New Arrivals - Blazers & Outerwear

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Item 110166
$259.00
$209.00
Save 19%
4.15

(14)

Two For The Road Wool Sweater Blazer: It's like getting two garments in one – enjoy the look of a constructed jacket with the comfort of a sweater. Warm midweight wool has a unique heathered appearance. With a colorful plaid cotton lining and poly-lined sleeves for easy on and off. Two lower front pockets, one angled chest pocket, and two inside pockets. Dark brown faux horn buttons. Locker loop at inside back neck. Center back vent. Dry clean. Classic Fit. Imported.
4.15

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4.15

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Item 110537
$299.00 - $319.00
$259.00 - $279.00
Save up to 13%
5.05

(2)

Adventure Seeker 4-in-1 Waterproof Jacket System: In rain, or cold and snowy conditions, this 4-in-1 system has your outerwear needs covered. To start, the waterproof outer shell blocks out the elements, and lets you adapt with a drawcord-adjustable hem and pit zips. For more coverage, zip in the detachable hood.

While the shell offers midweight protection on its own, zip and snap in the inner jacket for insulation. A quilted, reversible design keeps heat close, and lets you pick from a solid shade and an eye-popping geometric print.

  • Nylon/spandex shell
    • Waterproof, seam-sealed construction with waterproof 2-way zippers
    • Pit zips: Assist with releasing body heat
    • Pockets: Exterior – 2 zip chest pockets and 2 flap side pockets; Interior – zip chest pocket and a slip pocket
    • Stand collar
    • Velcro cuffs
    • Poly mesh lining
  • Detachable hood
    • Three-piece
    • Zip it into the shell
    • Two adjustment methods: single-handed from the back, or two side drawcords
    • Built-in brim for an extra degree of coverage
  • Insulated 100% poly liner jacket
    • Insulated: Quilted with 100g Polyfill
    • Reversible
    • Pockets: Two front pockets on both sides
  • Center back length: 31.5" for shell; 28" for liner
  • Machine wash
  • Classic Fit
  • Imported
5.05

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5.05

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Item 116019
$119.00
$99.00
Save 17%
4.55

(2)

Your favorite Old Steamboat's Cord shirt fabric is now available as a reversible vest, with cotton corduroy on one side, and a square quilted pattern in poly on the reverse. Two lower welt pockets on the cord side and two on the quilted side, plus one vertical welt pocket. Faux suede trim on the welt pockets, armholes, dropped hem, binding and on the quilted side's collar. Faux suede is also on the zipper pull. Machine wash. Classic Fit. Imported.
4.55

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Item 110239
$219.00 - $239.00
$194.00 - $214.00
Save up to 11%
4.05

(1)

The Excursionist Technical Travel Blazer: There’s always an occasion to veer off the main road – perhaps to a small, out-of-the-way New England coastal town, or some locally recommended spots not listed in your guide to the French Riviera. In all cases, this blazer anticipates these warm-weather excursions.

From the exterior, it’s all modern-day smart-casual, with a single-breasted design, notched lapels, elbow patches, and two back vents. Yet, showing it’s more than finesse, eight pockets offer a place for your essentials, wrinkle-resistant, travel-friendly material maintains its appearance, and quick-dry properties assist with controlling moisture.

  • 150-gram poly/cotton
  • Signature camouflage jacquard lines in the body
  • Striped poly twill lining the sleeves
  • Lightweight
  • Wrinkle-resistant – no ironing
  • Travel-friendly
  • Quick dry
  • Elbow patches
  • Two back vents
  • Eight total pockets:
    • Two flap side pockets
    • One slip chest pocket
    • One zip pocket on the exterior
    • Three interior zip pockets
    • One interior button-flap pocket
  • Locker loop in the collar
  • Two faux horn buttons
  • Three non-functional buttons on each cuff
  • Contrast zigzag stitching under the collar
  • Grosgrain tape lining the inner collar
  • Classic Fit
  • Machine wash
  • Imported
4.05

(1)

4.05

(1)

Item 110101
$189.00 - $205.00
$169.00 - $184.00
Save up to 11%
4.95

(9)

