Men's Casual Outfits

Men's casual outfits make it easy to enjoy every day in comfort and style, whether you're heading out for a weekend hike, gathering with friends, or simply relaxing at home. With thoughtfully designed clothing made to last, you'll find versatile options that fit right in with your active lifestyle. Explore effortless combinations that look great and feel even better—built for lasting value and ready for whatever the day brings.

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298 Items

Men's BeanFlex® Twill Shirt, Traditional Untucked Fit, Long-Sleeve
Price was from: $64.95 now: $54.99

A rugged toffee-colored twill shirt with built-in stretch, perfect for untucked wear and all-day comfort.

Pros: High-quality material Attractive color Durable construction Wrinkle-free fabric Comfortable fit
Men's Vintage 1912 Jeans, Standard Fit, Straight Leg

A pair of tinted medium, straight-leg jeans with a 99% cotton, 1% spandex blend for added stretch.
Men's BeanFlex® Twill Shirt, Slightly Fitted Untucked Fit, Long-Sleeve
Price was from: $64.95 now: $54.99

A pale khaki, slightly fitted twill shirt with built-in stretch and moisture-wicking cotton blend fabric.
Men's Scotch Plaid Flannel Shirt, Traditional Fit

A soft, durable flannel shirt in authentic Scottish tartans, made from high-quality Portuguese cotton.

Pros: Well-made Versatile style Softness Warmth Comfortable fit
Men's Wrinkle-Free Double L® Chinos, Natural Fit, Hidden Comfort, Plain Front

A pair of dark khaki, wrinkle-free cotton chinos with a discreet elastic waist for ultimate comfort.

Pros: High quality Perfect fit Wrinkle-free Versatile Comfortable
Men's Premium Double L® Polo, Long-Sleeve Without Pocket

A juniper long-sleeve polo made from supersoft, unshrinkable cotton that resists wrinkles, fading, and pilling.

Pros: High quality Well-made Good color options True to size Comfortable fit
Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Check

A wrinkle-free, 100% cotton poplin shirt in Bering Blue check with moisture-wicking TrueCool® fabric.

Pros: Perfect fit Wrinkle-free Durable Comfortable Beautiful colors
Men's Katahdin Iron Works® Hooded Sweatshirt, Fleece-Lined

A heavyweight, fleece-lined hooded sweatshirt in charcoal heather, made from a durable cotton blend.

Pros: High quality Warmth Durable Good fit Soft feel
Men's Tropics Shirt, Short-Sleeve Print

A breathable, blue cotton shirt with a relaxed fit and weathered look, perfect for hot days.

Pros: Durable quality Versatile style Cool and lightweight Great summer look Comfortable fit
Men's Comfort Stretch® Dock Pants, Standard Fit, Straight Leg

A green cotton blend pant with a drawstring waist, offering comfort and moisture-wicking properties.

Pros: Quality fabric Versatile style True to size Convenient design Comfortable fit
Men's Casco Bay Boat Mocs
Price was from: $99 now: $84.99

An all-leather handsewn slip-on with a siped-rubber outsole and functional wraparound lacing for adjustable fit.

Pros: High quality Durable Stylish Comfortable Good fit
Men's Dock Shorts, 8"
Price was from: $49.95 now: $34.99

A comfortable pair of blue cotton shorts with an elastic drawstring waist and 8" inseam.

Pros: Lightweight fabric High quality Versatile design Flattering color Comfortable fit
Men's Explorer Ripstop Pants, Comfort Waist, Standard Fit, Tapered Leg

A rugged, moisture-wicking dark khaki pant with a tapered leg and adjustable drawstring waist.

Pros: Easy care Well-made Versatile Zippered pockets Comfortable
Men's Lakewashed® Stretch Khakis, Standard Fit, Straight Leg

A versatile pair of heritage khaki stretch chinos in a cotton blend for all-season comfort.

Pros: High quality Stylish Versatile Comfortable Good fit
Men's Wrinkle-Free Double L® Chino Shorts, Natural Fit, Hidden Comfort Waist, 8"

A pair of wrinkle-free khaki shorts with an 8" inseam and hidden comfort waist, made of 100% cotton.

Pros: High quality Durable Good fit Comfortable waist Wrinkle-free fabric
Men's Wicked Soft Cotton/Cashmere Sweater, Crewneck

A versatile midweight crewneck sweater in new khaki, made from an ultrasoft 95% cotton and 5% cashmere blend.

