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

476 Items

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 Multisport Crewneck Sweatshirt
Price was from: $79.95 now: $66.99

A green crewneck sweatshirt made from a durable, moisture-wicking cotton and recycled polyester blend.
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 Katahdin Iron Works® Hooded Sweatshirt, Flannel-Lined

A hard-wearing, flannel-lined hooded sweatshirt in burgundy, made from a durable cotton blend.

Pros: High quality Durable and sturdy Stylish design Warm and cozy Comfortable fit
Men's Katahdin Iron Works® Sweatshirt, Crewneck, Graphic
Price was from: $89.95 now: $54.99

A heavyweight tan crewneck sweatshirt made from a soft, durable cotton blend with a Mt. Katahdin graphic.
Men's Bold Coast Pullover, Hoodie
Price was from: $89.95 now: $44.99

A versatile red hoodie with a subtle stripe texture, made from durable cotton-polyester blend.
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 Comfort Stretch Performance® Piqué, Quarter-Zip Pullover
Price was from: $69.95 now: $58.99

A versatile orange pullover with pill-resistant cotton/polyester blend and breathable double-knit piqué fabric.
Men's Signature Rugged Crewneck Sweatshirt
Price was from: $99 now: $49.99

A slim-fit navy sweatshirt made of soft 100% terry cloth cotton with classic logo embroidery.
Men's Katahdin Iron Works® Half-Zip Sweatshirt, Utility
Price was from: $89.95 now: $74.99

A heavyweight charcoal heather half-zip sweatshirt with a cozy brushed cotton/polyester blend and kangaroo pocket.
Men's Lakewashed Double-Knit Quarter-Zip Pullover

A versatile brown pullover with ribbed texture, made from a comfortable polyester-cotton blend.
Men's Quilted Sweatshirt, Mockneck, Stripe

A multi-color quilted pullover with raglan sleeves, snap placket, and kangaroo pocket for versatile comfort.
Men's Sunwashed Sweatshirt, Full-Zip
Price was from: $89.95 now: $74.99

A red full-zip sweatshirt in soft cotton-polyester French terry, garment washed for broken-in comfort.
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 L.L.Bean Sweater Fleece Pullover

A slightly fitted grey heather pullover with a rugged exterior and soft, brushed polyester fleece interior.

Pros: Versatile color options High quality Warmth Stylish appearance Comfortable fit
Men's L.L.Bean Classic Ragg Wool Sweater, Henley

A natural-colored, midweight lambswool Henley sweater offering substantial winter warmth without bulkiness.

Pros: High-quality material Classic style True to size Excellent warmth Comfortable fit
Men's Waterfowl Sweater

A naturally water-repellent merino wool sweater with leather accents, offering warmth and durability in wet conditions.

Pros: High quality Good material Stylish design Warmth Comfortable fit
Men's Quilted Sweatshirt, Crewneck

A dark charcoal heather quilted crewneck sweatshirt with a cozy brushed interior and raglan sleeves.

Pros: Fit Comfort Warmth Softness Versatility
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 Commando Sweater, Full-Zip

A warm, slim-fit merino wool sweater with cotton patches, offering excellent ventilation and durability.

Pros: Full zipper convenience Warmth Good fit Well made Stylish appearance
Men's Quilted Sweatshirts, Snap Overshirt
Price was from: $99.95 now: $74.99

A dark charcoal heather quilted overshirt combining comfort and style with a full snap front and side pockets.

Pros: Lightweight Nice look and finish No shrinking Great warmth Comfortable fit
Adults' Hoodie Sweatshirt
Price was from: $79 now: $54.99

A cozy blue cotton-blend hoodie with ribbed cuffs, kangaroo pocket, and exclusive Freeport-designed logo.
Men's All Seasons Textured Sweats, Quarter-Zip

A green waffle-knit quarter-zip pullover made from 100% cotton for year-round comfort.
Men's Cresta Ultralight 150 Hoodie, Stripe
Price was from: $99.95 now: $84.99

A form-fitting, itch-free 100% merino wool hoodie with built-in balaclava, perfect for cold-weather sports.

Men's Winter Sweatshirts

When the crisp air of October settles in and the days grow shorter, there’s nothing quite like reaching for a trusted men’s winter sweatshirt to keep you comfortable and warm. Whether you’re heading out for a brisk walk with the dog, gathering around the firepit with family, or simply unwinding after a long day, a well-chosen sweatshirt quickly becomes a go-to layer for all sorts of cold-weather moments. The best winter sweatshirts are designed to balance warmth and breathability, offering reliable comfort for everything from weekend errands to early-morning commutes. Many men appreciate the timeless appeal and lasting value of a classic sweatshirt—its soft interior, sturdy construction, and versatile style make it a staple for every wardrobe. If you’re shopping for yourself or searching for a thoughtful gift, a men’s winter sweatshirt is a practical choice that’s sure to be appreciated, especially as the season shifts and extra layers become a daily necessity.

When considering which men’s winter sweatshirts & hoodies to add to your collection, think about the activities and settings where you’ll wear them most. For outdoor chores, layering under a jacket, or cozying up indoors, look for sweatshirts that offer durability and easy care. Features like reinforced seams, adjustable hoods, and roomy front pockets add convenience and functionality, making it simple to transition from the backyard to the trail. For those who value natural fibers, a big and tall merino wool sweater delivers exceptional warmth without bulk, while still providing breathability and a soft feel against the skin. This makes it a great option for anyone who spends time outdoors or simply wants a layer that feels as good as it looks. Sweatshirts also make excellent gifts for dads, brothers, friends, or anyone who appreciates comfort and quality—especially when you choose pieces known for their lasting value and timeless appeal. As the leaves change and winter approaches, there’s real satisfaction in pulling on a favorite sweatshirt that’s stood the test of time, ready for whatever the day brings.

L.L.Bean has always been dedicated to creating pieces that stand up to the demands of the season, and ll bean mens sweatshirts are no exception. Each style is thoughtfully designed to provide comfort, versatility, and a classic look that never goes out of style. From relaxed evenings at home to impromptu weekend adventures, these sweatshirts are built to handle it all—making them a smart addition to any cold-weather wardrobe. If you’re searching for even more options to round out your collection, be sure to explore the full range of Mens Knit Sweatshirts for added warmth and everyday wearability. With so many choices, it’s easy to find the right fit and style for any occasion, ensuring you stay comfortable and confident all season long.

FAQs

When choosing a men's winter sweatshirt, consider features like soft, brushed interiors for warmth, sturdy ribbed cuffs and hems to help seal out the cold, and practical touches such as kangaroo pockets or adjustable hoods. Materials like heavyweight cotton blends and merino wool offer lasting comfort and durability, making them ideal for chilly days.

Absolutely. Men's winter sweatshirts are designed to be versatile, making them perfect for layering over tees or under jackets. This adaptability helps you stay comfortable whether you're indoors or braving colder temperatures outside.

Merino wool sweaters are prized for their natural warmth, breathability, and ability to wick moisture. They provide excellent insulation without feeling bulky, and their soft texture makes them comfortable for all-day wear, even during active pursuits.

To keep your winter sweatshirt looking and feeling its best, follow the care instructions on the label. Generally, washing in cold water and drying on a low setting helps maintain the fabric's integrity and color. For wool options, gentle hand washing or using a wool-specific cycle is recommended.

Men's winter sweatshirts make excellent gifts, especially as the weather turns colder. Their comfort, practicality, and timeless style appeal to a wide range of tastes, making them a thoughtful choice for family, friends, or anyone who enjoys spending time outdoors or relaxing at home.

It's time to upgrade your browser

Men's Winter Sweatshirts