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Men's Footwear > Men's Casual Boots & Shoes > Men's Casual Boots
Men's Casual Boots ON SALE

Products
Ariat Rambler Boot - Men's Ariat Rambler Boot - Men's
When you need function, fashion, and comfort all in one package, the Ariat Men's Rambler Boot delivers. The distressed leather provides a pre-worn look without any actual wear and tear, while the sleek style forgoes fancy buckles and patterns. The durable leather upper is set on top of the ATS midsole that delivers all-day comfort. To keep you on the straight and narrow, Ariat used its Duratread outsole to help absorb the shock of all that ramblin'.
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$159.95
Sale Price: $149.95
Blundstone Casual Series Boot - Men's Blundstone Casual Series Boot - Men's
From the barn to the board room, the Blundstone Men's Casual Series Boot provides comfort, support, and style, wherever your day takes you. The classic leather upper presents a minimalist look while the crepe sole and removable footbed ensure day-long comfort and traction.
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$174.95
Sale Price: $149.95
Blundstone Original 500 Series Boot - Men's Blundstone Original 500 Series Boot - Men's
The one that started it all, the Blundstone Men's Original 500 Series Boot offers lightweight support and comfort whether you're strolling around town or slaving in the kitchen. The premium leather upper is oil-, acid-, and fat-resistant and the durable TPU outsole is heat-resistant up to 290-degrees F, making this boot perfect for kitchen professionals. A polyurethane midsole and steel shank provide a supportive fit that fights foot fatigue when you're on the feet all day, and Poron XRD cushioning in the heel strike area takes the sting out of your step.
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$174.95
Sale Price: $164.95
Bogs Cruz Chelsea Boot - Men's Bogs Cruz Chelsea Boot - Men's
As you transition from trying to cover yourself in as much mud as possible to trying to end up at your destination looking professional, switch your footwear to the Bogs Men's Cruz Chelsea Boot. This boot is constructed with waterproof, full-grain leather to seal out slime as you trudge through murky puddles. The ground may be slippery, but the BioGrip outsole keeps you on your feet thanks to its slip-resistant design. This boot has a footbed with Rebound cushioning to absorb shock and reduce fatigue, and the lining has been treated with DuraFresh to resist the buildup of odors, so you can slide your shoes off and feel fresh in more ways than one.
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$134.95
Sale Price: $94.46
Bogs Johnny 5-Eye Boot - Men's Bogs Johnny 5-Eye Boot - Men's
From blustery commutes into the city to lakeside strolls amid falling leaves, the Bogs Men's Johnny 5-Eye Boot gets you to your destination in style. This classic chukka effortlessly pairs with jeans on laid-back weekends and khakis on days in the office. Waterproof full-grain leather exudes a rich aesthetic while preventing light rain and snow from soaking your feet. A BioGrip lugged outsole grips slick sidewalks and uneven terrain on unpaved trails.
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$159.95
Sale Price: $79.97
Bogs Johnny Chelsea Boot - Men's Bogs Johnny Chelsea Boot - Men's
While your co-workers are changing shoes when they get to the office, you can stroll in straight from the snow in style with the Bogs Men's Johnny Chelsea Boot. The elegant leather upper shrugs off snow and splashes while delivering classic style, and the slip-resistant lugged outsole offers traction on icy sidewalks. An OrthoLite footbed and dual-density EVA team up to offer cushy comfort, and a DuraFresh antimicrobial treatment keeps foot funk at bay.
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$154.95
Sale Price: $92.97
Bogs Johnny Chukka II Boot - Men's Bogs Johnny Chukka II Boot - Men's
The morning air is crisp and the light is soft and yellow. Steam rises from the coffee in your mug, your arms rest on the wooden railing of the cabin's deck. Standing in your Bogs Johnny Chukka II leather boots, you take in the magnitude of the mountains before you. This moment sticks with you through a winter that takes you far away from these mountains, across many miles of country dotted with cornfields and peppered with forest. Your footsteps fall on gravel roads. You step over springtime puddles in sloped parking lots. On a soft yellow morning somewhere far from the mountains, you lace up your boots and your mind wanders back to that mountain deck and your cup of steaming coffee.
