Men's Apparel

Shop men's apparel at Simpson Outfitters for durable and stylish clothing designed for outdoor adventures. From performance jackets and hiking pants to casual wear, our collection combines comfort and functionality, ensuring you’re equipped for any outdoor activity, season after season.

Activewear
Activewear
50 products
Bottoms
Bottoms
90 products
Button Ups & Flannels
Button Ups & Flannels
76 products
Camouflage
Camouflage
176 products
Polo Shirts
Polo Shirts
38 products
Hats
Hats
295 products
Sun Shirts
Sun Shirts
19 products
Outerwear
Outerwear
119 products
T-Shirts
T-Shirts
241 products
Men's Accessories
Men's Accessories
535 products
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  • Heybo Camo Flannel - Old School Camo Heybo Camo Flannel - Old School Camo
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    HeyBo

    Heybo Camo Flannel - Old School Camo

    Heybo Camo Flannel - Old School Camo Our lightweight camo flannel is one of the most versatile button downs we've made. Whether you decide to wear it working in the yard, or as a layering piece in the woods, you are sure to be comfortable. Featuring a...
    $79.99 - $82.99
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  • Under Armour Men's ColdGear Fitted Crew - Black/White Under Armour Men's ColdGear Fitted Crew - Black/White
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    Under Armour

    Under Armour Men's ColdGear Fitted Crew

    Under Armour Men's ColdGear Fitted Crew We all hate it. That stiff, distracted feeling you get when you're out in the cold. That's why, we built a baselayer that keeps you warm and dry without being bulky or riding up, so you can stay focused all season...
    $49.99 - $54.99
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  • Palmetto Shirt Co. Flag Tee
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    Palmetto Shirt Co.

    Palmetto Shirt Co. Flag Tee

    Palmetto Shirt Co. Flag Tee 100% ComfortSoft® cotton Tag-free neck label Shoulder-to-Shoulder tape Coverseamed neck with lay flat collar Double-Needle stitching throughout
    $19.99 - $22.99
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  • Columbia Men's Watertight II Rain Jacket - Black
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    Columbia Sportswear

    Columbia Men's Watertight II Rain Jacket

    Columbia Men's Watertight II Rain Jacket TOP-NOTCH RAIN PROTECTION This waterproof-breathable, fully seam-sealed jacket will keep you nice and dry, even in the heaviest of rains. PACKABLE Stuff it in its own hand pocket for easy storage anytime...
    $74.99
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  • Men's Bamboo Heritage Fleece Jogger - Black Sand Men's Bamboo Heritage Fleece Jogger - Black Sand
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    Free Fly Apparel

    Men's Bamboo Heritage Fleece Jogger

    We took the cozy, heritage feel of your favorite sweats and combined it with the natural performance benefits of bamboo. Enter the Bamboo Heritage Fleece Jogger—affectionately dubbed “the lounge pant to end all lounge pants” around Free...
    $94.99
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  • Free Fly Men's Bamboo Lightweight Fleece Hoodie - Storm Cloud Free Fly Men's Bamboo Lightweight Fleece Hoodie - Storm Cloud
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    Free Fly Apparel

    Free Fly Men's Bamboo Lightweight Fleece Hoodie

    Free Fly Men's Bamboo Lightweight Fleece Hoodie Diving head first into a pile of clouds. That’s what this Lightweight Fleece Hoodie feels like. Unreasonably soft. Incredibly lightweight. The brushed fleece interior feels like a fluffy, cashmere...
    $94.99
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  • Under Armour Men's Blitzing Cap Under Armour Men's Blitzing Cap
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    Under Armour

    Under Armour Men's Blitzing Cap

    It doesn't just keep the sun off—the HeatGear® sweatband also wicks away sweat to help keep your head cool and dry. Breathable, textured knit fabric is super-soft for all day comfort Built-in, stretchy elastic sweatband wicks away sweat to...
    $27.99
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  • Under Armour Men's UA Freedom Banner T-Shirt - Academy Under Armour Men's UA Freedom Banner T-Shirt - Academy
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    Under Armour

