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

476 Items

Men's Sherpa-Lined Scotch Plaid Shirt, Slightly Fitted

A slightly fitted indigo tartan shirt combining soft Portuguese flannel and warm Sherpa fleece lining.

Pros: True fit Well-made Comfort Warmth Versatility
Men's Maine Guide Lightweight Wool Field Shirt

A navy wool blend field shirt offering unbeatable warmth, durability, and a slightly fitted design.
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 Scotch Plaid Flannel Shirt, Traditional Fit
Price was from: $59.95 now: $49.99

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

Pros: Fits well Good quality Softness Warmth Comfortable
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 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 Two-Layer River Driver's Shirt®, Traditional Fit Henley

A traditional fit Henley with a wool blend outer layer and soft cotton inner, in black cherry heather.

Pros: Good quality Warmth True to size Comfortable fit Versatility
Men's Unshrinkable Mini-Waffle Henley, Long-Sleeve Traditional Fit

An indigo heather, 100% cotton henley that resists shrinking, fading, and pilling, with a relaxed fit.

Pros: High quality True to size Comfortable Warm Good value
Men's Fleece-Lined Flannel Shirt, Traditional Fit

A supercozy, fleece-lined flannel shirt in coal plaid, featuring a relaxed traditional fit and multiple pockets.

Pros: Quality Comfort Warmth Softness Versatility
Men's Fleece-Lined Flannel Shirt, Snap Front, Slightly Fitted
Price was from: $89 now: $69.99

A cozy, fleece-lined flannel shirt with snap front, side pockets, and a slightly fitted design.

Pros: Soft material Durable quality Versatile design Excellent warmth Comfortable fit
Men's Cresta Wool Midweight 250 Crew Top

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

Pros: Great fit Comfortable feel Durable material Soft fabric 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 Maine Guide Zip-Front Jac-Shirt, Plaid
Price was from: $200 now: $159.99

A rugged wool/nylon jac-shirt in red and black plaid, perfect for layering and outdoor activities.

Pros: Great fit High quality Warmth Durable Comfortable fabric
Men's Maine Guide Zip-Front Jac-Shirt with PrimaLoft

A warm, windproof wool/nylon jac-shirt with PrimaLoft Silver lining, featuring multiple pockets and ultrasuede trim.

Pros: Great fit Very comfortable Excellent warmth
Men's Maine Guide Lightweight Wool Field Shirt, Plaid

A durable, plaid field shirt in royal red and black, made from a soft merino wool blend.
Men's Maine Guide Sherpa Lined Wool Shirt

A luxuriously cozy wool-blend shirt with sherpa fleece lining, perfect for layering in cold weather.
Men's Signature Donegal Woven Shirt, Long-Sleeve

A rugged green twill flannel shirt with Donegal flecks, offering a slim fit and button-down collar.
Men's Carefree Unshrinkable Tee, Traditional Fit, Long-Sleeve Henley

A black, long-sleeve Henley made of 100% cotton that resists wrinkles, shrinking, fading, and pilling.

Pros: Great fit High quality Versatile Comfortable Soft fabric
Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Check

A wrinkle-free, 100% cotton poplin shirt in a lake check pattern with moisture-wicking TrueCool® fabric.

Pros: Fits well Good quality Wrinkle-free Lightweight Comfortable
Men's Carefree Unshrinkable Turtleneck

A charcoal heather turtleneck made from 100% jersey-knit cotton that resists shrinking, fading, and wrinkling.

Pros: High quality Comfort Warmth Fits well after wash Classic design
Men's Organic Cotton Waffle Sweater, Quarter Zip

A cozy tan quarter-zip sweater made from 100% organic cotton with a thick waffle-stitch knit.

Pros: Beautiful design High quality Warm and cozy True to size Comfortable fit
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve

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 Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Print
Price was from: $74.95 now: $59.99

A brown cotton blend shirt with stretch, featuring a relaxed fit and moisture-wicking properties.

Pros: High quality material Easy to iron True to size Good stretch Comfortable fit
Men's Cresta Midweight 250 Quarter-Zip Top

A midweight merino wool quarter-zip top in saddle heather, designed to wick sweat and resist odor.

Pros: Keeps you warm Excellent base layer Comfort Durability Versatility

Mens Winter Long Sleeve Shirts

When winter settles in and the days grow shorter, the right gear makes all the difference in how you enjoy the season. That’s where a reliable collection of mens winter long sleeve shirts comes in—offering comfort, warmth, and timeless style that stands up to the chill. Whether you’re heading out for a morning walk through frosted woods, stacking firewood in the backyard, or simply relaxing by the fireplace after a day outdoors, these shirts are designed to keep you comfortable through every moment. The best winter long sleeve shirts are crafted from quality materials like soft flannel, rugged cotton, or innovative performance blends that help retain heat while allowing for freedom of movement. With thoughtful details like sturdy buttons, reinforced seams, and easy-care fabrics, these shirts are built to last season after season, holding up to both daily routines and weekend adventures. For many, a favorite cold weather long sleeve shirt becomes a winter staple—layered over a tee for extra insulation or worn under a vest for added versatility when temperatures really dip.

Mens warm long sleeve shirts aren’t just practical—they’re also a welcome gift for anyone who loves staying active outdoors or simply appreciates reliable comfort. Picture gifting a cozy, well-made shirt to a friend who enjoys early morning fishing trips, or to a family member who likes to spend winter evenings grilling on the porch. These shirts are equally at home on a snowy hike as they are around the dinner table, making them a thoughtful choice for birthdays, holidays, or just because. The best cold weather long sleeve shirt is one that feels just right the moment you pull it on: soft against the skin, roomy enough for easy movement, and dependable enough to become a go-to layer all season long. With a range of classic plaids, solid colors, and subtle patterns, it’s easy to find a style that fits seamlessly into any winter wardrobe. For those looking to expand their collection or try something new, there’s a curated selection of Mens Casual Winter Shirts to explore, offering even more options to suit every winter adventure and every personal style.

As January brings its crisp mornings and frosty evenings, investing in l.l. bean men's long sleeve shirts means you’re ready for whatever the season brings. These shirts are designed with real life in mind—easy to care for, comfortable to wear all day, and versatile enough to dress up for family gatherings or dress down for a weekend in the woods. The right shirt becomes more than just another piece of clothing; it’s a trusted companion for winter’s many moments, from shoveling snow to sharing stories around a campfire. With a focus on lasting value, durability, and timeless style, these shirts are made to be worn and enjoyed for years to come, making them a smart addition to any cold-weather wardrobe.

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