Men's Winter Sweatshirts

Embrace the chill of winter with our collection of men's winter sweatshirts, crafted to keep you warm and comfortable during the colder months. Designed with quality and durability in mind, these sweatshirts offer lasting value for your outdoor adventures or cozy indoor days. Whether you're layering up for a brisk hike or relaxing by the fire, our versatile selection ensures you'll find a style that suits your needs. With timeless designs and an array of colors, our sweatshirts are perfect for any occasion, making them an essential addition to your cold-weather wardrobe.

Sort by:

Filter & Sort

298 Items

Men's Katahdin Iron Works® Sweatshirt, Crewneck

A heavyweight navy crewneck sweatshirt in a cozy cotton/polyester blend with triple-needle stitching for durability.
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 Quilted Sweatshirt, Mockneck

A dark charcoal heather quilted pullover with a mockneck, featuring a relaxed fit and kangaroo pocket.

Pros: Good quality Warmth Stylish Versatile Comfortable
Men's Multisport Lifestyle Sweatshirt, Full-Zip

A black full-zip sweatshirt with moisture-wicking cotton-polyester blend and zippered pockets for secure storage.
Men's Katahdin Iron Works® Hooded Sweatshirt, Flannel-Lined

A hard-wearing, flannel-lined hooded sweatshirt with a cotton blend, offering warmth and durability in ink black.

Pros: High quality Durable and sturdy Stylish design Warm and cozy Comfortable fit
Men's Quilted Sweatshirt, Crewneck

A deep wine quilted crewneck sweatshirt with raglan sleeves, brushed inside for cozy comfort.

Pros: Perfect fit Versatile style High comfort Great warmth Soft texture
Men's L.L.Bean Quilted Sweatshirt, Full-Zip
Price was from: $99 now: $74.99

A gray quilted full-zip sweatshirt with raglan sleeves and brushed cotton-polyester for extra softness.

Pros: High-quality material Lightweight warmth Comfortable feel Versatile design Good fit
Men's Bean's Comfort Camp Hoodie, Graphic

A soft, stretchy hoodie with outdoor-inspired graphics, made from a breathable cotton-polyester-spandex blend.

Pros: Attractive color Soft material Good warmth Holds shape after wash Comfortable fit
Men's L.L.Bean 1912 Sweatshirt, Button-Mock
Price was from: $69.95 now: $29.99

A marine blue pullover with a brushed cotton-polyester blend, featuring a kangaroo pocket and button-mock neck.

Pros: Great fit Warmth Durable Versatile Comfortable
Men's Northwoods Hunter's Hoodie
Price was from: $59.95 now: $24.99

A versatile black heather hoodie with a warm grid fleece lining and moisture-wicking poly/cotton blend shell.
Men's Signature Rugged Crewneck Sweatshirt
Price was from: $99 now: $84.99

A slim-fit navy sweatshirt made of soft 100% terry cloth cotton with classic logo embroidery.
Men's Bean's Quilted Sweatshirt, Mockneck, Colorblock
Price was from: $89 now: $74.99

A comfortable red quilted sweatshirt with a colorblocked design, 80% cotton, and quarter-zip styling.
Men's Katahdin Iron Works® Half-Zip Sweatshirt, Utility

A heavyweight charcoal heather half-zip sweatshirt with a cozy brushed cotton/polyester blend and kangaroo pocket.
Men's Sunwashed Sweatshirt, Full-Zip

A tan full-zip sweatshirt in soft cotton-polyester French terry with a brushed interior and multiple pockets.
Men's Quilted Sweatshirt, Mockneck, Stripe
Price was from: $99.95 now: $84.99

A white quilted pullover with raglan sleeves and kangaroo pocket, made from 80% cotton.
Men's VentureStretch Ottoman-Rib Hoodie
Price was from: $79.95 now: $59.99

A blue, slightly fitted hoodie with UPF 50+ protection and moisture-wicking recycled polyester fabric.
Men's Multisport Lifestyle Hoodie
Price was from: $89 now: $74.99

