfort System for long-lasting support
The HEYDUDE Bradley is easy on the eyes and light on your feet with a handsome moc-toe bootie design. Crafted with a water-repellent recycled synthetic upper that features an Easy-On system with no-tie bungee laces, the Bradley is perfect for on-the-go kinds of lifestyles. The memory foam cushioned insole ensures long-lasting comfort while a breathable wool lining provides a cozy all-around feel. Keep a bounce in every step with an Ultra-LIGHT synthetic traction outsole that's sure to keep you grounded.
Get out and experience nature in comfort and style with the stunning Timberland Euro Sprint. Crafted with a premium leather upper, this ankle-height boot is ready to take a hike. A padded collar and tongue provide additional support through the ankle while a lace-up front closure keeps you locked in place when the trails get rough. You're sure to stand out in a crowd with a handsome color-blocked design that features Timberland embroidered branding for added style. Breathable lining combines with a cushioned footbed for lasting comfort to get you through the day while a lugged rubber outsole provides durable traction and stability when you need it most.
Retro style meets modern comfort with the Clarks Shacre. This chukka boot is crafted with a genuine leather upper with reinforced stitching to create a durable design. The lace-up front closure keeps it simple while also securing your foot in place. With a cushioned insole to keep your feet feeling refreshed, this ankle-height boot is ready for action with a thick and durable rubber traction outsole.
chukka boot design
genuine leather upper
simple lace-up front closure
Extreme Comfort cushioned insole for all-day comfort
The Tommy Hilfiger Vitus is crafted with a smooth synthetic leather upper to create a one-of-a-kind Chelsea boot. The cushioned footbed provides support and comfort in every stride while the dual elastic goring panels allow for an easy on and off. The synthetic traction outsole will keep you grounded throughout the day.
Dress up any occasion when you suit up with the B52 by Bullboxer Sumner. With a smooth synthetic leather upper and a classy cap-toe design, this boot is the perfect addition to your wardrobe this season. Pairing well with jeans and khakis, this stylish boot features a side zipper that allows for an easier on and off and a lightly treaded synthetic outsole that ensures superior traction on multiple surfaces.
The Levi's Dean is here to add some flair to your wardrobe with a handsome moc-toe design that features a durable synthetic leather upper with contrasting stitching details. The Levi's Comfort insole cushions your stride for long-lasting comfort, while the lace-up front closure keeps your foot secure in place, and a padded tongue and collar offer additional support.
The Curt & Larson Stout is crafted with a synthetic leather upper to create a handsome plain-toe ankle boot that is perfect for putting the final touches on any outfit. Pairing well with jeans, khakis, and casual attire, the lace-up front closure works to keep your feet locked in place while a side zipper allows for an easier on and off when the day is done. A cushioned insole keeps your feet feeling fresh and ready for more while a durable synthetic outsole will keep you grounded with trustworthy traction.
Dress up any occasion when you suit up with the Mountain Creek Mills. With a smooth synthetic leather upper and a classy cap-toe design, this boot is the perfect addition to your wardrobe this season. Pairing well with jeans and khakis, this stylish boot features a side zipper that allows for an easier on and off and a lightly treaded synthetic outsole that ensures superior traction on multiple surfaces.
More than your average Chelsea boot, the Ashford Hayes Paxton is crafted with a smooth synthetic leather upper to create a one-of-a-kind plain-toe boot. The cushioned footbed provides support and comfort in every stride while the dual elastic goring panels allow for an easy on and off. The synthetic traction outsole will keep you grounded throughout the day.
The Madden Tellio is crafted with a synthetic leather upper that's ready to give your casual style and refresh this season. The chukka boot design features a tumbled upper that pairs well with jeans and khakis making it perfect for nights out or days at the office. The lace-up front closure combined with a cushioned insole provides long-lasting comfort and a comfortable fit. Keep yourself grounded through any event with a durable rubber outsole that provides reliable traction on multiple surfaces.
