Shoes & Boots

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Item 191239
$140.00
Arrowood Venture Mid Waterproof Hiking Boots from Teva®: Part sneaker, part hiking boot, this updated mid-height style effortlessly matches your chinos for everyday wear, and is up for a dayhike by the weekend. Paneled waterproof leather and closed-mesh upper improves breathability, seals out the elements, and stands out with a modern colorblocked combination. Rubber outsole improves traction with strategically placed pods. Waterproof membrane keeps your feet dry in damp-to-rainy conditions. Midfoot shank for stability. With lightweight, breathable mesh lining, cushioned EVA footbed, and a Float-Lite™ midsole. Weighs 13.5 oz. (½ pair). Imported.

NOTE: This item is excluded from promotional discounts.
Item 191238
$95.00
Highside '84 Shoes from Teva®: Distinctive retro-runner looks make a strong, colorblocked statement, but for the modern wearer, this shoe’s streamlined, breathable fit is far from clunky and dated. Outdoor-gear inspired leather, suede, and abrasion-resistant mesh upper. Rubber outsole with 4mm lugs grips and gives you the traction to handle rough terrain. EVE footbed for a cushioned fit. Breathable mesh lining. Weighs 14.5 oz. (½ pair). Imported.

NOTE: This item is excluded from promotional discounts.
Item 191223
$110.00
$99.00 - $110.00
Save up to 10%
5.05

(2)

Glenwood Leather Chukka Boots from Børn®: Italian leather upper, waxed cotton laces and rubber traction sole. Handmade Opanka construction midsole is hand sewn to the leather upper for great flexibility and comfort. Moisture-wicking, padded mesh footbed. Imported.
5.05

(2)

5.05

(2)

Item 191147
$90.00
3.05

(2)

Perforated Italian leather upper with canvas side gores for easy on/off. Suede lining. Handmade Opanka construction: midsole is handsewn to the leather upper, giving the shoe great flexibility and comfort. Moisture-wicking footbed. EVON outsole. Wipe with a damp cloth to clean. Imported.
3.05

(2)

3.05

(2)

Item 191116
$75.00
4.75

(3)

Ember Moc Shoes from Teva®: Make your feet three times happier with this shoe that's also a sneaker and slipper as well. The adventure-ready ripstop upper features quilting details with polyester and suede overlays. Ribbed knit collar makes them extra cozy and the contrast webbing detail gives them a sportier look. The heels collapse so you can wear them as slides, too. Responsive PU footbed cushions the foot and puts a spring in your step. EVA-foam midsole for lightweight cushioning. Rubber outsole. Imported.

NOTE: This item is excluded from promotional discounts.

4.75

(3)

4.75

(3)

Item 191140
$95.00
High quality Italian distressed suede upper accented with handsome tonal stitching. Microfiber lining. Handmade Opanka construction: midsole is handsewn to the suede upper, giving the clog great flexibility and comfort. Removable footbed. Rubber outsole. 1.25” heel height. Wipe with a damp cloth to clean. Imported.
Item 191313
$110.00
5.05

(1)

Nigel Chukka Boots from Børn®: Jeans to chinos, sidewalks to gravel paths, this everyday desert chukka boot is effortlessly versatile on the surface yet durable at its core, thanks to double-needle, handcrafted Opanka construction. Distressed suede upper with a two-eye lace-up closure, padded footbed, and textured rubber outsole. 3.75" shaft. Imported.

NOTE: (1) This item is excluded from promotional discounts. (2) The image in the Early Fall catalog is incorrect. This shoe is available only in Taupe.
5.05

(1)

5.05

(1)

Item 191243
$130.00
Hele Malie Shearling Slip-On Sneakers by OluKai®: Just take it easy, and meander along in these slip-on sneakers. Twin-faced plush shearling lining surrounds your foot with warmth and softness – making it ideal for casual, cool-weather wear – and a single-density poured PU anatomical footbed, with a microfiber cover, aligns right with your foot’s shape. Wander close to the shore or over city sidewalks with its non-marking Wet Grip Rubber outsole, featuring a pattern inspired by Hawai’iloa wood carvings. Drop-In Heel® offers the option for a slipper-like fit. Soft suede leather upper with a lightweight compression-molded EVA midsole, embroidered logos, and a custom-designed footbed print reminiscent of a woven Lauhala mat. Imported.

