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
52 products
Bottoms
Bottoms
90 products
Button Ups & Flannels
Button Ups & Flannels
78 products
Camouflage
Camouflage
180 products
Polo Shirts
Polo Shirts
40 products
Hats
Hats
297 products
Sun Shirts
Sun Shirts
20 products
Outerwear
Outerwear
116 products
T-Shirts
T-Shirts
285 products
Men's Accessories
Men's Accessories
544 products
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  • Drake Oval Logo Foam Front Ball Cap - Old School Drake Oval Logo Foam Front Ball Cap - Old School
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    Drake

    Drake Oval Logo Foam Front Ball Cap

    Drake Oval Logo Foam Front Ball Cap - Old School This stylish Oval Logo Foam Front Ball Cap features a one-size-fits-most (OSFM) adjustable closure that ensures a comfortable fit. It's perfect for everyday wear, outdoor activities, and its lightweight...
    $24.99
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  • Drake LST Acrylic Beanie - Old School Camo
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    Drake

    Drake LST Acrylic Beanie - Old School Camo

    Drake LST Acrylic Beanie - Old School Camo This stylish LST Acrylic Beanie offers superior comfort and warmth. Made from 100% acrylic fabric with a 3mm foam stitch and flat stitch Drake logo, it's the ideal choice for outdoor activities. The beanie's...
    $34.99
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  • Drake LST Refuge 3.0 3-in-1 Jacket - Bottomland Drake LST Refuge 3.0 3-in-1 Jacket - Bottomland
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    Drake

    Drake LST Refuge 3.0 3-in-1 Jacket

    Drake LST Refuge 3.0 3-in-1 Jacket The LST Refuge™ 3.0 3-in-1 Jacket was created for the hunter that needs continuous versatility and unparalleled protection. Whether he is in a boat blind, a timber hole, or a corn field, he will take whatever...
    $269.99
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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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  • Grunt Style Murica Brewing Tee - Midnight Navy Grunt Style Murica Brewing Tee - Midnight Navy
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    Grunt Style

    Grunt Style Murica Brewing Tee - Midnight Navy

    Grunt Style Murica Brewing Tee - Midnight Navy  fit for a classic sleeve fit for men and a relaxed "Boyfriend" fit for women 60% Combed, Ring-Spun Cotton and 40% Polyester Ultra-comfortable and soft for all-day comfort Tagless, itch-free...
    $24.99 - $29.99
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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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