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$154.99
Sale Price: $116.24
Bogs Rain Boot - Men's Bogs Rain Boot - Men's
Become dauntless in the face of bad weather with the Bogs Men's Rain Boot. Constructed with natural rubber, this boot is waterproof and offers a durable and flexible fit. The Bogs Max-Wick lining helps keep feet dry and cozy, while the cushioned molded EVA footbed lets you move comfortably all day long. A BioGrip anti-slip outsole provides traction whether you're making your way through town or taking care of business in your own backyard.
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$79.99
Sale Price: $59.99
Bogs Ultra Cool Tech Tall Boot - Men's Bogs Ultra Cool Tech Tall Boot - Men's
You're a sucker for all things tech, so you'll geek out over the Bogs Men's Ultra Cool Tech Tall Boot. Constructed with a waterproof rubber shell, this boot features a combination of technologies to regulate foot temperature and keep your feet dry. The Neo-Tech 4-way stretch bootie protects your foot from cold, wet conditions, which ultimately keeps you warm. A blend of EverDry and Bogs Max-Wick technology moves sweat away from your foot where it can quickly evaporate, so you don't get clammy and cold. With a dual density EVA footbed for cushioning and support, and a BioGrip chemical and slip-resistant outsole, this boot will keep you moving comfortably from work environments to casual everyday outings.
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$134.99
Sale Price: $101.24
Chaco Brio Boot - Men's Chaco Brio Boot - Men's
Slide your feet into the Chaco Men's Brio Boots, lace them up, and take your overexcited dog out for a walk after work. These casual-fitting boots feature oiled full-grain leather uppers, a synthetic leather skeleton with polyester mesh linings, and a mid-calf height for a smooth, clean look. Its polyester mesh lining helps to move moisture away from your foot, while removable, mesh-lined Luvseat footbeds offer comfort, support, and light cushioning as you circle the block a few times. You won't worry about slipping or sliding in inclement weather either, as Chaco gave these boots Casual Plus+ outsoles with a siped EcoTread rubber for improved traction. It non-marking, all-purpose tread design with 3-3. 5mm lug depth also help supply a grip on sketchy terrain.
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$134.95
Sale Price: $87.72
Chaco Yonder Boot - Men's Chaco Yonder Boot - Men's
When your toes start getting a little too cold in your Chaco sandals, even with your trusty wool socks, slide your feet into the Chaco Yonder Boots to stay warm in classic Chaco comfort. Featuring Chaco's beloved ChacoGrip outsoles, springy EVA midsoles, and soft Luvseat footbeds to cradle the arches of your feet, you'll barely feel a difference from your favorite sandals. The full-grain leather uppers promise to only get better with time, while waxed cotton laces withstand off-road strolling to check out fall's changing leaves. Though they're casual boots, the Yonder was inspired by classic hiking boots, so it won't shy away from the occasional wander along apple orchard rows or crisp walks through the woods.
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$189.95
Sale Price: $123.47
Clarks Desert Boot - Men's Clarks Desert Boot - Men's
The modern cowboy still strives to explore every nook, cranny, and slot canyon in the west, but contemporary times make the office life a far better choice than a horse in order to afford all your adventures. So trade in those old cowboy boots for the Clarks Men's Desert Boot. Don't forget to wear a sharp button-down and a pair of slacks that class up this leather boot.
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$139.95
Sale Price: $104.96
Clarks Desert Core Boot - Men's Clarks Desert Core Boot - Men's
The Clark's Men Desert Boot was born in the sands of North Africa, worn by the British forces during the Western Desert Campaign of World War II. That means it's a venerable 70 years old, but for some reason it's not showing its age. That's because timeless design and relaxed comfort never go out of style.
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$129.95
Sale Price: $84.47
Clarks Desert Peak Boot - Men's Clarks Desert Peak Boot - Men's
Whether you're headed into the weekly office meeting or walking to the bar for drinks, the Men's Desert Peak Boot by Clarks provides a smooth ride and clean look. Under jeans or slacks, the full-grain leather upper stretches between two elastic gores for a comfortable fit and ease of taking on or off. The rubber sole provides traction and cushioning so being on your feet all day won't leave you tired and sore.