NOTE: This item is excluded from promotional discounts.
Item 191242
$180.00
Huaka'i Li Leather Track Sneakers from Olukai®: From everyday use to casual adventures – like a short waterfall hike in Hawaii or the Adirondacks – this sneaker excels with sturdy, thoughtful construction. Neither bulky nor minimal, its antiqued and waxed nubuck leather upper, complemented by full-grain leather accents, gives it a classic, reliably old-school look. Yet, it takes a modern approach to support, thanks to a single-density, leather-covered PU anatomical footbed and lightweight, responsive EVA midsole with a stacked leather Vernier. For tackling a wider range of terrains, OluKai’s Wet Grip Outsole lives up to its name, delivering reliable traction in damp-to-dry conditions. Light pebbled leather lining. Pull loop for easy on and off. Imported.

NOTE: This item is excluded from promotional discounts.
Item 191311
$110.00
Hemlock Chelsea Boots from Børn®: This Chelsea boot steps away from Madison Avenue with sturdy yet flexible handcrafted Opanka construction and a steel shank for improved stability. Yet, in spite of its rugged underpinnings, its polished, tailored appearance, complete with elastic goring and a pull-on loop for easy on-and-off, aces workplace smart-casual. Full-grain leather upper with leather lining, a padded insole, and a textured rubber outsole. Round toe. 5" shaft with a 1.25" heel. Imported.

NOTE: This item is excluded from promotional discounts.
Item 191251
$160.00
9.81 Track GTX Trail Running Shoes from Garmont®: Trade the sidewalks for the trails. Garmont® crafts this adaptable trail runner to handle a wide range of terrains, beginning with the Michelin® Free Cross outsole, featuring wet-to-dry multidirectional lugs with an open pattern to release mud as you move. Adapting to your activity’s demands, the GORE-TEX® Extended Comfort membrane acts as a shield against moisture while letting it evaporate from the interior. Breathable 3D mesh upper with microfiber has seamless PU overlays for structure and stability without a compressed fit. With an 8mm drop, a compression-molded EVA midsole for lightweight support, and a breathable PU footbed. Weighs 12.7 oz. (½ pair). Imported.

NOTE: (1) This item is excluded from promotional discounts. (2) These shoes run on the smaller side. We recommend ordering one size up for a more accurate fit.
Item 191225
$100.00
$68.00 - $100.00
Save up to 32%
5.05

(2)

Allegheny Lace-Up Sneakers from Børn®: Italian leather upper with a padded collar, cotton laces and rubber traction sole. Handmade Opanka construction midsole is hand sewn to the leather upper for great flexibility and comfort. Moisture-wicking, padded footbed. Imported.
5.05

(2)

5.05

(2)

Item 191310
$170.00
Arrowood Riva Mid Waterproof Hiking Boots from Teva®: These mid-height hiking boots go the distance – through streams and over rugged, steep terrain. Waterproof protection starts with the treated full-grain leather upper and extends to the breathable eVent membrane, designed to block out moisture while releasing it from the interior. Through demanding journeys, its Vibram® rubber outsole, nylon shank, and rubberized toe cap always have you ready for the next step. Includes a Float-Lite™ EVA midsole with a PU high-rebound pad and a responsive PU sockliner. Imported.

NOTE: This item is excluded from promotional discounts.
Item 191236
$75.00
Ember Moc Canyon Print Shoes from Teva®: Warmth and coziness come with a side of strength, thanks to this slipper’s outdoors-inspired design. Sneaker features compose its core, including a textured traction rubber outsole, an EVA foam midsole, and a cushioned PU footbed. Yet, a quilted upper, much like a sleeping bag, helps hold onto body heat, and ripstop materials last through plenty of outings – airports to backcountry campsites. Collapsible heel for an easy slip-on fit. With poly and suede overlays, a rib-knit collar, and a webbed pull-on loop. Imported.