The Curt & Larson Gobi is ready to give your casual look a refresh. The chukka boot design features and synthetic leather upper that pairs well with jeans and khakis making it perfect for nights out or days at the office. The lace-up front closure combined with a cushioned insole provides long-lasting comfort and a comfortable fit. Keep yourself grounded through any event with a durable synthetic outsole that provides reliable traction on multiple surfaces.
For a classic look that's never out of style, try the Timberland Classic 6". A genuine leather upper paired with a seam-sealed waterproof construction and a lugged rubber outsole work together to create the perfect blend of style and durability. The lace-up front closure and a padded collar offer ankle support and keep your feet secure in place. A cushioned anti-fatigue insole and 400g of PrimaLoft insulation keep your feet comfortable and cool throughout the day.
seam-sealed waterproof construction
genuine leather upper
lace-up front closure for a secure fit
padded collar for added ankle support
400g PrimaLoft insulation keeps feet cozy
removable anti-fatigue insole for all-day comfort
durable lugged rubber traction outsole
Timberland recommends buying boots a half size down from your normal size. If you're usually a size 11, order a size 10.5
Give your feet a much-needed style refresh with the Twisted X Chukka. This handsome chukka boot is crafted with full-grain leather and a distressed look for a rugged style that pairs well with jeans and khakis. The lace-up front closure locks your foot into place for a secure fit while a cushioned insole works to keep you comfy throughout the day. A compression-molded EVA midsole combines with a durable rubber outsole for superior multi-surface traction when you need it most.
The Ariat Hybrid Low Boy finds a balance between comfort, style, and utility. Crafted with a genuine leather upper and featuring dual elastic goring for an easier on and off, this rugged Chelsea boot was made to take on the tough jobs all while looking your best. An All-Day Cushioning footbed provides all-day comfort while a 4LR stabilizing shank provides additional support. The flexible Duratread rubber outsole features offer multi-directional traction and support.
The Lugz Scaffold has all the charm of a classic ankle boot with added comfort and support that's got you covered. This handsome ankle-height hiker is crafted with a synthetic upper and features a padded collar for additional ankle support. A reinforced D-ring lace-up front closure secures your foot in place while a cushioned insole provides all-day comfort and a durable lugged rubber outsole ensures traction and stability.
The Timberland Redwood Falls finds a balance between comfort, style, and utility. Crafted with a premium leather upper and featuring dual elastic goring for an easier on and off, this rugged Chelsea boot was made to take on the tough jobs all while looking your best. A cushioned EVA footbed provides all-day comfort while a steel shank provides arch support. The Gripstick rubber outsole features L7 lug designs for multi-directional traction and support.
pull-on Chelsea boot design
premium leather upper
dual elastic goring for an easier on and off
breathable ReBOTL fabric lining
cushioned EVA footbed and midsole for long-lasting comfort
steel shank provides added arch support
durable Gripstick rubber outsole
L7 lug designs for reliable multi-directional traction
Slip into the Curt & Larson Fulham and dress up any look with a sleek style. Crafted with a synthetic suede upper and a contrasting textured heel, this Chelsea-styled boot pairs well with jeans, and khakis making it perfect for any occasion. Large dual elastic goring panels and a heel pull-tab allow for an easy on and off. The cushioned insole ensures all-day comfort while a raised heel adds a bit of flair and a rubber outsole provides traction throughout the day.
Chelsea-styled pull-on boot
synthetic suede upper
contrasting textured heel for added style
dual elastic goring panels for an easier on and off
The Lugz Fringe is crafted with a synthetic nubuck upper to create a handsome moc-toe chukka design. Offering comfort and support through a padded collar and cushioned insole, this boot will keep you feeling fresh from start to finish. A durable lugged rubber outsole provides long-lasting traction and stability that'll keep you grounded no matter what your day might throw your way.
The Florsheim Field is crafted with a synthetic leather upper that's ready to give your casual look a refresh. The chukka boot design features and genuine leather upper that pairs well with jeans and khakis making it perfect for nights out or days at the office. The lace-up front closure combined with a cushioned insole provides long-lasting comfort and a comfortable fit. Keep yourself grounded through any event with a durable synthetic outsole that provides reliable traction on multiple surfaces.