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 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: $69.95 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 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 Tumbled Sherpa, Quarter-Zip Pullover
Price was from: $94 now: $64.99

A platinum quarter-zip pullover with plush sherpa fleece and four-way stretch for ultimate 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 Multisport Crewneck Sweatshirt

A green crewneck sweatshirt made from a durable, moisture-wicking cotton and recycled polyester blend.
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 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.
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 All Seasons Textured Sweats, Crewneck

A green waffle-knit crewneck sweatshirt made from 100% cotton for year-round comfort and style.
Men's Katahdin Iron Works® Full-Zip Sweatshirt, Hooded
Price was from: $84 now: $69.99

A tan hooded sweatshirt in a cozy cotton blend with durable triple-needle stitching and adjustable drawstring.
Men's Bold Coast Pullover, Hoodie
Price was from: $79 now: $64.99

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

A blue cotton blend crewneck sweatshirt featuring a quilted design for stylish comfort.
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 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 Katahdin Iron Works® Sweatshirt, Crewneck

A heavyweight navy crewneck sweatshirt in a cozy cotton/polyester blend with triple-needle stitching for durability.
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® Sweatshirt, Crewneck, Graphic
Price was from: $79 now: $64.99

A seriously soft and durable crewneck sweatshirt in a light mahogany cotton/polyester blend with a cozy brushed interior.

Men's Medium Sweatshirts

When it comes to building a wardrobe that keeps up with the pace of everyday life, men’s medium sweatshirts are a steadfast essential. These versatile layers have a way of fitting seamlessly into just about any routine, whether you’re heading out for an early-morning walk, catching up with friends around a backyard firepit, or simply unwinding after a long day. With their classic pullover design and reliable comfort, sweatshirts in medium sizes offer a just-right fit for many, striking that perfect balance between roomy and streamlined. They’re the kind of layer that’s easy to reach for, with soft, durable fabrics that feel great against the skin and stand up to repeated wear and washing. As the days stretch out and summer evenings cool off, a medium sweatshirt becomes the ideal companion—light enough to toss over a t-shirt when the sun dips, yet substantial enough to keep the chill at bay during those memorable nights outside.

A high-quality men’s medium sweatshirt is more than just a piece of clothing—it’s a problem solver that adapts to the moment. Whether you’re packing for a weekend getaway, gearing up for a day of yardwork, or just looking for something comfortable to wear while cheering from the sidelines, a dependable sweatshirt always earns its place in the rotation. These sweatshirts are thoughtfully designed to be easy to care for and simple to style, making them a practical choice for anyone who values lasting value and timeless appeal. They also make thoughtful gifts, especially for birthdays, graduations, or as a way to send a little comfort to someone heading off to a new adventure. There’s something about the familiar feel of a well-made sweatshirt that brings back memories—maybe it’s the one you wore on that first camping trip, or the layer you pulled on for cool-weather hikes with family. For those who appreciate options, it’s worth checking out related styles like Men's Medium Hoodies, which offer the same comfort with the added versatility of a hood.

No matter how you spend your time outdoors or what your daily routine looks like, having a reliable sweatshirt in your lineup is always a good idea. Medium sizes are a popular choice for their easy fit and comfortable feel, making them suitable for a wide range of body types and activities. Whether you’re layering up for a breezy evening on the porch, heading out for a morning jog, or just enjoying a quiet moment with a cup of coffee, a trusted sweatshirt brings warmth and ease to every occasion. With classic colors and timeless styles, these sweatshirts are designed to look good year after year, ready for whatever the season—and life—brings your way.