    Under Armour Men's UA Freedom Banner T-Shirt

    Under Armour Men's UA Freedom Banner T-Shirt Everyone makes graphic Ts...but Under Armour makes them better. The fabric we use is light, soft, and quick-drying. Super-soft, cotton-blend fabric provides all-day comfort Ribbed collar 60% Cotton/40%...
    $29.99
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  • Banded RedZone 3.0 Insulated Base Pant - Spanish Moss Banded RedZone 3.0 Insulated Base Pant - Spanish Moss
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    Banded

    Banded RedZone 3.0 Insulated Base Pant

    Banded RedZone 3.0 Insulated Base Pant • 60-g PrimaLloft® Silver Insulation• Shell constructed of a windproof, moisture-shedding DWR finish• Quilt design stabilizes insulation minimizing air draft• Reinforced...
    $119.99
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  • Drake South Carolina Bottomland Mesh Back Cap Drake South Carolina Bottomland Mesh Back Cap
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    Drake

    Drake South Carolina Bottomland Mesh Back Cap

    Drake South Carolina Bottomland Mesh Back Cap The Drake Mossy Oak Bottomland Mesh Back Trucker is a spun polyester twill-structured six-panel cap combined with mesh panels and features the Iconic Mossy Oak Bottomland Camo pattern.  It is constructed...
    $29.99
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  • Nike Swoosh Headband
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    Nike

    Nike Swoosh Headband

    Featuring comfortable, absorbent fabric, the Nike Swoosh Headband stays in place and helps you stay dry, so you can play your best even when things heat up.
    $9.99
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  • Carhartt Loose Fit Midweight Shirt - Denim Blue Chambray Carhartt Loose Fit Midweight Shirt - Denim Blue Chambray
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    Carhartt

    Carhartt Loose Fit Midweight Shirt

    Carhartt Loose Fit Midweight Shirt 4.5-ounce, 100% cotton ringspun chambray Garment washed for a soft finish and reduced shrinkage Button-down collar Two chest pockets with mitered flaps and button closures Two-button adjustable cuffs with extended...
    $39.99 - $44.99
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  • sale
    Drake 8-Shot Flyweight S/S Shirt - Old School Drake 8-Shot Flyweight S/S Shirt - Old School
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    Drake

    Drake 8-Shot Flyweight S/S Shirt

    Drake 8-Shot Flyweight S/S Shirt The Drake 8 Shot Shirt is made from 100% Polyester Dobby fabric featuring our exclusive Old School Camo pattern.  The performance fabric is featherweight at 71 GSM which allows moisture to wick quickly from the body...
    Was: $49.99
    $29.99
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  • Drake LST Silencer Fleece-Lined Hoodie - Bottomland Drake LST Silencer Fleece-Lined Hoodie - Old School Timber
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    Drake

    Drake LST Silencer Fleece-Lined Hoodie

    Drake LST Silencer Fleece-Lined Hoodie Step up your game with the LST Silencer Fleece-Lined Hoodie! This high-performance hoodie is made from 100% polyester microfiber interlock fabric with 400g 100% polyester fleece backing. With its double-lined,...
    $89.99
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  • Nike Men's Dri-FIT Fitness Tights - Black/White Nike Men's Dri-FIT Fitness Tights - White/Black
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    Nike

    Nike Men's Dri-FIT Fitness Tights

    The Nike Pro collection is about feeling confident trying your best no matter where you are on your fitness journey. These slim-fitting tights have a smooth and stretchy feel that's made to perform during all your favorite sports and activities. Wear...
    $34.99
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  • Nike Men's Totality 9" Shorts- Black/White Nike Men's Totality 9" Shorts- Grey
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    Nike

    Nike Men's Totality 9" Shorts

    Nike TotalityMen's Dri-FIT 9" Unlined Versatile ShortsDesigned for training, our sweat-wicking Totality Shorts let you keep things simple and fresh. They have a relaxed fit with smooth fabric that offers up comfort whether you're doing reps at the gym or...
    $17.50 - $34.99
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