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$139.95
Sale Price: $139.93
Clarks Desert Suede Boot - Men's Clarks Desert Suede Boot - Men's
It's not all about ranglin' sheep, fixing barbed wire, and the occasional gun fight at high noon. Sometimes it's about being a gentleman, dancing with your honey, and makin' momma proud. For those times the Clarks Men's Desert Suede Boot inspires you to dress your body as smart as you dress your feet. This boot boasts the same style as the Western-inspired Clarks Desert Boot, but it has a revamped suede upper that enhances this boot's softer side.
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$139.95
Sale Price: $76.97
Clarks Fayeman HI Boot - Men's Clarks Fayeman HI Boot - Men's
Shoes take up valuable real estate in your closet, apartment, mud room, and everywhere else. So whether you're looking to make the most of what you have or you're the type of person that only needs one pair of shoes, the Clarks Men's Fayeman HI Boot provides year-round style and comfort. The Fayeman features an oiled leather upper that's designed to get better with age, while the lightweight sole provides comfort and traction. An Ortholite insole offers day-long support and comfort, and the lace fastening system maintains a timeless feel.
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$139.95
Sale Price: $104.96
Clarks Newkirk Top Boot - Men's Clarks Newkirk Top Boot - Men's
From afternoon business meetings to evenings at the theater with your significant other, the Clarks Men's Newkirk Top Boot blends style and substance. Crafted from rich nubuck leather, these boots offer classic style with a rugged edge. A rubber outsole cushions your foot against impact and provides serious traction in a variety of conditions.
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$134.95
Sale Price: $109.30
Columbia Endicott Classic Mid Waterproof Boot - Men's Columbia Endicott Classic Mid Waterproof Boot - Men's
Bring classic style to your everyday walkabouts with the Columbia Men's Endicott Classic Mid Waterproof Boot. The leather and textile upper is backed with a waterproof, breathable membrane to keep your feet dry and comfortable whether you're splashing through streams or caught in an afternoon rain shower. An EVA midsole provides cushioning and support for comfort that lasts, while the durable rubber sole provides traction whether you're on the trail or exploring mountain towns.
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$129.99
Sale Price: $111.98
Columbia Irvington Leather Chukka Waterproof Boot - Men's Columbia Irvington Leather Chukka Waterproof Boot - Men's
When the heat of summer fades and the leaves begin to change, give up your sandals and slip your feet into the Columbia Men's Irvington Leather Chukka Waterproof Boot. Crafted from a rich full-grain leather, this boot features a seam-sealed construction to keep your feet dry and comfortable. A lightweight, cushy midsole wards off aches and pains for long hours on your feet, while a rubber sole ensures durability and traction whether you're walking the path around the pond or headed into town for a warm meal at the pub.
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$129.99
Sale Price: $107.04
Danner Portland Select Forest Heights II Boot - Men's Danner Portland Select Forest Heights II Boot - Men's
The Danner Men's Stumptown Forest Heights II Boot is all about relaxed, vintage style--and boy, does it have plenty of it. Finely worked full-grain leather is used on the uppers, combined with a leather lining for a vintage look and feel. The sole is a Vibram 232 mini-lug outsole, so it provides plenty of traction for all your urban needs. The 6-inch shaft height won't feel like you're stomping around all day in combat boots, but it will provide plenty of support for zipping around the city on your mode of choice. With vintage styling all over, the Forest Heights II is as classic as the west hill of Portland from which it gets its name.
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$319.95
Sale Price: $239.96
Frye George Adirondack Boot - Men's Frye George Adirondack Boot - Men's
When the weather turns chilly just before the outdoor concert you've waited months for, pull on the Frye Men's George Adirondack Boots. With a smart style that's cold-weather ready, this boot features a rich blend of Scotch-grain leather and suede. A genuine shearling lining adds warmth and luxurious comfort, while Brogue detailing offers a unique tailored twist. The Goodyear welt construction allows the boot to be resoled, meaning it'll outlast just about anything in your wardrobe. Fabric lace with antique silver hardware complement the boot's rich aesthetic as you kick back on a blanket, drink in hand, and enjoy the concert.
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$477.95
Sale Price: $215.08
Frye Jones Lace Up Boot - Men's Frye Jones Lace Up Boot - Men's
A testament to the meticulous craftsmanship and discerning detail that goes into every pair of Frye Boots, the Frye Men's Jones Lace Up Boot represents a serious upgrade to traditional work boots with its polished, antiqued leather upper. Leather lining wraps your feet in total comfort through hours of continuous wear. Goodyear welt construction allows the boot to be resoled, meaning it'll outlast just about anything in your wardrobe. Waxed fabric laces pop with contrast detail, complementing the boot's rich aesthetic as you transition from busy workdays to rocking music venues downtown.