Pros: Great quality Warmth Versatile Comfortable Soft
Men's Scotch Plaid Flannel Hooded Shirt, Slightly Fitted
Price was from: $89 now: $69.99

A slightly fitted hooded shirt in black tartan, made from ultrasoft Portuguese cotton flannel.

Pros: Fit Quality Softness Warmth Comfortable
Men's Bean's Comfort Camp Hoodie, Graphic

A multi-color graphic hoodie with a soft, stretchy cotton blend and outdoor-inspired design.

Pros: Soft and stretchy material Warmth and comfort Great color Good everyday use Holds shape after wash
Men's Comfort Stretch® Chino Pants, Standard Fit, Straight Leg

A pair of khaki chinos in a breathable cotton blend with built-in stretch for all-day comfort.

Pros: Durable Versatile Comfortable Good fit Soft
Men's Lakewashed® Stretch Khakis, Classic Fit, Straight Leg
Price was from: $69.95 now: $59.99

A versatile pair of heritage khaki stretch chinos made from 98% cotton and 2% spandex for all-day comfort.

Pros: Roomy but still trim and modern Good quality Well-made Comfortable fabric Good fit
Men's Comfort Stretch® Chino Pants, Classic Fit, Straight Leg
Price was from: $79 now: $64.99

A pair of nimbus gray chinos in a breathable cotton blend with built-in stretch for all-day comfort.

Pros: Nice quality fabric Attractive color Perfect fit Reasonably priced Comfortable
Men's Bean's Sherpa Fleece Jacket

A cozy blue sherpa fleece jacket with ribbed cuffs and nylon overlays, perfect for casual outings.

Pros: Comfortable inner Warmth Durability Versatile for women Wind-resistant
Men's Comfort Stretch® Dock Pants, Classic Fit, Straight Leg
Price was from: $79 now: $64.99

A pair of coastal dune pants with a breathable cotton/CoolMax blend, elastic drawstring waist, and straight leg.

Pros: True to size High-quality fabric Great pockets Good value Comfortable fit
Men's Lakewashed® Stretch Khakis, Comfort Waist, Standard Fit, Straight Leg
Price was from: $69.95 now: $29.99

A pair of brown cotton-blend chinos featuring stretch fabric, elastic waist, and straight-leg comfort.

Men's Casual Outfits

When it comes to men’s casual outfits, there’s something undeniably comforting about reaching for those tried-and-true favorites that always seem to fit just right and feel even better. Whether you’re heading out for a weekend hike, gathering around a backyard fire, or simply enjoying a quiet morning with a cup of coffee on the porch, the right casual clothing makes every moment outdoors a little more enjoyable. This time of year, as summer stretches out with its long, sun-filled days and cool, breezy evenings, lightweight layers, breathable fabrics, and easygoing styles are the foundation of any well-planned casual wardrobe. It’s about versatility—having pieces that move seamlessly from an afternoon spent exploring local trails to a casual dinner with friends. The best casual clothes for men are those that offer lasting value, with durable construction and timeless style that looks just as good at a family barbecue as it does at a lakeside picnic. Comfort is always key, and details like soft fabrics, functional pockets, and relaxed silhouettes make it easy to focus on the fun, not your outfit.

Casual clothing isn’t just for solo adventures; it’s also a thoughtful gift for dads, brothers, sons, or friends who appreciate quality and comfort in their everyday lives. Birthdays, Father’s Day, graduations, or just because—these are the kinds of pieces that get worn again and again, becoming favorites for years to come. When selecting casual wear, consider the activities and settings where it’ll be put to use. Is he the type to spend weekends on the water, or does he prefer unwinding with a good book in the backyard hammock? Look for features that add convenience, like quick-drying materials for impromptu swims or adjustable waists for all-day comfort. It’s also worth thinking about how easily each item can be mixed and matched, making it simple to pull together an outfit that feels just right for any occasion. A well-rounded casual wardrobe should be ready for anything, from impromptu road trips to spontaneous games of catch in the park. And when the occasion calls for something a bit more polished, it’s just as easy to find the perfect look with our selection of Mens Dress Clothing.

No matter your plans this season, having a reliable rotation of casual favorites means you’re always ready to make the most of every day. There’s a certain satisfaction in knowing that your clothes are up for anything—sturdy enough for a day on the trail, comfortable enough for a lazy afternoon, and classic enough to never go out of style. These are the pieces that become part of your story, carrying memories of summer adventures, family gatherings, and peaceful evenings under the stars. With quality you can count on and thoughtful details designed for real life, men’s casual outfits are a smart investment in comfort and confidence, season after season.

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Men's Casual Outfits