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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  • Marsh Wear Fulton Volley - Green Mallard Camo Marsh Wear Fulton Volley - Green Mallard Camo

    Marsh Wear

    Marsh Wear Fulton Volley - Green Mallard Camo

    Marsh Wear Fulton Volley - Green Mallard Camo Constructed of a quick-dry and stain-resistant fabric with added stretch for a better range of motion this short can do-it-all in and out of the water.  18" Outseam / 8" Inseam Elastic waistband,...
    $64.99
  • Local Boy Men's Volley Short - Localflage Vintage

    Local Boy Outfitters

    Local Boy Men's Volley Short - Localflage Vintage

    Local Boy Men's Volley Short - Localflage Vintage Featuring a 6 in inseam, elastic waistband, front pockets, and a back pocket with snap button, the local boy volley shorts are quick-drying, moisture-wicking, and built with anti-odor properties. Perfect...
    $39.99
  • Duck Head 5" Gold School Chino Short - Stone Duck Head 5" Gold School Chino Short - Stone

    Duck Head

    Duck Head 5" Gold School Chino Short

    Duck Head 5" Gold School Chino Short The Duck Head Gold School Short shares every detail with our full-length chino. Same signature button, same drill cloth interior, and same 7.5 oz. cotton twill with a trace of functional stretch. The 5” inseam...
    $64.99
  • Free Fly Men's Reverb Short - Woodland Camo Free Fly Men's Reverb Short - Woodland Camo

    Free Fly Apparel

    Free Fly Men's Reverb Short - Woodland Camo

    Free Fly Men's Reverb Short - Woodland Camo The Reverb Short is a jack-of-all-trades performance short, designed to handle whatever your day has in store. Part athletic short, swim short, and casual everyday short—it’s 100% ready to tackle...
    $73.99
  • Free Fly Men's Breeze Short - 8" - Slate Free Fly Men's Breeze Short - 8" - Slate

    Free Fly Apparel

    Free Fly Men's Breeze Short - 8"

    Free Fly Men's Breeze Short - 8" 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 ago, thanks...
    $67.99
  • Free Fly Men's Breeze Short - 6" - Dusk Blue II Free Fly Men's Breeze Short - 6" - Dusk Blue II

    Free Fly Apparel

    Free Fly Men's Breeze Short - 6"

    Free Fly Men's Breeze Short - 6" 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 ago, thanks...
    $67.99
  • 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 Commando Hybrid Volley Shorts 7” - Kalamata Olive/Old School Timber Drake Commando Hybrid Volley Shorts 7” - Kalamata Olive/Old School Timber

    Drake

    Drake Commando Hybrid Volley Shorts 7”

    The Drake Commando Lined Volley Short 7" is an extremely versatile short with its own built-in liner. The shell fabric is 88% polyester and 12% spandex, giving you a short with 4-way stretch. The fabric is quick drying and has a durable water-resistant...
    $49.99
  • 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
  • Local Boy Volley Shorts - Khaki Local Boy Volley Shorts - Khaki

    Local Boy Outfitters

    Local Boy Volley Shorts - Khaki

    Local Boy Volley Shorts - Khaki Live Local in Local Boy Outfitters' comfortable, quality bottoms. Perfect for any southern outdoor activity or lounging at home for the day. Performance volley shorts Anti odor Moisture wicking Quick drying Features 2...
    $39.99
  • Local Boy Volley Shorts - Cool Grey Local Boy Volley Shorts - Cool Grey

    Local Boy Outfitters

    Local Boy Volley Shorts - Cool Grey

    Local Boy Volley Shorts - Cool Grey Live Local in Local Boy Outfitters' comfortable, quality bottoms. Perfect for any southern outdoor activity or lounging at home for the day. Performance volley shorts Anti odor Moisture wicking Quick drying Features 2...
    $39.99
  • Local Boy Volley Short - Bottomland Local Boy Volley Short - Bottomland

    Local Boy Outfitters

    Local Boy Volley Short - Bottomland

    Local Boy Volley Short - Bottomland Featuring a 6 in inseam, elastic waistband, front pockets, and a back pocket with snap button, the local boy volley shorts are quick-drying, moisture-wicking, and built with anti-odor properties. Perfect for everyday...
    $39.99
  • 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
  • Huk Men's Pursuit Volley Short - Marolina Blue

    Huk

    Huk Men's Pursuit Volley Short

    Huk Men's Pursuit Volley Short These Pursuit Volley shorts are extremely comfortable, lightweight, and breathable, making them a must have for all of your outdoor activities. 89% Polyester / 11% Spandex 5.5 Inch Inseam Mesh Liner
    $39.99
  • 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