On The Line Stretch Corduroy Blazer: The alternative to ordinary corduroy blazers. Midweight cotton feels instantly soft, with a hint of spandex for added comfort. 8-wale corduroy is not too fine and not too chunky – ideal for wearing in multiple seasons.
  • Midweight cotton/spandex
  • Substantial feel with a touch of stretch
  • Fully lined in lightweight cotton chambray
  • Sleeves and pockets lined in poly satin stripes
  • One chest pocket
  • Two lower front flap pockets
  • Two inside chest pockets
  • Faux horn buttons with metal holes
  • Single back vent
  • Contrast grosgrain tape and locker loop at the inside back neck
  • Classic Fit
  • Machine wash
  • Imported
4.95

(9)

4.95

(9)

Item 116122
$149.00 - $159.00
$129.00 - $138.00
Save up to 13%
Adventure Seeker Puffer Vest: Layered over a flannel or under a heavier jacket, this lightweight quilted puffer delivers targeted warmth to your core with 175g polyfill insulation. Adaptable design anticipates your off-the-beaten-path adventures, while colorblocking in rich earth tones isn’t out of place downtown and at après-ski activities.
  • 155-gram cotton/nylon body
  • Insulation: 175g polyfill
  • Lightweight
  • Quilted
  • Snap-button front for ease of opening
  • Branded antiqued brass buttons
  • Stand collar for extra coverage
  • Side pockets with Velcro closures
  • Locker loop in collar
  • Matte finish
  • Classic Fit
  • Machine wash
  • Imported
Item 147046
$59.50 - $65.50
$49.50 - $54.50
Save up to 17%
Over-and-Under Quilted Henley Hoodie: Wear it under a denim jacket, or over a lightweight T-shirt. Either way, this hoodie is fully focused on warmth, with its substantial midweight construction and basket weave-like quilted texture. Striated material adds character, giving it a classic heathered appearance. Raglan sleeves for an active fit. Attached hood adjusts with a herringbone drawstring. Henley placket with three dark coconut buttons. Square hem. Poly/spandex. Machine wash. Classic Fit. Imported.
Item 150066
$99.50 - $105.50
$89.50 - $94.50
Save up to 10%
3.05

(2)

Taos Patterned Sweater: If your wintertime travels involve a road trip through the Southwest, this sweater ought to be in your bag. Reliable, fine knit construction holds body heat close when layered over your T-shirt or button-front, and the geometric pattern – inspired by the region’s textiles, themselves an amalgamation of Native American, Spanish, and Mexican influences – pops with orange, burgundy, and blue and incorporates marled yarns. Ribbed crewneck, cuffs, and square hem. 100% cotton. Machine wash. Classic Fit. Imported.
3.05

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3.05

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Item 150064
$160.00
$140.00
Save 13%
5.05

(1)

Motif Cardigan from Schott®: This sweater’s sturdy feel and soft, textured look are made for a round of bowling and some white Russians. Schott® crafts this cardigan for the absolute leisure-seeker with ultra-fine tastes, starting with a heavyweight cotton/poly/yak wool blend for a fuzzy look and adding a Southwestern textile-inspired motif across the body.
  • Heavyweight cotton/poly/yak wool blend
  • Southwestern-style pattern
  • Chunky rib-knit cuffs and hem
  • Button front with large buttons
  • Shawl collar
  • Two side patch pockets
  • Square hem
  • Dry clean or hand wash
  • Relaxed fit
  • Imported

NOTE: This item is excluded from promotional discounts.
5.05

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5.05

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Item 110580
$89.50 - $95.50
$79.50 - $85.50
Save 11%
5.05

(2)

Long Haul Denim Jacket: You’re going places (and covering great distances) in this trucker-style jean jacket. Made of our Shadows Stretch Denim, its look embodies timeless casual style, while a touch of spandex goes a long way toward comfortable, easy movement.
  • Midweight cotton/spandex Shadows Stretch Denim
  • Four outside pockets:
    • Two button flap chest pockets
    • Two slip side pockets
  • Seaming details
  • Contrast stitching
  • Adjustable button tabs on back waist
  • Buttoned front and cuffs
  • Lay-flat collar
  • Territory Ahead branded buttons with an antiqued finish
  • Square hem
  • Classic Fit
  • Machine wash
  • Imported
5.05

(2)

5.05

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Item 110570
$449.00
$399.00
Save 11%
4.05

(4)

