Men's Oversized Sweatshirts

Men's oversized sweatshirts are a go-to layer for laid-back comfort and easygoing style, whether you’re relaxing at home, heading out for a weekend hike, or meeting up with friends. Designed with room to spare and crafted for lasting wear, these sweatshirts offer plenty of versatility for everyday adventures. With classic colors and timeless appeal, it’s simple to find the right look to suit any casual outing. Enjoy relaxed comfort and dependable quality every time you pull on your favorite men’s oversized sweatshirt.

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476 Items

Men's Katahdin Iron Works® Hooded Sweatshirt, Fleece-Lined
Price was from: $110 now: $92.99

A gray cotton-blend hooded sweatshirt with soft berber fleece lining and taffeta-lined sleeves for warmth.

Pros: Very comfortable Fits true to size Exceptional warmth Durable construction Soft fleece lining
Men's Katahdin Iron Works® Hooded Sweatshirt, Flannel-Lined

A hard-wearing, flannel-lined cotton blend sweatshirt in burgundy, designed for warmth and durability.

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

An indigo heather quilted pullover with a mockneck, featuring a relaxed fit and kangaroo pocket.

Pros: Good quality Stylish Comfortable Warm Good fit
Men's Quilted Sweatshirt, Crewneck
Price was from: $79.95 now: $64.99

A cozy brown crewneck sweatshirt made from quilted cotton-polyester with raglan sleeves and ribbed trim.

Pros: Great fit and sizing Extremely comfortable Versatile for layering and outdoors High quality construction Warmth stands out
Men's Bean's Comfort Camp Hoodie, Graphic
Price was from: $79.95 now: $64.99

A soft, moisture-wicking hoodie with outdoor graphics, crafted from a breathable cotton-polyester-spandex blend.

Pros: Attractive color Soft material Good warmth Holds shape after wash Comfortable fit
Men's Quilted Sweatshirts, Snap Overshirt
Price was from: $99.95 now: $74.99

A surf blue heather quilted overshirt with snap front, side pockets, and ribbed cuffs.

Pros: Lightness Comfort Warmth No shrinking Nice look
Men's Multisport Lifestyle Hoodie
Price was from: $89.95 now: $74.99

A green hoodie with a polyester-cotton blend, featuring moisture-wicking fabric and a zippered kangaroo pocket.
Men's Mariner Ultrasoft Sweatshirt, Stripe
Price was from: $89.95 now: $75.99

A brown cotton-blend sweatshirt featuring classic stripes, a corduroy collar, and exceptionally soft brushed interior.
Men's All Seasons Textured Sweats, Quarter-Zip

A green waffle-knit cotton pullover with a quarter-zip, offering comfort and style for all seasons.
Men's Bean's Quilted Sweatshirt, Mockneck, Print
Price was from: $99.95 now: $84.99

A brown quilted cotton-blend mockneck sweatshirt featuring a snap placket, kangaroo pocket, and raglan sleeves.
Adults' Bean's Classic Fleece Pullover
Price was from: $79.95 now: $63.99

A unisex, oversized fleece pullover in clay heather, made from 100% recycled polyester for ultimate comfort.
Men's Katahdin Iron Works® Sweatshirt, Crewneck, Graphic
Price was from: $89.95 now: $54.99

A heavyweight tan crewneck sweatshirt in a soft cotton blend with a Mt. Katahdin graphic logo.
Men's Bold Coast Pullover, Hoodie
Price was from: $89.95 now: $74.99

A tan cotton-blend hoodie featuring a subtle mini stripe texture, adjustable drawstring hood, and front snap pocket.
Men's Multisport Crewneck Sweatshirt
Price was from: $79.95 now: $66.99

A green crewneck sweatshirt made from a soft, durable polyester-cotton blend with moisture-wicking performance.
Men's Sunwashed Sweatshirt, Crewneck

A brown cotton-blend crewneck sweatshirt with a soft-brushed interior and classic ribbed cuffs and hem.
Men's Quilted Sweatshirt, Mockneck, Stripe

A multi-color quilted pullover with a mockneck, featuring raglan sleeves and a kangaroo pocket.
Men's Multisport Lifestyle Sweatshirt, Full-Zip

A tan full-zip sweatshirt made from a soft, durable polyester-cotton blend with zippered hand pockets.
Men's Quilted Sweatshirt, Crewneck, Stripe
Price was from: $89.95 now: $75.99

A multi-color striped crewneck pullover made from a soft cotton blend with raglan sleeves and ribbed trim.
Adults' Bean's Classic Fleece Pullover, Print
Price was from: $79.95 now: $63.99

A cozy, oversized multi-color fleece pullover made from 100% recycled polyester with classic snap-front details.
Men's Signature Camp Hoodie Sweatshirt

A black cotton-blend French terry hoodie featuring archival graphics, chainstitched details, and a kangaroo pocket.

