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  1. L.L.Bean/Men's Long Sleeve Button Downs
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Men's Long Sleeve Button Downs

Explore the perfect blend of comfort and timeless style with our selection of men's long sleeve button downs. Designed for versatility, these shirts are ideal for any occasion, whether you're heading into the office or enjoying a casual weekend outing. Crafted with quality and durability in mind, each piece offers lasting value and effortless ease of wear. With a variety of colors and patterns to choose from, you'll find the perfect shirt to complement your wardrobe. Enjoy the classic appeal and practical design that make men's long sleeve button downs a staple in any closet.

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  • Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Check
    Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Check
    $69.95

    A red check button-down shirt made from wrinkle-free, moisture-wicking 100% cotton poplin for lasting comfort.

    Pros: Comfortable fit and feel Classic, versatile style High quality and durable fabric Wrinkle-free and easy care Attractive color and pattern options

  • Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve
    Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve
    Price was from: $69.95 now: $49.99 $69.95 $49.99

    An indigo long-sleeve chambray shirt with built-in stretch, perfect for wearing untucked.

    Pros: High quality Versatile design Soft fabric Good stretch Comfortable fit

  • Men's Stonecoast Hemp Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Stripe
    Men's Stonecoast Hemp Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Stripe
    Price was from: $79.95 now: $59.99 $79.95 $59.99

    A gray, long-sleeve shirt with a soft hemp/cotton blend, featuring yarn-dyed stripes and button-down collar.

  • Men's Sunwashed Canvas Shirt, Traditional Fit
    Men's Sunwashed Canvas Shirt, Traditional Fit
    $69.95

    A cadet blue, 100% cotton canvas shirt with a relaxed fit and durable double-needle stitching.

    Pros: High quality Durable Comfortable Good fit Nice color

  • Men's Scotch Plaid Flannel Shirt, Slim Fit
    Men's Scotch Plaid Flannel Shirt, Slim Fit
    $59.95

    A slim-fit flannel shirt in Grey Stewart tartan, crafted from high-quality Portuguese cotton.

    Pros: Perfect fit Soft and comfortable Stylish design High-quality cotton Warm and durable

  • Men's Comfort Stretch Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Stripe
    Men's Comfort Stretch Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Stripe
    $74.95

    A breathable blue cotton-blend chambray shirt with built-in stretch and a relaxed, untucked fit.

  • Men's Riverton Ripstop Shirt, Long-Sleeve, Traditional Untucked Fit
    Men's Riverton Ripstop Shirt, Long-Sleeve, Traditional Untucked Fit
    Price was from: $79.95 now: $64.99 $79.95 $64.99

    A green cotton-blend shirt featuring lightweight ripstop fabric, subtle texture, and a relaxed untucked fit.

  • Men's Brushed Jaspé Twill Shirt, Traditional Untucked Fit
    Men's Brushed Jaspé Twill Shirt, Traditional Untucked Fit
    Price was from: $69.95 now: $49.99 $69.95 $49.99

    A soft, lightweight brown cotton shirt with a textured look and relaxed untucked fit for year-round wear.

  • Men's Signature Donegal Woven Shirt, Long-Sleeve
    Men's Signature Donegal Woven Shirt, Long-Sleeve
    Price was from: $79.95 now: $59.99 $79.95 $59.99

    A rugged cream twill flannel shirt with Donegal flecks, slim fit, and button-down collar.

  • Men's Scotch Plaid Flannel Shirt, Traditional Fit
    Men's Scotch Plaid Flannel Shirt, Traditional Fit
    $59.95

    A soft, 100% Portuguese cotton flannel shirt in authentic red Scottish plaid with a relaxed fit.

    Pros: Soft and comfortable fabric Attractive colors and classic appearance Warm yet lightweight High quality and durable Excellent fit and relaxed style

  • Men's Scotch Plaid Flannel Shirt, Slightly Fitted
    Men's Scotch Plaid Flannel Shirt, Slightly Fitted
    $59.95

    A slightly fitted flannel shirt in authentic Scottish tartans, crafted from high-quality Portuguese cotton.

    Pros: Quality construction Perfect fit Softness Warmth Comfortable

  • Men's Wrinkle-Free Classic Oxford Cloth Shirt, Traditional Fit
    Men's Wrinkle-Free Classic Oxford Cloth Shirt, Traditional Fit
    $64.95

    A wrinkle-free, 100% cotton oxford shirt in French blue with a relaxed traditional fit.

    Pros: High quality Wrinkle-free Durable Stylish appearance Comfortable fit

  • Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit
    Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit
    $79.95

    A wrinkle-free white oxford shirt in 100% cotton with a relaxed traditional fit and durable buttons.