The Flyover A-2 Leather Flight Jacket: Whoever said there’s nothing to see between both coasts never took their time traveling through flyover country. Made for those longer autumn jaunts, our take on the historic A-2 flight jacket isn’t as oversized – it has the streamlined fit of a modern bomber – yet retains key facets, like a snap-down collar and ribbed knit cuffs and a hem.
  • Medium-weight, semi vegetable-tanned lambskin leather
  • Slightly weathered, pebbled texture
  • Body lined with acrylic plaid, satin-lined sleeves, and no fill
  • Two epaulets
  • Two front patch pockets with buttoned flaps and alternative side entry
  • Faux horn buttons
  • Two inside zip pockets
  • One inside slip pocket
  • Two antiqued brass grommets under each armpit for ventilation
  • Square hem
  • Classic Fit
  • Professionally leather clean
  • Imported
4.05

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4.05

(4)

Item 110167
$259.00 - $279.00
$209.00 - $224.00
Save up to 20%
3.85

(25)

The Back East Washable Herringbone Travel Blazer: This has true campus credibility, but you needn't have an advanced degree to appreciate its plethora of unique details. Midweight poly-wool herringbone gives it a classic look, plus it's machine washable, making it ideal for travel. It's packed with details that take it way beyond ordinary, starting with eight total pockets. Outside you'll find one chest pocket; two bottom flap pockets with contrast plaid when you open the flap; and one hidden zip pocket. Inside there are two zip chest pockets, one zip pocket at lower left, and one bottom pocket with button flap. Fully lined in cotton plaid. Self fabric herringbone elbow patches. Dark brown faux horn buttons. Three non-functional buttons at sleeve plackets. Locker loop at inside back neck. Double back vents. Machine wash. Classic Fit. Imported.
3.85

(25)

3.85

(25)

Item 147024
$79.50 - $85.50
$64.50 - $69.50
Save up to 19%
Old Favorite Hoodie: Athletic trends come and go, but you’ll always stick with your old favorite – cozy, comfy heavyweight French terry with a soft brushed fleece interior. This decades-long staple is always up for a few hours at the gym, is ready to relax by the fire come evening, and continues to be a reliable source of layered warmth. Hoodie features an attached hood, a herringbone twill drawstring, a front pouch pocket with a logo patch, wider banded hem and cuffs, and contrast cover stitching. 350g marled poly/cotton/nylon knit. Machine wash. Relaxed Fit. Imported.
Item 110245
$199.00 - $215.00
$169.00 - $179.00
Save up to 17%
4.85

(4)

Coast to Coast Travel Blazer: It’s one thing to get somewhere – and another to arrive in refined style. Borrowing from the traditional menswear playbook, this travel blazer exudes unassuming luxury through its midweight, sueded super-fine herringbone twill, infused with a touch of spandex for movement, pickstitch details throughout, elbow patches, and a center back vent.

Yet, it’s not just for dinner and drinks in Milan. Rather, eight pockets and wrinkle-resistant, quick-dry travel-friendly construction come in handy throughout your entire Mediterranean excursion. Partially lined with our signature blue camouflage jacquard for a pop of color and a less-bulky fit.
  • Cotton/spandex
  • Midweight, sueded super-fine herringbone twill
  • Touch of stretch for movement
  • Eight total pockets:
    • One chest pocket
    • Two flap pockets
    • One hidden zip pocket
    • Two interior zip pockets
    • One buttoned flap interior pocket
    • One interior slip pocket
    • One pen holder pocket
  • Bound interior seams
  • Pickstitching details
  • Locker loop in the collar
  • Camo fabric with zigzag stitching under the collar
  • Classic Fit
  • Machine wash
  • Imported
4.85

(4)

4.85

(4)

Item 144970
$119.00 - $129.00
$79.00 - $109.00
Save up to 39%
5.05

(4)

Socorro Depths Baja Hoodie: Dive into the depths of comfort and relaxation with our heavyweight cotton hoodie influenced by the clear blue waters of Mexico’s “Little Galapagos.” Substantial yet soft construction based on our Java Expedition Hoodie stands out with deep turquoise-tinged hues and textured, tonal stripes – running vertically along the body and horizontally across the front pouch pocket. With a drawstring-adjustable two-piece hood, contrast trim inside the hood and neck, and a half placket with four coconut buttons. Locker loop inside collar. Square hem. 100% cotton. Machine wash. Relaxed Fit. Imported.
5.05