NOTE: This item is excluded from promotional discounts.
Item 191252
$135.00
Tikal Shoes from Garmont®: Your summertime adventures take you along trails, to new cities, and out to the beach, but no matter the activity or the terrain, cool comfort gets you through it. Eliminating the need to turn around and go back, Garmont®’s Tikal is based on an active silhouette, but has moisture control and breathability built into its design. A seamless 2.2mm reversed leather upper prevents heat buildup, while a coconut hair footbed, complete with a cotton top sheet, wicks away sweat to keep you dry. A cork underfoot insert and EVA/cork midsole improve support and stability without tacking on extra ounces, and for traction, a Michelin® Cross Terrain outsole helps you handle those rough patches and inclines. Light enough to be worn without socks. With a PU bumper and heel reinforcement. Weights 10.76 oz. (½ pair). Imported.

NOTE: This item is excluded from promotional discounts.
Item 191250
$155.00
Santiago Low GTX Shoes from Garmont®: Hiking and backpacking to running and sightseeing, this lightweight, low-cut multi-sport shoe adapts to the adventure with a breathable, waterproof, and supportive design. A 1.6mm suede leather and nylon mesh upper helps the foot breathe and stay in place, and for blocking out moisture, the GORE-TEX® Extended Comfort lining handles warmer conditions and more demanding pursuits with ease. In blending the support of a hiker with the comfort of an athletic shoe, this pair adds a Vibram® S1381 outsole, which features mud-releasing lugs and Megagrip rubber for confident wet-to-dry traction. Bi-density compression-molded EVA midsole feels light and cushions every step. With an antitorsional shank for stability, an EVA footbed, an extended lacing system for getting the perfect fit, Heel Lock to reduce blisters without compromising support, and a roomier instep and forefoot. Weighs 15.34 oz. (½ pair). Imported.

NOTE: This item is excluded from promotional discounts.
Item 191211
$358.00
Bowery Distressed Leather Boots from Frye®: These sturdy, rugged leather boots have a vintage distressed look with a lace-up front and zipper at the side for easy on and off. Leather insole. Rubber outsole with traction bottom. Heel height: 1". Made in Mexico.

NOTE: This item is excluded from promotional discounts.
Item 191316
$180.00
Trail 2650 Mid GTX Hiking Boots from Danner®: Not every hiking trip involves starting at dawn, ascending multiple peaks, and returning to the trailhead with burning calves and memories made. For these goal-pushing treks to short, local nature walks, Danner®’s trail runner-inspired hiker adapts with a lightweight design strengthened in key areas.

That approach begins with the upper, made out of breathable mesh and leather, with strategic perforations for regulating airflow. Then, the Trailguard platform uses an exposed TPU shank for improved stability and torsional strength, while an EVA midsole enhances cushioning without piling on extra weight. Added to this, the EXO Heel System places the heel counter on the shoe’s outside, and utilizes softer materials that lessen weight without compromising support.

For navigating both wet and dry terrain, a Vibram® 460 outsole makes use of multidirectional lugs and Megagrip rubber for traction through a wider range of conditions and environments. So moisture doesn’t make its way through, a GORE-TEX® liner blocks it out while letting it evaporate from the interior, ensuring an all-around dry sensation.

Designed with a wider forefoot, an 8mm heel drop, mesh lining, light padding, and a removable open-cell Ortholite® footbed. Imported.

NOTE: This item is excluded from promotional discounts.
Item 191237
$100.00
Ember Moc Shearling Shoes from Teva®: The best-selling Ember Moc gets a luxurious, cold weather-ready upgrade. Quilted suede adds more substance and style to the exterior, and soft shearling lining amplifies its sleeping-bag-meets-sneaker design. Effortlessly slide it on with the convertible heel counter. Rubber traction outsole for outdoor wear. Rib-knit collar with a webbing loop in front. Responsive and cushioning EVA midsole and PU footbed. Imported.

NOTE: This item is excluded from promotional discounts.
Item 191231
$40.00
$30.00 - $40.00
Save up to 25%
2.05

(1)

Hurricane Drift Sandals from Teva®: The perfect alternative to flip flops…light, fun and easy to clean, with easy hook-and-loop instep closure. Full injection-molded EVA soles. Imported. Whole Sizes: 8-13.

