Mens Walking Shirts

Mens walking shirts are designed to enhance your outdoor adventures with comfort and style. Offering a perfect blend of durability and versatility, these shirts are crafted to keep you at ease whether you're strolling through a park or hiking up a trail. Their timeless appeal ensures they remain a staple in your wardrobe for years to come. With a variety of colors and styles available, finding the right fit for your outdoor excursions has never been easier. Embrace the joy of the outdoors with mens walking shirts that promise quality and lasting value.

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270 Items

Men's Sunwashed Canvas Shirt, Traditional Fit

A prewashed, 100% cotton canvas shirt in juniper with a relaxed fit and durable double-needle stitching.

Pros: High quality Durable Comfortable Good fit Nice color
Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Check

A dark pine check shirt made from 100% cotton poplin with wrinkle-free performance and moisture-wicking TrueCool® fabric.

Pros: High quality Wrinkle-free Lightweight Good fit Comfortable
Men's Comfort Stretch® Oxford Shirt, Slightly Fitted Untucked Fit, Plaid
Price was from: $74.95 now: $44.99

A slightly fitted, untucked oxford shirt in goldenrod plaid, made from a moisture-wicking cotton blend.

Pros: High quality fabric Perfect fit Comfortable feel Wrinkle-free after washing Untucked design
Men's Scotch Plaid Flannel Shirt, Slightly Fitted

A slightly fitted flannel shirt in vintage tartan, made from 100% Portuguese cotton for lasting comfort.

Pros: Great fit High quality Softness Warmth Comfortable
Men's Maine Guide Shirt with PrimaLoft

A warm PrimaLoft wool blend shirt with sturdy construction, available in cream and black check patterns.

Pros: Great fit Excellent quality Warmth Comfortable Stylish appearance
Men's Stonecoast Hemp Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
Price was from: $69.95 now: $49.99

A deep olive, slightly fitted shirt made from a soft, durable hemp/cotton blend with added stretch.
Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Short-Sleeve Check

A deep green, wrinkle-free short-sleeve check shirt made from 100% cotton poplin with moisture-wicking TrueCool® fabric.

Pros: Generous fit High quality Wrinkle-free Stays crisp Comfortable fabric
Men's Tropics Shirt, Short-Sleeve Print
Price was from: $49.95 now: $39.99

A breathable, extra-soft brown cotton shirt with a relaxed fit and casual, weathered print.

Pros: Durable quality Versatile style Great for summer Soft fabric Comfortable fit
Men's Sunwashed Canvas Shirt, Traditional Fit Short-Sleeve

A soft, tan cotton canvas shirt with a relaxed fit, durable stitching, and button-flap pockets.

Pros: Perfect fit Durable and sturdy Versatile style Comfortable to wear Soft fabric
Men's Wrinkle-Free Kennebunk Sport Shirt, Slightly Fitted Check

A deep green, slightly fitted check shirt made from 100% wrinkle-free cotton poplin with moisture-wicking TrueCool® fabric.

Pros: Attractive color High-quality construction Wrinkle-free fabric Comfortable fit No ironing needed
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Short-Sleeve, Plaid

A brown plaid short-sleeve chambray shirt in a breathable, moisture-wicking cotton blend with built-in stretch.

Pros: Durable construction Stylish design Breathable material Wrinkle-free fabric Comfortable fit
Men's SunSmart® Cool Weave Shirt Short-Sleeve

A green, lightweight, UPF 50+ shirt with moisture-wicking fabric and zippered chest pocket for sun protection.

Pros: Cool-looking design Excellent for summer True to size Good quality material Comfortable fit
Men's 1912 Field Flannel Shirt, Slightly Fitted Untucked Fit, Plaid

A rugged midweight cotton flannel shirt in currant plaid, slightly fitted with a trimmer waist.

Pros: Great fit High-quality material Well-built Very comfortable Excellent return policy
Men's Maine Guide Shirt

A durable, 85% wool blend shirt in cobalt plaid, perfect for layering in outdoor adventures.

Pros: Great fit High quality Good quality Cushioning Warm
Men's Comfort Stretch® Chambray Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Plaid

A brown plaid chambray shirt with built-in stretch, perfect for untucked wear and easy movement.
Men's Tropicwear Shirt, Plaid Short-Sleeve

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

Pros: Attractive appearance Fast drying Lightweight Good fit Quick-drying
Men's Comfort Stretch Performance® Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
Price was from: $74.95 now: $49.99

A green chambray shirt offering moisture-wicking comfort with a slightly fitted untucked fit for versatility.
Men's Stonecoast Hemp Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Stripe

A slightly fitted, untucked cotton blend shirt in silver birch with stripes, perfect for casual wear.
Men's Comfort Stretch® Chambray Shirt, Slightly Fitted Untucked Fit, Short-Sleeve, Plaid
Price was from: $64.95 now: $49.99

