New Arrivals
Men’s Shoes & Boots

Rugged, durable and uniquely you: Our new arrivals of men’s shoes & boots include styles exclusive to Territory Ahead from your favorite designers. Shop our extraordinary collection of waterproof sneakers, hiking boots, Brewshoes cruisers, leather sandals, comfortable open-heel shoes, cowboy boots and more, all ready for your next adventure. Many of our styles are available from men’s sizes 7.5-13.

Sort By
Item 190470
$75.00
4.35

(16)

Leather Slip Ons from Brewshoes®: Exclusive to Territory Ahead, the rich leather uppers are hued like the popular Rogue Ales; the shoe style is an unlined slip-on cruiser with elastic gores for a good fit. Slip-resistant outsoles with beer bottle pattern. Imported.

4.35

(16)

4.35

(16)

Item 190611
$170.00
5.05

(2)

Tamarack Waterproof Boots from Ahnu®: A great cold-weather boot that offers warmth without bulk. Waterproof leather upper with cozy, faux shearling lining. Removable footbed with a wool top layer and 200-gram Thinsulate® inside layer for extra insulation. Wide side gores for easy on and off. Slip-resistant lug sole. Rubber toe protector. Imported.

NOTE: This item is excluded from promotional discounts.
5.05

(2)

5.05

(2)

Item 190519
$375.00
5.05

(3)

Clayton Leather Cowboy Boots from Lucchese®: Lucchese Bootmakers have been creating iconic handmade boots since 1883. If cowboy boots were eligible for Lifetime Achievement Awards, these would win, feet down. The distressed, tumbled leather gets better the more you wear them, and the John Wayne toes and hand-laced braiding at the sides and pull straps give them major swagger. Leather linings and fully padded footbeds provide legendary comfort. Goodyear welt construction. 12" shaft height; 1 5/8" heels. Handmade in Mexico.

5.05

(3)

5.05

(3)

Item 190627
$170.00
5.05

(1)

Willow Comfort Sneakers from Josef Seibel®: Nubuck leather upper features exemplary stitching with a padded collar for all-day comfort. Textile lining with removable footbed. Lightweight, flexible, hard-wearing outsole. Rubber traction sole. Imported. European Whole Sizes: 41-47. (EU41=8-8.5, 42 = 9, 43 = 9.5-10, 44 = 10.5, 45 = 11-11.5, 46 = 12, 47 = 13).

NOTE: This item is excluded from promotional discounts.

5.05

(1)

5.05

(1)

Item 190716
$195.00
4.05

(2)

Pikolinos Chile Pebble Grain Lace Up Boots:A versatile hiking-style boot featuring pebble-grain leather uppers with a buff finish and waterproof stain protector. Leather and fabric lining. Padded suede collar for extra comfort and support. Synthetic outsole. Removable insole. Imported. European Whole Sizes: 41-46. (EU41 = 8-8.5, 42 = 9, 4 3= 9.5-10, 44 = 10.5, 45 = 11-11.5, 46 = 12-12.5).
4.05

(2)

4.05

(2)

Item 190647
$185.00

Oscar Chukka Boots from Josef Seibel®Discreet, comfortable rubber lug sole. Removable footbed. Brushed poly interior lining for warmth. Waxed cotton laces. Dark Brown features contrasting textured leather heel cap and tongue. Black features a dusty matte finish. Imported. European Whole Sizes: 41-47. (EU41=8-8.5, 42 = 9, 43 = 9.5-10, 44 = 10.5, 45 = 11-11.5, 46 = 12, 47 = 13).

NOTE: This item is excluded from promotional discounts.

Item 190625
$130.00

Fulton Waterproof Sneakers from Ahnu®: These have the look of a hiking boot and the comfort of a sneaker. Waterproof oiled nubuck uppers with suede panels at the back. Padded tongue, cotton twill lining and removable footbed. Sporty speed laces (change to a tone-on-tone look with the complimentary twilight-colored laces). Contrast rubber bottoms. Imported.

NOTE: This item is excluded from promotional discounts.

Item 190622
$125.00
5.05

(1)

Ahnu®Balboa Waterproof Suede SneakersThese rugged lace-ups feature durable, waterproof suede uppers with contrast leather trim. Removable, sculpted EVA footbeds and EVA midsoles for cushioning and shock absorption. Lugged outsoles with non-marking rubber for traction and wear. Moisture-wicking synthetic mesh lining. Imported.

NOTE: This item is excluded from promotional discounts.

5.05

(1)

5.05

(1)

Item 190843
$200.00
OluKai's take on the classic chelsea boot features full-grain leather uppers with elastic gore panels for easy on and off. Leather and microfiber lining. Removable, dual-density anatomical PU footbed. Durable TR outsole with leather welt and forefoot traction pods. Hand-brushed heel with logo. Shaft height: 7.25". Imported. Sizes: 8-12 (including half sizes), 13.
Item 190565
$175.00
5.05

(1)

Blundstone 550 Water Resistant Boots from Blundstone®: Versatile and comfortable with water-resistant leather or oiled nubuck uppers, leather lining, and removable footbed. They're just the right weight with just the right look, and they get better with age. Side gores and double pull straps make them easy to pull on and off. Polyurethane midsole. Thermo urethane outsole. Imported.

