Shorts

Shop Simpson Outfitters for men’s shorts, offering a wide variety of styles designed for comfort and performance. Whether you're looking for casual shorts, athletic shorts, or outdoor-ready options, our collection is made from breathable, moisture-wicking fabrics to keep you cool and comfortable all day long.

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  • Drake Camo Dock Shorts 6" - Old School Drake Camo Dock Shorts 6" - Bottomland

    Drake

    Drake Camo Dock Shorts 6"

    Drake Camo Dock Shorts 6" The Drake Men’s Dock Short 6" is made from a soft 90% Nylon and 10% Spandex fabric which gives it durability with less weight.  We brought back an old favorite and updated it with new styling and...
    $59.99
  • Drake 6" Dock Shorts - Coronet Blue Drake 6" Dock Shorts - Timber Wolf Khaki

    Drake

    Drake 6" Dock Shorts

    Drake 6" Dock Shorts The Drake Men’s Dock Short 6" is made from a soft 90% Nylon and 10% Spandex fabric which gives it durability with less weight.  We brought back an old favorite and updated it with new styling and...
    $49.99
  • Free Fly Men's 8 inch Breeze Short - Cement Free Fly Men's 8 inch Breeze Short - Cement

    Free Fly Apparel

    Free Fly Men's 8 inch Breeze Short - Cement

    Free Fly Men's 8 inch Breeze Short - Cement Light, airy, and packed with stretch, our Breeze Collection delivers performance-level comfort and casual, everyday style. The Breeze Short has been a bestseller ever since we first designed it almost 10 years...
    $67.99
  • Sitka Men's Tarmac 8 Inch Short - Oak Sitka Men's Tarmac 8 Inch Short - Oak

    Sitka Gear

    Sitka Men's Tarmac 8 Inch Short

    Sitka Men's Tarmac 8 Inch Short The Tarmac Short is your new warm-weather mainstay for town or trail. Built with lightweight cotton ripstop that offers the optimum combination of softness and durability. The classic five-pocket design has a zippered back...
    $79.00
  • Sitka Men's Territory Short - Buckskin Sitka Men's Territory Short - Buckskin

    Sitka Gear

    Sitka Men's Territory Short

    Sitka Men's Territory Short A longtime favorite, this short gets an upgrade with a new design and fit adding comfort and mobility. It has a durable water repellent finish for quick-dry performance, while a hint of stretch gives a wide, easy range of...
    $89.00
  • Under Armour Men's UA Fish Pro 2.0 Shorts - Mod Gray / Stone Under Armour Men's UA Fish Pro 2.0 Shorts - Mod Gray / Stone

    Under Armour

    Under Armour Men's UA Fish Pro 2.0 Shorts

    Under Armour Men's UA Fish Pro 2.0 Shorts On or off the water, you'll wear this gear. It's light, stretchy, dries quick—oh, and it's ridiculously comfortable too. UA Storm technology repels water without sacrificing breathability Lightweight...
    $54.99
  • Under Armour Men's UA Tech Vent Shorts - Black Under Armour Men's UA Tech Vent Shorts - Black

    Under Armour

    Under Armour Men's UA Tech Vent Shorts

    Under Armour Men's UA Tech Vent Shorts The ultimate shorts for your hottest training days—they're loose, light, and have vented mesh panels throughout for maximum breathability. Plus, 4-way stretch fabric means you never have to slow down. Our...
    $34.99