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$347.95
Sale Price: $191.37
Merrell Brevard Chukka Boot - Men's Merrell Brevard Chukka Boot - Men's
The Merrell Men's Brevard Chukka Boot can handle afternoon jaunts up casual trails with the dog, but it really shines on brickyard streets as you tour across Europe. Nubuck leather gives this boot an antique finish that only looks better as it ages. Merrell's Move footbed works with the EVA midsole to ensure comfort on long, on-your-feet days.
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$149.95
Sale Price: $112.46
Merrell Eagle Boot - Men's Merrell Eagle Boot - Men's
Blending retro style with modern performance, the Merrell Men's Eagle Boot pays homage to the steadfast style of the 1980s. Crafted with a durable suede, the Eagle offer defense against rough city sidewalks and varied trail terrain alike, while the breathable mesh lining enhances ventilation for reliable, dry comfort. The lining's also treated with M Select FRESH odor control for keeping the funk at bay after arduous days on your feet. Not to mention, an EVA removable footbed, molded nylon arch shank, and air cushioning in the heel help stabilize your foot and absorb shock, and an M Select Grip outsole provides durable traction where you want it, when you need it.
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$149.95
Sale Price: $89.97
Olukai Pahoa Boot - Men's Olukai Pahoa Boot - Men's
Get a modern style, clean aesthetics, and a touch of masculinity when you pair the Olukai Men's Pahoa Boot with your denims. Olukai hand-stitched the full-grain leather with clean, minimalist lines, and the dual-density PU footbed provides heel stability, arch support, and cushy comfort.
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$199.95
Sale Price: $109.97
Scarpa Prime X Lite Boot - Men's Scarpa Prime X Lite Boot - Men's
The Scarpa Men's Prime X Lite Boot is a lighter, slimmer version of the traditional leather boot, redesigned for modern, urban adventurers. The nubuck leather upper has a nice sheen that only ripens with age, and the smooth leather lining slides your foot in comfortably. Vibram added its Betulla rubber sole that's sure to last for years.
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$198.95
Sale Price: $139.26
Scarpa Primitive Boot - Men's Scarpa Primitive Boot - Men's
The Scarpa Men's Primitive Boot is a splitting image of the first leather boots used to mountaineer in the old days, except its far more suitable for modern cities than icy summits. The leather upper has a sophisticated sheen to it, and the smooth leather lining helps your foot slide right in. Vibram's Piuma sole certainly keeps the traction worthy of dirty trails should you ever come across one during your urban adventures.
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$228.95
Sale Price: $160.26
Sorel Madson Chukka Boot - Men's Sorel Madson Chukka Boot - Men's
Afternoon walks along leaf-strewn paths and evening gatherings with friends--enjoy the shifting seasons with the Sorel Men's Madson Chukka Boot. Crafted from waterproof suede leather, this boot is rugged and versatile. A removable molded footbed provides arch support for day-long comfort, and the rubber outsole assures traction, no matter the conditions. Pair the Madson Chukka Boot with jeans and a fleece for strolls through the woods, or with chinos and a blazer for a more polished look.
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$170.00
Sale Price: $102.00
Sorel Madson Moc Toe Boot - Men's Sorel Madson Moc Toe Boot - Men's
From the trails to the sidewalk, the Sorel Men's Madson Moc Toe Boot offers authentic, dapper style and cool-weather protection. The waterproof nubuck leather wraps your foot in rustic style, yet assures protection in the face of puddles and snow, so you don't have to forgo one for the other. Additionally, the EVA footbed is entirely removable should you require additionally support, and the EVA midsole provides day-long comfort and shock attenuation. Not to mention, the rubber outsole keeps your style on point thanks to is molded, grippy design and work boot-inspired look.
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$190.00
Sale Price: $114.00
Sperry Top-Sider Dockyard Boot - Men's Sperry Top-Sider Dockyard Boot - Men's
From the wharf to casual Fridays at work, the Sperry Top-Sider Men's Dockyard Boot offers unwavering style. The leather and suede upper maintains a clean, finished look, while the rawhide lace and contrast stitching offer a slightly rustic feel, promoting that classic New England look. Additionally, the EVA footbed provides day-long cushion underfoot, and the non-marking rubber sole enhances traction when you need it most.
