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
177 products
Polo Shirts
Polo Shirts
38 products
Hats
Hats
295 products
Sun Shirts
Sun Shirts
19 products
Outerwear
Outerwear
121 products
T-Shirts
T-Shirts
241 products
Men's Accessories
Men's Accessories
540 products
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    Drake Circle Mallard Tee - Kalamata Light Heather Drake Circle Mallard Tee - Barn Red Dark Heather
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    Drake

    Drake Circle Mallard Tee

    Drake Circle Mallard Tee The Circle Mallard T-Shirt is constructed with a 60% cotton and 40% polyester blend which supplies softness and comfort. This t-shirt has a Drake logo on the front pocket and depicts a classic Mallard from our Vintage Drakes...
    Was: $29.99
    $19.99
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  • Drake The Campfire Flannel Hoodie - Kalamata Olive Drake The Campfire Flannel Hoodie - Kalamata Olive
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    Drake

    Drake The Campfire Flannel Hoodie

    Drake The Campfire Flannel Hoodie The Drake Men’s Campfire Flannel Jac Shirt Hoodie is built to keep you warm and comfortable on an Autumn afternoon. The Jac is made from a cotton and recycled polyester blend and features an adjustable drawstring...
    $79.99
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  • Sitka Fanatic Mid Pro Trucker Elevated Hat Fanatic Mid Pro Trucker Elevated
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    Sitka Gear

    Sitka Fanatic Mid Pro Trucker Elevated Hat

    Fanatic Mid Pro Trucker Elevated Immerse yourself in the world of style and durability with the Fanatic Mid Pro Trucker Elevated. This mid-profile trucker cap is designed to meet the highest standards in terms of aesthetics and longevity. It's crafted...
    $35.00
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  • Sitka Fanatic Mid Pro Trucker Hat - Black Sitka Fanatic Mid Pro Trucker Hat - Black
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    Sitka Gear

    Sitka Fanatic Mid Pro Trucker Hat - Black

    Sitka Fanatic Mid Pro Trucker Hat - Black OSFA hats comfortably fit head sizes 7 - 7 1/2 DWR treated Berber fleece front panel Structured mid-profile trucker design Snapback closure
    $35.00
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  • Sitka Icon Flex Mid Pro Trucker - Olive Icon Flex Mid Pro Trucker
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    Sitka Gear

    Sitka Icon Flex Mid Pro Trucker - Olive

    ICON FLEX MID PRO TRUCKER HAT Experience the perfect blend of style and durability with the ICON FLEX MID PRO TRUCKER Hat. Designed with a timeless mid-profile trucker style, this hat is crafted to meet high standards of quality and aesthetics. With its...
    $35.00
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  • East Coast Waterfowl Pintail Patch Hat - 7 Panel New Bottomland

    East Coast Waterfowl

    East Coast Waterfowl Pintail Patch Hat - 7 Panel New Bottomland

    East Coast Waterfowl Pintail Patch Hat - 7 Panel New Bottomland Known for their long necks and slender profiles, pintail ducks are easily recognized.  While in flight, their wings are long and narrow. Found in wetlands, lakes, and ponds, pintails...
    $34.99
  • Nike Pro Men's Dri-FIT Fitness Long Shorts - Smoke Grey/Black Nike Pro Men's Dri-FIT Fitness Long Shorts - Smoke Grey/Black
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    Nike

    Nike Pro Men's Dri-FIT Fitness Long Shorts

    Nike Pro Men's Dri-FIT Fitness Long Shorts The Nike Pro collection is about feeling confident trying your best no matter where you are on your exercise journey. These 9" shorts have a smooth and stretchy feel that's made to perform for all your favorite...
    $31.99
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  • Grunt Style Blackout Flag Stretch Fit Hat Grunt Style Blackout Flag Stretch Fit Hat
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    Grunt Style

    Grunt Style Blackout Flag Stretch Fit Hat

    Grunt Style Blackout Flag Stretch Fit Hat izing - M/L (One Size Fits Most) Structured, low profile cap with a curved visor Birdseye Mesh Front / Stretch Mesh Back Stretch fit closure Center front embroidery Grunt Sty
    $32.99
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  • Combat Waterfowl 7 Panel Brown Khaki Patch
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    Combat Waterfowl

    Combat Waterfowl 7 Panel Brown Khaki Patch

    Combat Waterfowl 7 Panel Brown Khaki Patch The Richardson 168 is one of the latest trucker styles from Richardson. Featuring our duck icon logo with a sewn on authentic leather patch.
    $32.99
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  • Free Fly Wave 5-Panel Hat - Stone Blue Free Fly Wave 5-Panel Hat - Stone Blue
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    Free Fly Apparel

    Free Fly Wave 5-Panel Hat - Stone Blue

    Free Fly Wave 5-Panel Hat - Stone Blue This technical hat was built for on-the-water comfort, engineered from a quick-dry nylon fabric. A structured 5-panel design holds its shape, while the adjustable closure makes sure you don’t lose your hat...
    $33.99
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  • Burlebo Cap - Diving Duck - Charcoal Burlebo Cap - Diving Duck - Charcoal
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    Burlebo

    Burlebo Cap - Diving Duck - Charcoal

    Burlebo Cap - Diving Duck - Charcoal Low Profile 5 Panel Snapback Dark Charcoal Ripstop Material with Cream Rope Diving Mallard Embroidery
    $29.99
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