A green plaid short-sleeve shirt in a breathable cotton blend with stretch and moisture-wicking comfort.
Men's Stonecoast Hemp Shirt, Short-Sleeve, Slightly Fitted Untucked Fit, Stripe

A rugged gray short-sleeve shirt in a soft, breathable hemp/cotton blend with a slightly fitted untucked fit.
Men's All-Adventure Shirt

An easygoing, moisture-wicking shirt in sailcloth topo, made from 60% organic cotton and 40% recycled polyester.
Men's Comfort Stretch Performance® Shirt, Short-Sleeve, Slightly Fitted Untucked Fit
Price was from: $59.95 now: $44.99

A green short-sleeve shirt offering moisture-wicking comfort in a slightly fitted untucked design.
Men's Stonecoast Hemp Shirt, Short-Sleeve, Slightly Fitted Untucked Fit
Price was from: $64.95 now: $44.99

A rugged blue short-sleeve shirt in a soft, breathable hemp/cotton blend with a slightly fitted untucked fit.
Men's Bean's Moleskin Shirt, Slightly Fitted Untucked Fit

A soft, midweight moleskin shirt in deep woods green with a touch of stretch for easy movement.

Mens Walking Shirts

When it comes to choosing the right men’s walking shirts, there’s a lot to consider—especially as the crisp air of October invites longer strolls, leaf-peeping hikes, and spontaneous outings with friends and family. A good walking shirt isn’t just another layer; it’s a key part of making every walk more comfortable and enjoyable, whether you’re heading out for a brisk morning loop around the neighborhood or taking in the changing scenery on wooded trails. The best walking shirts for men are designed with practical features in mind: moisture-wicking fabrics like polyester, nylon, or merino wool help keep you dry and comfortable by drawing sweat away from your skin, even when you’re working up a bit of a pace. Breathability is crucial, too—especially if you’re layering up for cooler weather—so lightweight weaves and ventilated panels can make a big difference in how you feel mile after mile. For those who prefer extra coverage, a long sleeve walking shirt offers added warmth on chilly mornings and can double as a handy shield against brush or sun, making it a versatile choice as the seasons shift.

Durability and comfort are at the heart of any shirt built for walking. Look for thoughtful details like flat seams that help prevent chafing if you’re carrying a backpack, or quick-drying materials that won’t leave you feeling damp after a sudden drizzle or a long, sunny trek. Many walking shirts feature button-front designs, so you can easily adjust for ventilation as the day warms up. Some even include built-in sun protection or convertible sleeves, making them a smart pick for anyone who enjoys spending extended time outdoors. These shirts aren’t just for solo adventures—they make excellent gifts for dads, brothers, partners, or friends who love to get outside, whether they’re avid hikers, casual walkers, or simply enjoy a comfortable, classic style for everyday wear. The timeless appeal and lasting value of a well-made walking shirt means it’ll be reached for again and again, season after season, for everything from fall foliage walks to travel days and weekend getaways.

As you explore the selection of men’s walking shirts, consider how and where you’ll use them most. If you’re planning walks under the autumn sun or along open trails, shirts with UPF protection or a lightweight hood can offer valuable coverage. For those who like to keep things simple, a classic button-down or pullover style in a soft, breathable fabric can transition seamlessly from trail to town. And if your walks take you through unpredictable weather, quick-drying and easy-care materials will help you stay comfortable and ready for anything. For more options designed with sun safety in mind, take a look at our dedicated collection of Men's UV Shirts. No matter your destination or pace, a great walking shirt is built to go the distance—helping you get outside, stay comfortable, and enjoy every step along the way.

FAQs

Men's walking shirts are often crafted from moisture-wicking materials like polyester, nylon, or merino wool. These fabrics help keep you dry and comfortable by drawing sweat away from your skin and offering breathability during long walks.

Yes, long sleeve walking shirts made from lightweight, breathable fabrics can be comfortable in warm weather. They offer added sun protection and can help keep you cool by wicking moisture and allowing for airflow.

Look for features such as quick-drying materials, ventilation panels, button-front designs for adjustable airflow, and UPF-rated fabrics for sun protection. These details help enhance comfort and versatility on the trail or during everyday walks.

Absolutely. Men's walking shirts are versatile enough for a range of activities, including hiking, travel, casual outings, and even everyday wear. Their comfort, durability, and timeless style make them a great choice for various occasions.

Moisture-wicking and quick-drying properties help manage sweat and keep you comfortable, especially during extended walks or changing weather conditions. These features ensure you stay dry, reducing the chance of chafing and making it easier to enjoy your time outdoors.

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Mens Walking Shirts