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$169.95
Sale Price: $118.96
Sperry Top-Sider Gold Annapolis Boot - Men's Sperry Top-Sider Gold Annapolis Boot - Men's
Invest in a classic pair of leather boots for the fall and winter and make getting dressed every morning as easy as it was during the summer, when board shorts and boat shoes were your everyday uniform. Sperry's Gold Annapolis Boot features a durable leather construction built to only improve over time, along with a lugged rubber sole for better traction through inclement weather. The timeless style pairs effortlessly with a pair of chinos or jeans and delivers Sperry's signature dose of comfort and durability.
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$224.95
Sale Price: $112.47
Sperry Top-Sider Gold Crepe Chukka Boot - Men's Sperry Top-Sider Gold Crepe Chukka Boot - Men's
You finally mustered up the courage to ask out that cute girl in your class--she said yes, but now you're fretting even more because you can't remember the last time you wore anything but sandals on your feet. The Sperry Top-Sider Men's Gold Crepe Chukka Boots are as comfortable as your worn-out flip-flops, but probably a better choice for a first date. Throw on a button-up and jeans, and she'll have no clue you've been sleeping in your car for the last week.
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$219.95
Sale Price: $164.96
Sperry Top-Sider Gold Lug Lace Boot - Men's Sperry Top-Sider Gold Lug Lace Boot - Men's
This fall, put your Sperry boat shoes in the closet after you dock the boat for the winter and take out the Sperry Gold Lug Lace Boot for the colder months ahead. Fear not, the boot gets along as well as your beloved boat shoes did with a pair of chinos and a button-down, and its sticky Vibram sole will give you welcome traction on wet, icy sidewalks. Sperry's signature long-lasting leather uppers accented with gold rivets and a lace-up design lend a some hiking-inspired ruggedness to the boot, without compromising the classic style you've come to know and love from Sperry.
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$249.95
Sale Price: $124.97
Sperry Top-Sider Gold Norfolk ASV Chukka - Men's Sperry Top-Sider Gold Norfolk ASV Chukka - Men's
The Sperry Men's Gold Norfolk ASV Chukka combines the classic look of an oxford with a chukka silhouette for understated sophistication that can be classed up with a summer suit or dressed down with jeans and a T-shirt. Of course, comfort counts just as much as style, which is why Sperry outfitted this boot with a super-soft lambskin lining, lightweight EVA cushioning, and patent-pending Anti-Shock and Vibration (ASV) technology.
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$194.95
Sale Price: $116.97
Sperry Top-Sider Wahoo Chelsea Suede Boot - Men's Sperry Top-Sider Wahoo Chelsea Suede Boot - Men's
You're running late, your shirt's untucked, and you just spilled coffee on your light-wash jeans--thankfully you've got your Sperry Top-Sider Men's Wahoo Chelsea Suede Boots on your feet to distract everyone from the walking mess of destruction you feel like this morning. The durable suede upper and comfortable polyurethane midsole will make these your go-to kicks for just about everything.
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$74.95
Sale Price: $56.21
Timberland Amherst High Top Chukka Boot - Men's Timberland Amherst High Top Chukka Boot - Men's
Boots or shoes can be hard to decide between. Boots have their pluses, with extreme durability, and ability to withstand rough work conditions. Shoes on the other hand, are just more comfortable, and you've got the style points that a fresh pair of kicks with bright white soles add to any outfit. Boost you swagger with the Timberland Amherst High Top Chukka Boot, capturing the essence of a sneaker, with white outsoles and high tongues, and tough leather uppers and boot construction that means they will last. OrthoLite polyurethane footbeds provide all-day comfort, and SensorFlex system delivers support, independent suspension, and flexibility, so you'll be pumped to keep these on from slinging 2x4's at work in your Carhartts to throwing back a couple of pints of pale ale with your posse at the local watering hole.