NOTE: This item is excluded from promotional discounts.
2.05

(1)

2.05

(1)

Item 191235
$78.00
$68.00 - $78.00
Save up to 13%
Hermosa Linen Sneakers from SeaVees®: The original plimsoll design was intended as a sporting or beach shoe. Lightweight comfort with a contoured footbed, SeeVees' exclusive herringbone moulded grip-lock outsole, soft, breathable cotton canvas lining, and signature flat eyelets. Imported.

NOTE: This item is excluded from promotional discounts.

Item 191210
$250.00
Fugitive GTX Waterproof Boots from Asolo®: Enjoy all-day comfort and support on your next adventure with these amazing hiking boots. Water-resistant split-grain leather and Cordura® nylon uppers are lightweight, breathable and durable. GORE-TEX® liners are waterproof, yet breathable, for comfort in a variety of conditions. Reinforced rubber heels and toe boxes provide durable protection. DuoAsoflex midsoles mix a shock-absorbing soft layer with a stiffer shank for torsion control. Outsoles are a combination of polyurethane midsoles over a bi-density rubber bottom for cushioning and traction. Imported.
Item 191220
$130.00
$115.00 - $130.00
Save up to 12%
Moloa Aho Slip-On Shoes from OluKai®: Premium waxed nubuck leather upper, unlined with laser perforations on vamp, hand sewn stitching details and elastic gore at sides for easy on and off. Dual-density anatomical PU footbed with polyurethane gel insert and natural, moisture-wicking cork footbed cover – removable and washable. Rubber outsole wrapped with full-grain leather. Patented Drop-In Heel® to wear it as a shoe or a slide. Imported.

NOTE: This item is excluded from promotional discounts.

Item 191240
$90.00
Allan Loafers from Børn®: Roll up those cuffs to show off your ankles come spring, or slip on something comfortable to go with your chinos and patterned socks once fall arrives. Either way, this year-round loafer with a stitched moc toe is the very definition of adaptable. Smooth, full-grain leather upper with a padded footbed, microfiber lining, and textured rubber outsole. Handcrafted double-needle Opanka construction for a durable yet flexible fit. 1.5" heel. Imported.

NOTE: This item is excluded from promotional discounts.
Item 191228
$85.00
$75.00 - $85.00
Save up to 12%
Krumes Leather Thong Sandals from Børn®: Enjoy all-day comfort with leather uppers and cushioned insoles. Rubber soles. Imported.
Item 191229
$70.00
$60.00 - $70.00
Save up to 14%
5.05

(1)

Hurricane Boomerang Sandals from Teva®: Water-friendly poly-nylon recycled PET webbing stands up to abuse and dries quickly after getting wet. Cushioned heel tab for increased comfort. Adjustable injection-molded strap. Easy hook-and-loop closure for a perfect fit. EVA foam midsole for lightweight cushioning. Nylon shank stabilizes and supports your feet on uneven terrain. Rugged Durabrasion Rubber™ outsole stands up to abuse and supplies great traction. Imported.
5.05

(1)

5.05

(1)

Item 191221
$110.00
$99.50 - $110.00
Save up to 10%
Nalukai Leather Slip-On Shoes from OluKai®: Unlined, burnished full-grain leather upper. Lightweight single-density anatomical PU footbed with a soft, moisture-wicking anti-microbial textile lining – removable and washable. Lightweight, compression molded EVA midsole and rubber outsole. Patented Drop-In Heel® to wear it as a shoe or a slide. Imported.

NOTE: This item is excluded from promotional discounts.

Item 191226
$110.00
$99.00 - $110.00
Save up to 10%
5.05

(1)

Gunnison Lace-Up Shoes from Børn®: Italian suede upper with a leather ankle collar, waxed cotton laces and rubber traction sole. Handmade Opanka construction midsole is hand sewn to the leather upper for great flexibility and comfort. Moisture-wicking, padded mesh footbed. Imported.
5.05

(1)

5.05

(1)

Item 191136
$130.00
5.05

(2)

Arrowood 2 Knit Sneakers from Teva®: Waterproof leather upper with knit-style, super light engineered mesh lining to keep your feet comfortable and dry. EVA foam footbed cushions your foot and softly supports it for all-day comfort. Float-Lite™ midsole is durable and feather light. Individual rubber outsole pods are strategically placed for superior traction. Responsive PU sockliner cushions the foot and puts a spring in your step. Imported.