NOTE: This item is excluded from promotional discounts.
5.05

(1)

5.05

(1)

Item 190849
$335.00
Cole Leather Cowboy Boots from Lucchese®: Full-grain leather uppers boast a dramatic corded design and stitching on the shaft. With a leather lining, leather cushioned insole and leather outsole with rubber cap stacked heel. Narrow rounded toe. Imported.
Item 190465
$165.00

Coburn Waterproof Boots from Ahnu®: The boot equivalent of an all-terrain vehicle... these rugged hikers are designed to stand up to wet and dry conditions. Durable, full-grain, waterproof leather uppers with rubber toe protectors, lined with breathable eVent® bootie and moisture wicking mesh. Numentum® Hike technology centers and guides the foot to promote balance. Gusseted tongue helps keep water and debris out. Non-marking rubber outsoles for superior grip and traction. Imported.

NOTE: This item is excluded from promotional discounts.

Item 190648
$499.00
5.05

(1)

Austin Cowboy Boots from Lucchese®: From Lucchese's Heritage Collection, made in Texas since 1883. A subtle yet highly intricate pattern on the quarter contains three subtle thread colors that add just the right amount of dimension to this rugged, comanche roughout suede boot. The burnished toe and heel create a casual, worn-in look for a laid-back style. Lucchese boots feature traditional leather soles, which are flexible and breathable. Lemonwood pegs complete the structure of the boot by holding the insole and outsole together, maintaining the integrity of the hand-lasted instep fit. Flex lite sole features rubber inlays under the instep for added comfort and traction. Standard rounded toe. 1.75" stacked leather heel with durable rubber heel tip. Made in Texas.

5.05

(1)

5.05

(1)

Item 190833
$120.00
Akahai Nubuck Slip Ons from OluKai®: Highly crafted, but fully laid back, the Akahai is built for the comfort of island time, all the time. Premium, soft nubuck leather uppers are oiled and waxed with a minimal lining. Drop-In Heel™ for wearing as a shoe or slide. Removable and washable, dual-density anatomical PU footbed. Rubber outsole for flexibility and traction. Imported.

NOTE: This item is excluded from promotional discounts.
Item 190837
$170.00
Badajoz Leather Slip Ons from Pikolinos®: A great comfortable slip-on that dresses up or down. Oiled leather uppers with suede accents. Split toe with reinforced stitching. Leather lining. Flex rubber soles. Elastic goring for easy on and off. Imported. 
Item 190845
$150.00
5.05

(1)

Inspired by the bold landscape of Hawaii's Big Island, featuring high-character, heavily waxed, smooth and tumbled nubuck leather uppers with suede collar accents. Moisture-wicking microfiber lining. Removable, dual-density anatomical PU footbed with polyurethane gel insert. All-weather, non-marking rubber outsole with full-grain leather wrap. Wide ankle opening and roomy toe box. Hand-sewn moc stitching. Shaft height: 4.5". Imported. Sizes: 8-12 (including half sizes), 13.
5.05

(1)

5.05

(1)

Item 190628
$165.00
Boston Shearling Lined Clogs from Birkenstock®: So cozy you'll live in them all day and night! Designed for indoor/outdoor wear with supple suede uppers. Soft footbed features a foam layer inserted between the cork layer and suede liner for durable comfort. Shearling lining for extra warmth. Flexible EVA soles are lightweight, durable and shock absorbing. Imported. European Whole Sizes: 41-42. (EU41 = 7.5-8, 42 = 8.5-9).

NOTE: This item is excluded from promotional discounts.
  • Refine by:
  • Clear
    Type
    • Shoes
    • Boots
    • Sneakers & Athletic
  • Clear
    Style
    • Leather
    • Lace-Up
    • Pull-On
    • High-Top
    • Slip-On
    • Chukka
  • Clear
    Size
    07
    07.5
    08
    08.5
    09
    09.5
    10
    10.5
    11
    11.5
    12
    13
    41
    42
    43
    44
    45
    46
    47
    8
    8.5
    9
    9.5
  • Clear
    Size Range
    • Regular
  • Clear
    Color
    BROWN
    BLACK
    NEUTRAL
  • Clear
    Price
    • $75 to $99.99
    • $100 to $149.99
    • $150 & Above
  • Clear
    Rating
    4 Stars and Up
    3 Stars and Up
    2 Stars and Up
    1 Stars and Up
  • Clear
    Spotlight Styles
    • New Arrivals
  • Clear
    Special Offers
    • Clearance
    • Sale