Men's Medium Sweatshirts

Explore a world of comfort and versatility with our collection of men's medium sweatshirts. Perfect for layering or wearing solo, these sweatshirts are crafted to provide warmth and ease, whether you're relaxing at home or venturing outdoors. Designed with quality and durability in mind, each piece promises lasting value and timeless style. From classic crewnecks to cozy hoodies, find the perfect addition to your wardrobe that seamlessly blends functionality with a laid-back look. Embrace the outdoors or enjoy a casual day out with sweatshirts that offer both comfort and effortless style.

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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 Airlight Knit Pullover

A slightly fitted, UPF 50+ synthetic fleece pullover in balsam, featuring moisture-wicking and quick-drying properties.

Pros: Lightweight warmth Versatile use Quick-drying Stylish appearance Comfortable fit
Men's Katahdin Iron Works® Hooded Sweatshirt, Flannel-Lined

A flannel-lined, heavyweight hooded sweatshirt with a cotton blend, triple-needle stitching, and taffeta-lined sleeves.

Pros: Durable and well-made Stylish design Warm and cozy High-quality fabric Comfortable fit
Men's Quilted Sweatshirt, Crewneck
Price was from: $79.95 now: $64.99

A green quilted crewneck sweatshirt with raglan sleeves, offering a cozy fit and easy movement.

Pros: Attractive appearance Comfort Warmth Softness Versatility
Men's Bean's Comfort Camp Hoodie, Graphic
Price was from: $79.95 now: $59.99

A men's medium hoodie in a soft, stretchy synthetic cotton blend with outdoor-inspired graphics.

Pros: Soft material Warmth Good color options Holds shape after wash Comfortable fit
Men's Comfort Stretch Piqué Hoodie
Price was from: $69.95 now: $59.99

A versatile, all-season navy hoodie in a soft, breathable cotton/polyester blend with built-in stretch.

Pros: Great fit Perfect length Soft and comfortable Warmth Versatile
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 Multisport Lifestyle Sweatshirt, Full-Zip
Price was from: $89 now: $74.99

A gray full-zip sweatshirt with moisture-wicking polyester cotton blend and zippered hand pockets.
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 Multisport Lifestyle Hoodie
Price was from: $89 now: $74.99

A gray hoodie with moisture-wicking polyester-cotton blend, featuring a zippered kangaroo pocket and ribbed cuffs.
Men's Tumbled Sherpa, Quarter-Zip Pullover
Price was from: $94 now: $54.99

A platinum quarter-zip pullover with plush sherpa fleece and four-way stretch for ultimate comfort.
Men's Multisport Crewneck Sweatshirt

A green crewneck sweatshirt made from a durable, moisture-wicking cotton and recycled polyester blend.
Men's Sunwashed Textured Cotton Sweater, Hoodie
Price was from: $79 now: $64.99

A tan, 100% cotton hoodie sweater with thermal-stitched sleeves and a relaxed traditional fit.
Men's Katahdin Iron Works® Half-Zip Sweatshirt, Utility

A seriously soft charcoal heather half-zip sweatshirt in a durable cotton/polyester blend with a cozy brushed interior.
Men's Signature Rugged Crewneck Sweatshirt
Price was from: $99 now: $84.99

A slim-fit navy crewneck sweatshirt made of soft 100% cotton terry cloth with classic logo embroidery.
Men's Bean's Sweater Fleece Half-Zip Pullover

A burgundy brown half-zip pullover made from 100% recycled polyester fleece for warmth and comfort.
Adults' Hoodie Sweatshirt
Price was from: $79 now: $64.99

A cozy blue cotton-blend hoodie with ribbed cuffs, kangaroo pocket, and exclusive Freeport-designed logo.
Men's Bean's Quilted Sweatshirt, Crewneck, Print
Price was from: $89.95 now: $74.99

A blue cotton blend crewneck sweatshirt featuring a quilted design for stylish comfort.
Men's Ridge Runner Conceal Hoodie
Price was from: $129 now: $59.99

A versatile Polartec polyester hoodie with built-in face mask, thumb holes, and multiple pockets for hunters.
Men's Katahdin Iron Works® Full-Zip Sweatshirt, Hooded

A heavyweight red cotton-blend hoodie with a cozy brushed interior, durable stitching, and adjustable drawstring hood.
Men's Bold Coast Pullover, Hoodie
Price was from: $89.95 now: $64.99

A versatile blue hoodie with a subtle stripe pattern, made from durable cotton-polyester blend.
Men's All Seasons Textured Sweats, Crewneck

A green waffle-knit crewneck sweatshirt made from 100% cotton for year-round comfort and style.
Men's Ridgeknit Pullover, Crewneck

A textured, slightly fitted crewneck pullover with four-way stretch, moisture-wicking fabric, and a zippered security pocket.

Men's Medium Sweatshirts

When it comes to layering up for cool mornings on the trail, relaxed weekends at home, or those first crisp evenings of late summer, men’s medium sweatshirts have long been a trusted staple. Their easygoing comfort and reliable warmth make them the kind of gear you reach for again and again, season after season. Whether you’re heading out for a sunrise paddle, gathering around the backyard fire pit, or simply running errands in town, the right sweatshirt adds just the right amount of cozy without feeling bulky or restrictive. The medium size is a versatile choice for many, offering a comfortable fit that layers easily over tees and under jackets, making it a practical addition to any wardrobe. It’s a piece that works hard without demanding attention—dependable, classic, and always ready for whatever the day holds.

Sweatshirts in medium sizes are a thoughtful gift for all kinds of occasions, from birthdays to holidays or just because. They’re a welcome surprise for dads, brothers, sons, or friends who appreciate gear that stands up to daily adventures both big and small. Picture handing one over at a family reunion, or tucking it into a care package for someone heading off to college. It’s the kind of present that feels personal—something that will be worn on camping trips, chilly morning walks, or while winding down after a long day. The right sweatshirt is more than just a layer; it’s a companion for life’s everyday moments, offering lasting comfort and timeless style. With details like soft, durable fabrics, ribbed cuffs that keep their shape, and easy-to-care-for construction, these sweatshirts are built for years of dependable wear, no matter how many times they’re tossed in a backpack or pulled over a favorite t-shirt.

As August brings those subtle shifts in the air, signaling the transition from summer’s heat to autumn’s cool embrace, there’s nothing quite like having a reliable medium sweatshirt within reach. It’s perfect for early morning walks when the dew is still fresh on the grass, or for those spontaneous road trips where the weather can turn in an instant. For those who crave even more versatility, consider exploring our collection of Men's Medium Hoodies—a great option when you want an extra layer of coverage and comfort. No matter how you wear it, a well-made sweatshirt is an essential part of the outdoor lifestyle, ready for everything from quiet moments on the porch to active days spent exploring new trails. With a focus on quality, durability, and timeless appeal, these sweatshirts are designed to make every day outside a little more comfortable, all year long.