NOTE: This item is excluded from promotional discounts.

5.05

(2)

5.05

(2)

Item 191227
$90.00
$80.00 - $90.00
Save up to 11%
4.75

(3)

Sawyer Basketweave Leather Slip-On Shoes from Børn®: Italian basketweave leather upper with canvas side gores for easy on and off. Handmade Opanka construction midsole is hand sewn to the leather upper for great flexibility and comfort. Moisture-wicking footbed. EVON outsole. Wipe with a damp cloth to clean. Imported.
4.75

(3)

4.75

(3)

Item 191224
$95.00
$85.00 - $95.00
Save up to 11%
5.05

(1)

Aleksander Leather Slip-On Sneakers from Børn®: Italian full-grain leather upper, padded collar, elastic side gores for easy on and off, and rubber traction sole. Handmade Opanka construction midsole is hand sewn to the leather upper for great flexibility and comfort. Moisture-wicking, padded footbed. Imported.
5.05

(1)

5.05

(1)

Item 191217
$495.00
$450.00 - $465.00
Save up to 9%
This amazing burnished leather boot boasts a unique stitch design spanning the front and back quarter, while keeping the vamp unadorned to allow the beautiful, marbled goat leather to shine. Single stitch welt construction. Leather sole. Handmade in Texas.
Item 191134
$80.00
5.05

(1)

Nui Leather Thongs from OluKai®: "Nui" (NOO-EE) means "Greatest" on the Hawaiian islands. This unique sandal features high-character, premium full-grain leather uppers that are tumbled or embossed waxed nubuck, with a quick-drying jersey knit lining, and a soft nylon toe post. Compression molded EVA midsole wrapped in antiqued full-grain leather with hand-sewn stitching provides anatomically correct contour for a personlized fit and sustained comfort. Non-marking outsole with island inspired traction pods for enhanced grip and flexibility. Embroidered logos and perimeter stitching on the footbed, hand-sewn whip stitching and triangular laser detail on the straps. Imported.

NOTE: This item is excluded from promotional discounts.

5.05

(1)

5.05

(1)

Item 191142
$195.00
4.05

(1)

Alex Shearling Lined Leather Sneakers from Trask™: Distressed leather uppers feature a rich, lived-in patina right out of the box. Fully lined in plush, top grade shearling. Slip-on styling with side gores for easy on and off. Rubber traction soles. Imported.

NOTE: This item is excluded from promotional discounts.

4.05

(1)

4.05

(1)

Item 191202
$165.00
Kualono Waterproof Leather Boots from OluKai®: Premium, waterproof full-grain or waxed nubuck leather and textile upper. Waterproof, breathable membrane, gasket and seam sealing. Dual-density anatomical PU footbed with a polyurethane gel insert. Soft, jersey knit footbed cover features an island-inspired topographical artwork, and is removable and washable. Lightweight, "wet grip rubber" outsole for superior traction and versatility, wrapped in high-abrasion TecTuff® synthetic leather. Heel pull loop for easy on and off. Imported.

NOTE: This item is excluded from promotional discounts.

Item 191216
$298.00
$250.00 - $265.00
Save up to 16%
5.05

(1)

Burnished leather uppers give these boots a lived-in, rugged appearance. Leather lining. Leather outsoles. Made in Mexico.

NOTE: This item is excluded from promotional discounts.
5.05

(1)

5.05

(1)

Stay well grounded, every step of the way, in Territory Ahead’s unique collection of men’s shoes and boots. From cowboy boots and leather sandals to waterproof sneakers and chukka boots, we have a diverse selection of men’s shoes & boots. With styles exclusive to Territory Ahead and carefully curated name-brand selections, our men’s shoes and boots are inspired by the journey. Many styles are available in men’s sizes 7.5-13.

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