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$124.95
Sale Price: $87.46
Timberland Britton Hill Waterproof Boot - Men's Timberland Britton Hill Waterproof Boot - Men's
When you have Timberland's Britton Hill Waterproof Men's Boots in your collection, there's no need to suffer all day with wet feet, or worse, wear ugly shoes just to keep your feet dry. These leather and nubuck beauties will put the rest of your shoes to shame, and they have a waterproof and breathable membrane that lets you cruise through puddles when you're walking from the workshop to the whiskey bar. Timberland's SensorFlex midsole and Anti-Fatigue Technology make long days at the table saw easy on your feet, and the recycled mesh lining moves sweat away from your feet when you're working hard on a soggy day.
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$179.95
Sale Price: $134.96
Timberland Coltin Mid Boot - Men's Timberland Coltin Mid Boot - Men's
Pairing supple leather uppers with a mid-top silhouette, the Timberland Men's Coltin Mid Boot brings rich detail and streamlined sophistication to urban environments. This mid-top boot features an unlined leather upper with a protective coating that repels oncoming showers, puddle splashes, and stains from setting in. The SensorFlex Comfort System is a triple-layered suspension system that absorbs jarring vibration, while remaining light and limber underfoot. Rubberized lugs maintain traction for treading across city scapes and slippery surfaces.
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$134.95
Sale Price: $94.46
Timberland Icon 6in Basic Boot - Men's Timberland Icon 6in Basic Boot - Men's
The Timberland Men's Icon 6in Basic Boot has been providing rugged style and premium performance to people from all walks of life for years. Full-grain leather ensures durability and a classic look, and taped seams prevent water from working its way in through the cracks. Lightweight and low-profile Primaloft insulation keeps your feet warm when working through the winter, and anti-fatigue comfort technology helps you handle long hours on your feet. A steel shank running through the midsole provides support and helps the boot maintain its shape for years to come, and the burly rubber lug outsole gives you traction on rugged terrain and muddy ground. Whether it's for looks or function, look no further than the Icon when you want the best.
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$159.95
Sale Price: $119.96
Timberland Killington Leather Hiker Boot - Men's Timberland Killington Leather Hiker Boot - Men's
Start killing it on the trail this fall in Timberland's Killington Leather Hiker Boot, with classic timberland vibes featuring a recycled outsole that captures extra comfort and support on the trail or the sidewalk. Full-grain premium leather uppers offer lightweight protection and breathability, and lace up snugly around your foot to keep you supported. A breathable mesh lining made from 50% recycled plastic bottles wicks away moisture to keep your foot cool, and is partnered with OrthoLite footbeds that provide all-day support while wicking away moisture so you stay dry. SensorFlex midsoles adapt with every step you take keeping your stride smooth through variable terrain.
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$129.95
Sale Price: $97.46
Timberland Westmore Leather/Fabric Boot - Men's Timberland Westmore Leather/Fabric Boot - Men's
The Timberland Men's Westmore Leather/Fabric Boot brings sophisticated style and lightweight comfort to your everyday routine while maintaining that distinctive Timberland look that you know and love. A combination of leather and canvas puts a fresh twist on this iconic silhouette, giving it a look you can take from gritty streets to upscale offices. Its lightweight build, cushy OrthoLite footbed, and supportive Dynamic SensorFlex technology keep you comfy even when you're on your feet all day, and it's made with recycled materials and environmentally-friendlier leather to create a more sustainable fashion statement.
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$159.95
Sale Price: $111.96
Timberland Westmore Leather/Fabric Chukka - Men's Timberland Westmore Leather/Fabric Chukka - Men's
From commuting to work on casual days to weekends spent exploring new towns, the Timberland Men's Westmore Leather/Fabric Chukka combines lightweight comfort with rugged style. Crafted with a leather and canvas upper, these boots have a casual deconstructed that are ready casual wanderings or date nights in the city. Cushioned footbeds and a SensorFlex comfort system keep your feet comfortable, even at the end of a long day when you can't remember where you parked your car.
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$149.95
Sale Price: $104.96
Zamberlan Florence GW Boot - Men's Zamberlan Florence GW Boot - Men's
While it wouldn't be ideal for an outdoors adventure, it's always nice to look down at the Zamberlan Men's Florence GW Boot when you're in classes, offices, and simply surviving the day-to-day. With distinct designs taken straight out of classic backpacking footwear, the Florence usually offers some inspiration for future trips. The water-resistant leather upper works with the Vibram Genepy to achieve an outdoorsy-worthy performance should you decide to escape the rigors of everday life for a few hours on easy trails.
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$349.95
Sale Price: $209.97


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