Mens Winter Long Sleeve Shirts

Gear up for the colder months with our collection of men's winter long sleeve shirts, crafted to keep you warm and comfortable no matter the chill in the air. Whether you're layering up for a brisk morning hike or enjoying a casual evening by the fire, these shirts offer timeless style that seamlessly blends with your outdoor adventures. Designed with versatility in mind, our selection caters to every taste, ensuring you find the perfect fit for both rugged pursuits and relaxed outings. Embrace the season with confidence, knowing each piece is built to last and ready to accompany you on countless winter escapades.

Sort by:

Filter & Sort

Men's Scotch Plaid Flannel Shirt, Slightly Fitted
Price was from: $59.95 now: $49.99

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

Pros: Quality construction Perfect fit Softness Warmth Vibrant colors
Men's Wicked Good Flannel Shirt, Traditional Fit, Houndstooth

A deep evergreen flannel shirt with sheepskin shearling lining, offering softness, warmth, and wrinkle resistance.

Pros: Wrinkle-free Comfort Softness Warmth Durable
Men's Fleece-Lined Flannel Shirt, Traditional Fit, Plaid

A supersoft black plum plaid flannel shirt with cozy polyester fleece lining and a relaxed traditional fit.

Pros: Quality Comfort Warmth Softness Versatility
Men's Maine Guide Lightweight Lined Wool Field Shirt, Plaid

A red wool-blend plaid shirt with grid fleece lining, offering warmth, durability, and classic style.
Men's Cresta Ultralight 150 Turtleneck, Stripe
Price was from: $99.95 now: $84.99

A lightweight, itch-free 100% merino wool turtleneck in regatta blue, perfect as a base layer for winter sports.
Men's Maine Guide Lightweight Lined Wool Field Shirt

A versatile blue wool-blend shirt with soft lambswool and fleece lining for warmth and comfort.
Men's Chamois Shirt, Traditional Fit

A heavy-weight, charcoal gray heather flannel shirt made from 7.5 oz. Portuguese cotton for exceptional warmth.

Pros: Nice colors Great quality Exceptional warmth Durable material Comfortable fit
Men's Two-Layer River Driver's Shirt®, Traditional Fit Henley

A classic Henley with a wool blend outer layer and soft cotton inner layer for optimal warmth.

Pros: High quality and durability Warmth and coziness Versatile for layering Stylish appearance Comfortable fit
Men's Unshrinkable Mini-Waffle Henley, Long-Sleeve Traditional Fit

A shale gray heather, 100% cotton henley that resists shrinking, fading, and pilling, with a relaxed fit.

Pros: High quality True to size Versatile Comfortable Warm
Men's Katahdin Iron Works® Bonded Waffle Fleece Henley
Price was from: $89.95 now: $75.99

A men's mountain red heather Henley with ultrasoft, pill-resistant waffle-knit fabric and plush berber fleece lining.

Pros: High quality True to size fit Warmth Softness Comfortable
Men's Scotch Plaid Flannel Shirt, Slim Fit

A slim-fit grey Stewart flannel shirt made from high-quality Portuguese cotton, featuring authentic Scottish tartans.

Pros: Perfect fit Soft and comfortable Stylish design High-quality cotton Warm and durable
Men's 1912 Field Flannel Shirt, Slightly Fitted Untucked Fit, Plaid
Price was from: $79.95 now: $67.99

A rugged white cotton flannel shirt with a soft brushed finish and durable triple-needle stitching.
Men's Cresta Wool Midweight 250 Crew Top

A dark black, midweight merino wool crew top that wicks sweat, resists odor, and features thumbhole cuffs.

Pros: Perfect fit Soft and comfortable Durable fabric Great color Excellent warmth
Men's Maine Guide Shirt with PrimaLoft

A warm, durable wool blend shirt with PrimaLoft, featuring a traditional fit and check pattern.

Pros: Great fit Excellent quality Warmth Durable Comfortable
Men's Cresta Midweight 250 Quarter-Zip Top
Price was from: $120 now: $99.99

A versatile midweight merino wool base layer with thumbhole cuffs, flat-lock seams, and quarter-zip style.

Pros: Convenience Keeps you warm Comfort Durability Versatility
Men's Maine Guide Zip-Front Jac-Shirt, Plaid

A rugged multi-color plaid wool/nylon jac-shirt with ultrasuede trim, brass zipper, and reinforced pockets.
Men's Maine Guide Zip-Front Jac-Shirt

A versatile wool/nylon jac-shirt in loden, perfect for layering or wearing alone year-round.
Men's Maine Guide Zip-Front Jac-Shirt with PrimaLoft

A warm, windproof wool/nylon jac-shirt with PrimaLoft Silver lining, ideal for layering in cold weather.