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5.05

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Item 150061
$89.50 - $95.50
$79.50 - $84.50
Save up to 12%
5.05

(2)

Backroads Groove Textured Multistripe Sweater: Never take the highway on that Northeastern road trip. After all, you’ll see more of the sights over the winding, hilly backroads. Made for these journeys, our midweight jacquard sweater delivers the right amount of warmth and comfort – especially when worn over a button-front – and matches the terrain with a textured, multistripe design. Ribbed crewneck, cuffs, and square hem. 100% cotton 9-gauge knit. Machine wash. Classic Fit. Imported.
5.05

(2)

5.05

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Item 110236
$259.00 - $279.00
$229.00 - $246.00
Save up to 12%
3.55

(2)

Jetsetter Washable Wool Travel Blazer: For that late-fall European vacation, this blazer’s versatile airport-to-sightseeing style travels well and looks sharp, no matter which city you’re in. No trip to the cleaners needed – poly/wool is machine washable, and from there, you’re good to go. With a soft feel, midweight construction adds a bit more substance for fall and winter wear.

While the unstructured fit pairs precisely with plenty of solid and patterned button-fronts, look past the surface. Eight total pockets offer a convenient solution for holding onto and concealing your wallet, keys, and passport. Self-fabric elbow patches add an old-school touch.
  • Machine washable midweight poly/wool
  • No visits to the dry cleaners – just wash it in the washing machine
  • Low maintenance
  • Ideal for fall and winter traveling
  • Eight total pockets
    • One chest pocket
    • Two button flap pockets
    • One hidden zip pocket on the wearer’s right
    • Two inside zip pockets
    • One button-flap inside pocket
  • Fully lined
  • Elbow patches
  • Two-button front
  • Faux horn buttons
  • Three non-functional buttons on each sleeve placket
  • Locker loop inside neck
  • Two back vents
  • Classic Fit
  • Machine wash
  • Imported
3.55

(2)

3.55

(2)

Item 110545
$79.50 - $85.50
$69.50 - $74.50
Save up to 13%
4.55

(8)

Desert Peak Stretch Corduroy Jean Jacket: The classic jean jacket shape gets a Territory Ahead upgrade in cotton stretch corduroy. Details include four outside pockets, seaming details and contrast stitching. Inside back yoke is lined in our "Down To Earth" plaid shirt fabric. Territory Ahead logo buttons, including adjustable ones at the back waist. Cotton/spandex. Machine wash. Classic Fit. Imported.
4.55

(8)

4.55

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Item 146361
$84.50
$70.50
Save 17%
4.85

(24)

Make It A Double Flatback Zip Mock Pullover: Enjoy twice the comfort with this 1/4-zip mock that also features four antiqued brass buttons at the placket. Handsome faux suede accents the placket and the elbow patches. Soft, midweight cotton-poly is ribbed for stretchy texture. Square hem. Cotton/poly. Machine wash. Imported.
4.85

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Item 110499
$529.00 - $559.00
$469.00 - $499.00
Save up to 11%
4.15

(7)

Invest in this premium, heavyweight cowhide leather jacket that’s distressed and specially finished for a lived-in vintage look. Seams on front and back feature burnished edges, also along the outside pockets. Five total pockets: two angled front pockets and one zip chest pocket; two inside chest pockets. Easy stand collar with locker loop at the inside back neck. Metal YKK zipper and antiqued brass snaps. With a stripe satin poly lining. Square hem. Professionally leather clean. Classic Fit. Imported.
4.15

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Item 120005
$529.00 - $559.00
$469.00 - $499.00
Save up to 11%
4.95

(27)

Falcon Bluff Leather Jacket: Investment quality burnished leather that gets better with age and wear. Now with a shorter collar height and a hidden wire for added comfort and shape. Front zip and front snaps. Four outside pockets (one of the two chest pockets has a vertical zip) and three inside pockets (one zips). Poly twill plaid lining with durable satin inside the sleeves for easy wearing. Professionally leather clean. Imported.
4.95

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4.95

(27)

Item 110497
$499.00 - $529.00
$449.00 - $479.00
Save up to 10%
5.05

(6)