Men's Oversized Sweatshirts

When it comes to comfort that feels like a warm embrace, men’s oversized sweatshirts have become a staple for all sorts of adventures and everyday moments. Their relaxed shape and generous cut make them a favorite for layering during the colder months, whether you’re heading out for a brisk morning walk, gathering around the firepit with friends, or simply unwinding after a long day. The roomy fit not only makes it easy to pull on over tees, flannels, or thermals, but also offers a timeless look that fits right in at backyard cookouts, family movie nights, or quick coffee runs. They’re the kind of piece you’ll reach for when you want something that feels just as good on a chilly January afternoon as it does on a crisp evening in early spring. With soft, durable fabrics that hold up to countless washes and wears, oversized sweatshirts are built for lasting value—ready to accompany you through seasons of activity, relaxation, and everything in between.

Oversized sweatshirts are also a thoughtful gift for just about anyone on your list, from college students settling into dorm life to dads who appreciate a cozy layer for weekend projects or outdoor chores. Their easygoing style appeals to a wide range of ages and personalities, making them a reliable choice for birthdays, holidays, or simply as a “thinking of you” surprise. Many folks keep a couple of oversized sweatshirts handy in the car or at the cabin, knowing they’re the perfect solution for unexpected temperature drops or impromptu gatherings. For those who love to pair comfort with versatility, these sweatshirts transition seamlessly from laid-back days at home to brisk walks in the park or casual outings with friends. And if you’re looking to round out your cold-weather wardrobe, you might also want to explore complementary layers like Men's Oversized Sweaters for a bit of extra warmth and style when the temperatures really dip.

Choosing the right oversized sweatshirt comes down to the little details that matter most: soft, sturdy fabrics that feel just right against the skin, ribbed cuffs that keep the chill out, and practical features like roomy kangaroo pockets or adjustable hoods. Whether you prefer a classic crewneck or a cozy hooded style, these sweatshirts are designed with comfort and convenience in mind—perfect for slipping on after a day spent outdoors or for layering up before heading out to tackle the next adventure. They offer a sense of ease that encourages you to slow down, savor the moment, and enjoy the simple pleasures of the season—like the satisfying crunch of snow underfoot, the laughter of family gathered indoors, or the peaceful quiet of a winter sunrise. With timeless appeal and dependable durability, men’s oversized sweatshirts are sure to become a trusted favorite in any wardrobe, ready to make every day just a little bit more comfortable.

FAQs

Men's oversized sweatshirts are incredibly versatile and can be styled in a variety of ways. Many people enjoy pairing them with jeans or joggers for a laid-back, casual look, while others layer them over collared shirts for a bit of extra warmth and a touch of classic style. For outdoor activities, oversized sweatshirts work well under a vest or lightweight jacket, and they're equally at home with shorts on milder days. Their relaxed fit makes them easy to mix and match with your favorite wardrobe staples.

Absolutely. The roomy design of oversized sweatshirts makes them great for layering, which is especially useful during outdoor activities when temperatures can fluctuate. Whether you’re heading out for a hike, gathering wood for the fire, or enjoying a walk around the neighborhood, these sweatshirts provide comfort and warmth without restricting movement. Their durable materials also stand up well to the demands of active days outside.

Oversized sweatshirts make a thoughtful gift for just about anyone who values comfort and easygoing style. They’re popular with students, outdoor enthusiasts, and anyone who enjoys cozying up at home. Because of their relaxed fit and timeless appeal, they’re a great choice for family members, friends, or colleagues, and are especially appreciated during the colder months.

To keep your oversized sweatshirt looking and feeling great, it's best to wash it with like colors in cold water and tumble dry on low heat. Avoid using bleach or fabric softeners, as these can affect the fabric's quality over time. Turning the sweatshirt inside out before washing can help preserve its color and any printed details, ensuring it stays a favorite for years to come.

Yes, men's oversized sweatshirts are a versatile addition to any wardrobe and can be worn throughout the year. While they’re especially popular in the colder months for their warmth and comfort, they also come in handy on cool summer evenings or in air-conditioned spaces. Their adaptability makes them a go-to choice for layering and staying comfortable in changing weather.

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Men's Oversized Sweatshirts