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Bundle Up: Best Clothes for Working Outside in Winter Weather

Trying to find ways to stave off the shivers? With the best clothes for working outside in winter, you'll stay warm (but look cool doing it).

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4 Season Give'r Gloves Regular Price Ecomm Give R.comVIA MERCHANT

When temperatures dip below freezing, it’s important to look for well-constructed workwear that offers insulation and warmth. Keeping dry is essential to staying safe in winter weather, too.

From a blanket-lined shirt jacket to warm work gloves, we’ve rounded up some of the best clothes for working outside in winter. Whether you’re on a job site or working on DIY projects outdoors, these items are sure to help you get the job done (while staying oh-so cozy).

Rugged Flex® Relaxed Fit Ripstop Cargo Fleece Lined Work Pant Ecomm Carhartt.comVIA MERCHANT

Cargo Work Pants

You need cold weather gear that’s durable and made for warmth on long days spent outside in the cold. These fleece-lined Carhartt cargo work pants get the job done right. Double-layer front knees stand up to repeated use, and there are even openings for adding knee pads.

The relaxed, stretch fit offers room for movement, and a straight leg accommodates work boots and snow boots. These cargo pants sport a drop-in cell phone pocket and space for utility knives and other tools. Pair these functional pants with other heated gear for ultimate warmth and comfort while working outside in winter.

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Stretch Blanket Lined Cpo Ecomm Fahertybrand.comVIA MERCHANT

Blanket-Lined Shirt Jacket 

Faherty offers something for the entire family. Whatever type of clothing you’re looking for, you’ll probably find it on their site. One of their most popular items is the blanket-lined transitional shirt jacket, which is exceptional for layering over clothes when working outside in winter. The extra-soft brushed cotton interior lining provides a cozy feeling against the skin. If you’re more of a vest person, this heated vest will keep your core toasty and warm.

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4 Season Give'r Gloves Regular Price Ecomm Give R.comVIA MERCHANT

Waterproof Insulated Gloves

Give’r is a colloquial phrase in Canada that roughly means ‘get after it.’ And when it comes to the best winter gear for working outside, these insulated gloves help you live up to the brand’s name. With all-leather construction, these waterproof gloves protect your hands from water and snow. Goodbye, numb fingers–these lined work gloves will keep you snug as a bug in a rug (er, glove).

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Arctic Heavyweight Merino Wool Blend Boot Sock Ecomm Carhartt.comVIA MERCHANT

Cold Weather Socks

Constructed using a temperature-regulating Merino wool-blend fabric, the Carhartt boot socks are ideal for cold weather (and they’re made in the USA). Need extra arch support and cushioning in your work socks? You’re covered, which means these boot socks are comfortable to wear all day long. Plus, they are moisture-wicking and have a mesh instep for added breathability.

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Yukon Extremes® Loose Fit Insulated Biberall Ecomm Carhartt.comVIA MERCHANT


Carhartt outdoor workwear is known for its rugged, dependable performance, and these Yukon Extremes provide warmth in the coldest conditions. The zip-to-waist design has snap-close wind flaps and double-pocketed knees to accommodate knee pads. Constructed with woven Cordura, these coveralls offer insulation and durability. Plus, each pair is coated in a generous helping of Rain Defender, Carhartt’s exclusive water repellent, which keeps sogginess at bay.

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Whimzy Powder Hood Ecomm Thenorthface.comVIA MERCHANT

Combination Face and Neck Mask

Another must-have when it comes to cold-weather workwear is The North Face Wimzy Powder Hood. It protects your head, face and neck from bone-chilling winter conditions. We also love the helmet-compatible fleece hood, which features a pieced-in gaiter that doubles as a face mask.

Getting too much snow in your face? Use the draw cord to cinch in the hood to keep the elements out, which is a must-have for cold-weather gear.

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Georgia Boot Lace To Toe Gore Tex Waterproof Insulated Work Boot Ecomm Amazon.comVIA MERCHANT

Waterproof Insulated Work Boot

These Georgia waterproof boots have 200 grams of Thinsulate insulation in every boot, including a pile of non-compressed insulation in the toe area. They are “Goodyear welt constructed,” meaning an extra piece of leather is stitched around the shoe’s base. Plus, the fully-lined interior also sports a removable, cushioned orthotic insole. Long story short? These work boots keep you warm when working outside in winter and are nearly impossible to destroy.

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Hrannar Polartec® Micro Hoodie Ecomm 66north.comVIA MERCHANT

Micro Hoodie Base Layer

Founded in 1926, the company 66 Degrees North was created with the intent of making durable clothing for Icelandic fishermen. The name of the business references the latitudinal line of the arctic circle, which makes sense considering they know cold weather gear quite well. Their Hranner Micro Hoodie makes the perfect base layer for keeping warm.

Crafted with Polartec Alpha Insulation Fabric, this fitted micro-fleece is fast-wicking and breathable. Ready to head outside? Pop a fleece jacket on top and you’re set for impending frigid temperatures.

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Men's Flannel Work Shirt Ecomm Tractorsupply.comVIA MERCHANT

Premium Flannel Work Shirt

Big Bill started 68 years ago in Coaticook, Quebec, and the clothing company still makes 85 percent of its no-nonsense workwear in Canada. Their flannel work shirt features double-stitched, heavyweight flannel cloth. Unsurprisingly, this is the cold weather gear that Canadian loggers swear by while working. To stay extra warm during your next project, top it with one of the best fleece vests.

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Alyssa Ford
Alyssa Ford is a long-time freelance journalist in Minneapolis. Her published credits include the Star Tribune, Utne Reader, Crain's,, Minnesota Monthly, Midwest Home, Experience Life, Artful Living, Momentum, Minnesota, and many others. She is a past president of the Minnesota Society of Professional Journalists.
Mary Henn
Mary Henn, MFA is an Associate Shopping Editor at Family Handyman. She’s also a national award-winning writer and journalist. Her expertise lies in interior design, home decor, gardening and outdoor trends. When she’s not working on the latest content at FHM, you can find her reading poetry or hiking with her dog, Henry.