Pros: Very warm Good fit Comfortable to wear
Men's Maine Guide Lightweight Wool Field Shirt, Plaid

A forest shade plaid shirt made from a durable, odor-resistant wool blend with snap closures.
Men's Fleece-Lined Flannel Shirt, Traditional Fit, Stripe
Price was from: $99.95 now: $84.99

A blue cotton flannel shirt with cozy polyester fleece lining and convenient front and side pockets.
Men's Maine Guide Sherpa Lined Wool Shirt

A men's wool blend shirt in cobalt or black, lined with recycled polyester sherpa fleece for warmth.
Men's Signature Donegal Woven Shirt, Long-Sleeve
Price was from: $79.95 now: $59.99

A rugged white twill flannel shirt with Donegal flecks, featuring a slim fit and chest pocket.
Men's 1912 Field Flannel Shirt, Hooded, Slightly Fitted Untucked Fit, Plaid
Price was from: $89.95 now: $75.99

A white cotton plaid flannel shirt with a cozy hood, zip front, and extra-soft brushed finish.
Men's Maine Guide Lightweight Wool Field Shirt

A durable slate brown wool blend shirt offering warmth, odor resistance, and a slightly fitted design.

Mens Winter Long Sleeve Shirts

When the air turns crisp and daylight starts to fade a little earlier, there’s something comforting about reaching for a favorite long sleeve shirt. For many men, winter long sleeve shirts are a true staple—whether layered under a jacket for a chilly morning commute, worn over a tee for a weekend hike, or simply thrown on for a cozy evening by the fireplace. These shirts are designed to fit seamlessly into the rhythms of everyday life, offering a balance of comfort and classic style that works just as well in the backyard as it does around the dinner table. As the seasons shift and the days grow cooler, having a selection of dependable long sleeve shirts makes it easy to transition from outdoor adventures to indoor relaxation, always feeling prepared for whatever the day brings.

Winter long sleeve shirts are a thoughtful gift for anyone who values comfort and versatility. They’re especially appreciated by those who spend time outdoors—whether it’s walking the dog on frosty mornings, gathering with friends around a bonfire, or heading out for weekend errands. These shirts are also a welcome addition to any wardrobe for men who appreciate timeless style and quality construction. When considering a purchase, it’s helpful to think about how the shirt will be used: some prefer a roomier fit for layering over other pieces, while others look for a more tailored silhouette that can be dressed up or down. Details like button cuffs, chest pockets, and subtle patterns or textures can add a touch of personality and practicality, making each shirt a little different from the next. For those who gravitate toward relaxed, everyday looks that still feel polished, exploring the range of Mens Casual Winter Shirts can offer even more inspiration and options.

No matter how you spend the winter months—whether you’re out exploring the woods, catching up with friends over coffee, or simply enjoying a quiet moment at home—a well-chosen long sleeve shirt is a reliable companion. These shirts are made to handle the ebb and flow of the season, from brisk walks in the park to family gatherings and everything in between. Their enduring appeal lies in their ability to provide both warmth and ease, inviting you to make the most of every moment, indoors and out. With thoughtful details and a focus on lasting quality, men’s winter long sleeve shirts continue to be a trusted favorite for anyone who values tradition, comfort, and the simple pleasure of feeling at home—wherever the day leads.

FAQs

Mens winter long sleeve shirts are often made from warm, durable materials such as brushed cotton flannel, heavyweight cotton, wool blends, and performance fabrics designed to trap warmth while allowing breathability. These materials are chosen for their ability to provide comfort and insulation during cold weather.

Mens winter long sleeve shirts are versatile and can be dressed up or down. Pair them with jeans and boots for a casual look, or layer them under a sweater or vest for extra warmth. For a more polished appearance, choose a solid or subtle plaid shirt and wear it with chinos and a leather belt.

Absolutely. Many cold weather long sleeve shirts are designed with outdoor activities in mind, offering features like reinforced seams, moisture-wicking properties, and easy-care fabrics. They are ideal for layering, making them a smart choice for hiking, camping, or simply spending time outside in colder months.

Yes, these shirts are perfect for layering. Wear them over a base layer for extra warmth, or under a jacket or vest when temperatures drop. Their versatility makes them a key component of any winter layering system.

L.L.Bean men's long sleeve shirts are known for their quality craftsmanship, comfortable fit, and timeless style. Features like soft, durable fabrics, classic patterns, and thoughtful details ensure that these shirts deliver lasting value and reliable comfort throughout the winter season.

It's time to upgrade your browser

Mens Winter Long Sleeve Shirts

This product is not available