    Pros: High quality Perfect fit Wrinkle-free Professional look Versatile

  • Men's Wrinkle-Free Classic Oxford Cloth Shirt, Traditional Fit University Stripe
    Men's Wrinkle-Free Classic Oxford Cloth Shirt, Traditional Fit University Stripe
    $64.95

    A wrinkle-free, 100% cotton oxford shirt in French blue stripes with a traditional, relaxed fit.

    Pros: High quality Perfect fit Wrinkle-free Classic style Comfortable

  • Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit Tattersall
    Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit Tattersall
    $79.95

    A blue tattersall shirt made from 100% cotton with a wrinkle-free, ultrasmooth finish for all-day comfort.

    Pros: Durable construction Wrinkle-free quality High-quality materials Professional look Comfortable fit

  • Men's Wrinkle-Free Kennebunk Sport Shirt, Slightly Fitted Check
    Men's Wrinkle-Free Kennebunk Sport Shirt, Slightly Fitted Check
    $69.95

    A red check button-down shirt made from wrinkle-free, moisture-wicking 100% cotton poplin for lasting comfort.

    Pros: Great fit and true to size Attractive color and style Wrinkle-free and easy care High quality and durable Comfortable and lightweight fabric

  • Men's Signature 1933 Chamois Cloth Shirt, Slim Fit, Pattern
    Men's Signature 1933 Chamois Cloth Shirt, Slim Fit, Pattern
    Price was from: $89 now: $75.99 $89 $75.99

    A slim-fit green plaid flannel shirt crafted from soft, garment-washed Portuguese cotton for vintage comfort.

    Pros: Warm and heavyweight material Soft and comfortable fabric Flattering slim fit Attractive color and pattern High quality construction

  • Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Print
    Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Print
    Price was from: $74.95 now: $54.99 $74.95 $54.99

    A blue cotton-blend chambray shirt with built-in stretch, moisture-wicking fabric, and a relaxed untucked fit.

  • Men's Tropicwear Shirt, Long-Sleeve
    Men's Tropicwear Shirt, Long-Sleeve
    $74.95

    A long-sleeve, UPF 50+ shirt in dusty sage with built-in stretch and excellent venting.

    Pros: Great fit Light and comfortable wear Good quality Sun protection Versatility

  • Men's Tropicwear Shirt, Plaid Long-Sleeve
    Men's Tropicwear Shirt, Plaid Long-Sleeve
    Price was from: $79.95 now: $59.99 $79.95 $59.99

    A blue plaid long-sleeve shirt with UPF 50+ protection and built-in stretch for comfort.

    Pros: Effective sun protection High quality Attractive appearance Cool and comfortable fabric Good fit

  • Men's Sunwashed Denim Shirt, Slightly Fitted Untucked Fit
    Men's Sunwashed Denim Shirt, Slightly Fitted Untucked Fit
    $59.95

    A blue 100% cotton denim shirt with authentic workwear details and a comfortable, broken-in feel.

  • Men's Stonecoast Hemp Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
    Men's Stonecoast Hemp Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
    Price was from: $79.95 now: $38.99 $79.95 $38.99

    A rugged, breathable hemp/cotton blend shirt with a slightly fitted untucked fit and vintage-inspired patterns.

  • Men's Signature Wharfside Linen Blend Shirt
    Men's Signature Wharfside Linen Blend Shirt
    Price was from: $74.95 now: $54.99 $74.95 $54.99

    A breathable green linen-cotton blend shirt with a slim fit, button-down collar, and chest pocket.

  • Men's Comfort Stretch Performance® Chambray Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
    Men's Comfort Stretch Performance® Chambray Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
    $64.95

    A blue cotton-blend chambray shirt featuring moisture-wicking stretch fabric and a slightly fitted untucked fit.

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Check out the following recommendations.

Men's Long Sleeve Button Downs

A long sleeve button down shirt is a wardrobe staple that effortlessly bridges the gap between casual comfort and put-together style, making it a favorite for men of all ages and lifestyles. Whether you’re heading into the office, planning a family gathering, or enjoying a weekend trip outdoors, button down long sleeve shirts offer the kind of versatility that makes getting dressed easy and stress-free. The appeal of these shirts lies in their ability to adapt—they look just as at home layered over a tee for a relaxed backyard barbecue as they do tucked into chinos for a more polished look. Many men appreciate the breathable comfort of 100% cotton long sleeve button-up shirts, especially during those transitional times of year when mornings are cool and afternoons warm up. The natural fibers offer softness and durability, while classic patterns and solid colors make it easy to find a shirt that fits personal style and occasion. With thoughtful details like reinforced seams, easy-to-roll cuffs, and button-down collars, these shirts are designed to keep up with busy days and outdoor adventures alike.