Falcon Bluff Suede Jacket: Based on our best-selling Falcon Bluff Leather Jacket, here in supple lambsuede that goes through a tanning process for a subtly aged effect. It's fully lined with a diamond quilt pattern, and we added polyfill to give the jacket a bit more weight and warmth. Poly lined sleeves for easy on and off. Five total pockets: two outside welt pockets, plus three suede welt pockets on the inside. Stand collar is bendable to shape it any way you like. Locker loop at inside back neck. YKK zipper with leather tab and hidden metal logo snap front. Classic Fit. Imported. Professionally leather clean.
5.05

(6)

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Item 144628
$89.50
$79.50
4.85

(16)

Mañana Cord Long Sleeve Hoodie: Substantial 6-wale cotton corduroy feels soft and keeps you warm and comfortable. With a front kangaroo pocket, hood with drawcord, ribbed square hem and cuffs, and herringbone twill tape at the inside back neck. Three coconut buttons at the placket. 100% cotton. Machine wash. Relaxed Fit. Imported.
4.85

(16)

4.85

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Item 147030
$95.50
4.55

(2)

Saguaro Sueded Jersey Hoodie: Named after the tall, dense cacti found in the Sonoran Desert, this green-hued hoodie grabs attention with a handful of key details. Contrasting orange topstitching – on the seams and in rows on the elbow patches – adds a pop of color, and our plaid Old Steamboat's 16-wale corduroy lines the hood, inside placket, cuffs, and hem for a patterned contrast. Ideal as a layer, heavyweight 260g construction features a funnel neck, attached two-piece hood, a front pouch pocket, and a straight, adjustable hem with a nylon-trimmed drawcord. Sueded finish for a softer handfeel. Placket with four faux horn buttons with antique brass grommets. 100% cotton. Machine wash. Classic Fit. Imported.
4.55

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4.55

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Item 110572
$529.00
$469.00
Save 11%
3.55

(2)

The Mythmaker Leather Moto Jacket: In between hard truths and full-blown stories lie plenty of myths and legends. Far from esoteric, this moto jacket resides in a similar spot – practical for transitional weather yet exuding the cool factor that gets people talking. Clean, modern silhouette with medium-weight, lightly aged goatskin leather features a matte finish for less sheen, all the classic moto jacket features you love, and our signature blue camouflage jacquard lining.
  • Medium-weight, lightly aged polished goatskin leather
  • Poly twill lining with a blue camouflage pattern
  • Matte finish for less sheen
  • Snap moto collar
  • Two zip side entry pockets
  • Two zip chest pockets
  • One interior slip pocket
  • Zip sleeve cuffs with wind flaps
  • Side buckles on the hem
  • Hard-to-find bi-swing back for a natural range of motion
  • Square hem
  • Classic Fit
  • Professionally leather clean
  • Imported
3.55

(2)

3.55

(2)

Item 120019
$529.00
$469.00 - $529.00
4.75

(21)

Crow's Journey Leather Jacket: We took our best-selling Falcon Bluff leather jacket and created a non-distressed classic black leather jacket. The heavyweight cowhide features subtle graining for a smooth, yet rugged appearance. Detailed with a brown plaid, yarn-dyed poly twill lining (it's inside the pockets as well) and seven total pockets, including one zip pocket, two lower pockets with hidden snaps, two chest pockets (right with snap, left with vertical zip), plus three inside pockets (one zips). Zig-zag stitching at the inside front zip placket. Stand collar with wire at the top for shaping. Adjustable sleeve cuffs. Leather zipper pull with logo rivet. Professionally leather clean. Classic Fit. Imported.
4.75

(21)

4.75

(21)

Item 110400
$149.00
4.35

(37)

Energico Baja Hoodie: Rich, bold patterned stripes of blue, rust and grey line up vertically on this heavyweight hoodie. Featuring roomy front pockets with horizontal stripes. Brown corduroy trim and binding on the inside seams and sleeve ends. Wooden buttons. Square hem and side vents. Unlined. Cotton/poly/wool/acrylic/rayon/nylon. Machine wash. Classic Fit. Imported.
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Shop Territory Ahead for our unique selection of men's sport coats, travel blazers, leather jackets, vests and outerwear. From relaxed twill and luxurious suede to travel-friendly cotton with multiple pockets to burnished leather and warm wool peacoats, we carry exceptional men’s sport coats, travel blazers, jackets and outerwear you won't find anywhere else. Many styles are available in men’s tall, short and long sizes.

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