A red hoodie with a polyester-cotton blend, featuring moisture-wicking fabric and a zippered kangaroo pocket.
Men's Katahdin Iron Works® Full-Zip Sweatshirt, Hooded

A heavyweight navy hooded sweatshirt in a cozy cotton/polyester blend with durable triple-needle stitching.
Men's Katahdin Iron Works® Sweatshirt, Crewneck, Graphic
Price was from: $89.95 now: $64.99

A tan crewneck sweatshirt in a cozy cotton blend with a Mt. Katahdin graphic and ribbed trim.
Men's Bold Coast Pullover, Hoodie
Price was from: $89.95 now: $64.99

A versatile red hoodie with a subtle stripe texture, made from durable cotton-polyester blend.
Men's Quilted Sweatshirt, Crewneck, Stripe
Price was from: $89 now: $74.99

A multi-color cotton blend quilted crewneck sweatshirt with raglan sleeves and ribbed trim.
Men's Comfort Stretch Performance® Piqué, Quarter-Zip Pullover

A versatile blue pullover in a pill-resistant cotton/polyester blend with built-in stretch and quarter-zip.
Men's Lakewashed Double-Knit Quarter-Zip Pullover
Price was from: $79.95 now: $64.99

A versatile classic navy pullover with ribbed texture, made from a comfortable polyester-cotton blend.
Men's L.L.Bean Sweater Fleece Full-Zip Jacket

A charcoal gray heather fleece jacket with a sweater-knit exterior, brushed interior, and multiple zippered pockets.

Pros: Fit Quality Warmth Soft fleece interior Durability

Men's Winter Sweatshirts

When the days grow shorter and the air takes on that unmistakable chill, there’s nothing quite like pulling on a winter sweatshirt that’s as dependable as an old friend. Whether you’re heading out for a crisp morning walk, stacking firewood, or simply settling in to watch the first snowflakes fall, a quality men’s winter sweatshirt becomes an everyday essential. These layers are designed to offer warmth and comfort without sacrificing versatility, making them a practical choice for everything from weekend errands to evenings around the backyard firepit. The best winter sweatshirts are crafted with soft, substantial fabrics that hold up to years of wear, featuring thoughtful details like ribbed cuffs to keep the cold out and roomy front pockets for chilly hands. For those who spend time outdoors with family or friends, or enjoy quiet moments with a good book and a cup of coffee, the right sweatshirt can make all the difference in staying comfortable through winter’s unpredictable moods.

Selecting a winter sweatshirt is about more than just staying warm—it’s about finding lasting value and timeless style that fits seamlessly into your day-to-day routine. Many opt for sweatshirts that transition easily from outdoor adventures to relaxed indoor gatherings, providing the kind of comfort that encourages you to linger a little longer at the sledding hill or take an extra lap around the neighborhood. These pieces are also a thoughtful gift for anyone who appreciates practical, problem-solving gear—ideal for sons heading off to college, dads who never miss a winter hike, or friends who cherish cozy weekends at the cabin. With a range of classic colors and easy-to-layer silhouettes, men’s winter sweatshirts offer something for everyone, embracing inclusive sizing and details that make getting outside easier and more enjoyable for all. If you’re looking to expand your collection or find a reliable favorite, you’ll find plenty of options—each designed with durability and comfort in mind—by exploring our selection of Mens Knit Sweatshirts.

Winter may be months away, but now is the perfect time to prepare for the season ahead. A well-made sweatshirt isn’t just a cold-weather staple; it’s a year-round companion for unpredictable weather, cool summer nights, and everything in between. Whether you’re gearing up for holiday gatherings, planning a weekend getaway, or simply want to be ready for the first frost, investing in a quality men’s winter sweatshirt ensures you’ll always have the right layer on hand. With their combination of lasting value, classic style, and everyday ease, these sweatshirts are ready to help you make the most of every moment—indoors and out, all season long.