Button down long sleeve shirts are also a thoughtful gift option, well-suited for birthdays, Father’s Day, or as a “just because” gesture for someone who enjoys the outdoors or values timeless style. They’re a great choice for dads, brothers, friends, or colleagues who appreciate clothing that can be dressed up or down and worn across multiple seasons. For those who spend time outside—whether hiking, camping, or gathering around a campfire—a 100 cotton long sleeve button up shirt provides lightweight coverage that helps protect against sun and wind without feeling heavy or restrictive. These shirts are also ideal for travel, offering easy care and wrinkle resistance for life on the go. As the days grow shorter and the air turns crisp, a button down long sleeve can be layered under sweaters or jackets, adding warmth without bulk and ensuring comfort through changing weather.

When choosing a long sleeve button down, it’s helpful to consider fabric weight, fit, and intended use. Lighter fabrics are perfect for warm afternoons or layering, while slightly heavier weaves offer extra coziness as temperatures dip. Look for shirts with features like chest pockets for small essentials, gusseted shoulders for ease of movement, and sturdy buttons that stand up to repeated wear. These details make a difference whether you’re packing for a weekend in the woods or heading into town for dinner. With so many options available, it’s easy to find a shirt that matches your needs and style preferences—whether you lean toward classic plaids, subtle stripes, or solid color basics. For those seeking styles designed specifically for outdoor pursuits, explore the selection of Men's Outdoor Button Down Shirts for added durability and performance features. No matter how you wear them, button down long sleeve shirts deliver lasting comfort and dependable style, making them a smart addition to any closet as the seasons shift.

Popular Items

Men's Wicked Good Flannel Shirt, Traditional Fit, Houndstooth
Men's Wicked Good Flannel Shirt, Traditional Fit, Houndstooth
$54.99 $79.95
Men's Sunwashed Canvas Shirt, Traditional Fit
Men's Sunwashed Canvas Shirt, Traditional Fit
$69.95
Men's Fleece-Lined Flannel Shirt, Traditional Fit, Plaid
Men's Fleece-Lined Flannel Shirt, Traditional Fit, Plaid
$99.95
Men's Tropics Shirt, Short-Sleeve Print
Men's Tropics Shirt, Short-Sleeve Print
$54.95
Men's Sunwashed Canvas Shirt, Traditional Fit Short-Sleeve
Men's Sunwashed Canvas Shirt, Traditional Fit Short-Sleeve
$59.95
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Print
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Print
$54.99 $74.95
Men's Tropicwear Shirt, Long-Sleeve
Men's Tropicwear Shirt, Long-Sleeve
$54.99 $74.95
Men's 1912 Field Flannel Shirt, Slightly Fitted Untucked Fit, Plaid
Men's 1912 Field Flannel Shirt, Slightly Fitted Untucked Fit, Plaid
$79.95
Men's Tropicwear Shirt, Short-Sleeve
Men's Tropicwear Shirt, Short-Sleeve
$69.95
Men's No Fly Zone Shirt, Long-Sleeve
Men's No Fly Zone Shirt, Long-Sleeve
$99.95
Men's Comfort Stretch Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Stripe
Men's Comfort Stretch Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Stripe
$74.95
Men's Tropicwear Shirt, Plaid Short-Sleeve
Men's Tropicwear Shirt, Plaid Short-Sleeve
$74.95
Men's Comfort Stretch Performance® Chambray Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
Men's Comfort Stretch Performance® Chambray Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
$64.95
Men's Rangeley Corduroy Shirt, Slightly Fitted
Men's Rangeley Corduroy Shirt, Slightly Fitted
$64.99 $89.95
Men's Sunwashed Denim Shirt, Slightly Fitted Untucked Fit
Men's Sunwashed Denim Shirt, Slightly Fitted Untucked Fit
$59.95

FAQs

Men's long sleeve button down shirts are typically crafted from materials such as cotton, flannel, linen, and blends that may include polyester or elastane for added comfort and durability. Cotton and flannel are especially popular for their softness and breathability, making them ideal for year-round wear.

A men's long sleeve button down shirt is incredibly versatile. For a casual look, wear it untucked with jeans or khakis and roll up the sleeves. For a more polished appearance, tuck it into chinos or dress pants and add a belt. Layering under a sweater or jacket adds warmth and style during colder months.

To maintain the quality of your buttoned long sleeve shirts, it’s best to follow the care instructions on the label. Generally, washing in cold water and tumble drying on low helps preserve fabric integrity and color. Ironing on a medium setting can keep shirts looking crisp, especially for cotton and oxford styles.

When selecting a men's long sleeve button down shirt for outdoor use, consider features like moisture-wicking fabric, quick-drying properties, and reinforced seams for added durability. Ventilated panels and roll-tab sleeves can also enhance comfort during active days outside.

Yes, men's long sleeve button down shirts are suitable for all seasons. Lightweight cotton or linen shirts are great for warmer weather, while flannel and heavier cotton weaves provide warmth in cooler months. Layering options make them a practical choice throughout the year.

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