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Men’s Winter Style Guide: 30 Essentials You Should Own
It’s no secret that your wardrobe should change with the seasons, and whether you live in a climate that sees 100 inches of snow every winter or the lowest temperature dip is 50 degrees, you’re gonna need to pack your closet with some winter wardrobe essentials. From casual layering pieces and heavy-duty coats to accessories that can be worn year round, here are 30 essentials every man should own in their closet this winter.
1. Tom Ford Cotton Crewneck Tee
Every person on the planet needs to have a quality crewneck tee in their wardrobe, no matter what the season. The Tom Ford Cotton Crewneck Tee is the perfect addition to any closet, and comes in a plethora of neutral colors – eleven to be exact – so you can find the perfect tee for your personal style, whether you’re wearing it as an undershirt or the main attraction.
2. Asket The Overshirt
Overshirts are a great way to add layers to your outfit, and the Asket The Overshirt, which is made of organic cotton and comes in six different colors, is perfect for wearing over a tee when it’s just cold enough to throw on something with long sleeves. Wear it open for a laidback vibe or button it up and throw on some chinos and 6-inch lace-up boots for a cool, military-inspired look.
3. Wax London Leven Shirt
The Wax London Leven Shirt, which is “made from 100% lyocell chambray, a more sustainably sourced alternative to cotton that sits softly against the skin for a drapey, breathable feel,” is perfect for those who like to incorporate denim into their everyday winter wardrobe. Throw it on with some chinos or skinny jeans for a twist on the Canadian tuxedo, and finish off the look with your favorite beanie and some work boots.
4. A.P.C. Trek Check Flannel Shirt
Nothing screams winter wardrobe more than a nice, comfortable flannel, and the A.P.C. Trek Check Flannel Shirt is the quintessential flannel for the season. The brushed texture gives this cozy long sleeve a little something extra and looks great with everything from khakis to denim.
5. Abercrombie Ribbed Thermal Long Sleeve Henley
Henleys are great layering pieces in cold weather, and the Abercrombie Ribbed Thermal Long Sleeve Henley, which comes in six different colors, pairs well with everything from joggers and sweats to anything considered casual. And thanks to the super-affordable price tag, you can totally grab one in every color and still have money left to buy yourself a little something extra. Wear it on a coffee date or while you’re just lounging around the house on the weekend.
6. Ksubi Van Winkle Skinny Jeans
There’s nothing more versatile than a pair of black skinny jeans, and the Ksubi Van Winkle Skinny Jeans will instantly add an edge to any winter outfit. Wear them with an overshirt or flannel and some high top sneakers for the ultimate West Coast street style, or throw on a leather jacket and some leather lace-up boots and a beanie for a monochromatic rocker look.
7. Polo Ralph Lauren Chino Trousers
Every dude needs at least one pair of go-to chinos that can be dressed up or down, and you really can’t go wrong with the Polo Ralph Lauren Chino Trousers, which are made from a lightweight cotton material with a hint of stretch – perfect for holiday parties where you need to look nice but want some extra comfort.
8. Vuori Sunday Performance Joggers
Contrary to the name, you don’t have to wear the Virori Sunday Performance Joggers only on Sundays – in fact, these babies are so comfortable, you’ll want to live in them seven days a week. These joggers feature a classic jogger silhouette but with less bulk around the ankles, and come in eight different colors, so you truly can wear them everyday of the week – and more. Pair them with a long sleeve henley, a plain white tee, or zip-up fleece and you’ve got yourself one cozy and stylish outfit.
9. Lulu Lemon Surge Warm Tight
If you’re apprehensive about pulling on a pair of leggings, this is your sign to bite the bullet and add a pair to your winter wardrobe. Not only are they great for cold weather workouts, but they also can be worn under pants for an extra layer of warmth when it’s truly freezing out. Throw a pair of workout shorts over them if you’re heading out for a run, and finish off your sporty look with a lightweight zip jacket or vest to keep you just warm enough.
10. Polo Ralph Lauren Relaxed Fit Canvas Cargo Pant
While utility pants may seem like a niche article of clothing that some people may not have even thought twice about including into their wardrobe, they’re actually pretty great to have on hand. Aside from being able to be styled into a cool, utilitarian-inspired outfit, they’re perfect for wearing when you have to do handy work around the house or yard – aka, putting up or taking down Christmas lights and decorations.
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11. Canada Goose Clarke High-Neck Jumper
When it comes to winter weather gear, items that can be layered and/or worn on their own are essential, and the Canada Goose Clarke High-Neck Jumper is the perfect piece to do either. Crafted from Thermolite fabric, this lightweight, long sleeve zip-up will keep you warm and toasty whether you’re hitting the slopes with your buddies all day or hanging out at the bar, enjoying some apres ski beverages.
12. Form Thread Essential Sweatshirt
The Form Thread Essential Sweatshirt is a great addition to any minimalist’s closet. This baby comes in five different colors and is described as “super-soft” and “luxuriously comfortable,” and can be worn with pretty much anything you already have in your wardrobe.
13. Luca Faloni Pure Cashmere Zip Cardigan
The Luca Faloni Pure Cashmere Zip Cardigan is the perfect piece to wear when you need to dress for a smart casual event, and serves as the perfect layering piece in any winter climate. Wear it over a long sleeve button down and some chinos in the office, or pair with jeans and some boots for a rugged-meets-refined look that’ll impress your significant other’s family when you meet them out for a New Year’s brunch.
14. Givenchy Class-Fit Reverse-Print Sweatshirt
You can never have enough sweatshirts in your winter wardrobe, and the Givenchy Class-Fit Reverse-Print Sweatshirt will be an excellent addition to any designer label enthusiast’s closet. Wear with black skinny jeans and black boots for an understated look that’s perfect for meeting up with your bros at the bar on the weekend.
15. Lucky Brand Legacy Shawl Collar Cardigan
Printed cardigans are a great way to spice up an otherwise neutral outfit, and the Lucky Brand Legacy Shawl Collar Cardigan will undoubtedly score you some serious style points. Made from 100% cotton, this cardigan is ultra-comfortable and will keep you warm all winter, thanks to the shawl collar and classic silhouette.
16. Thom Browne Four Bar Bomber Jacket
The Thom Browne Four Bar Bomber Jacket is a great choice for any athleisure enthusiast who wants to update their winter jacket collection. Featuring the brand’s iconic four stripes on the sleeve of the arm, this jacket is crafted from wool in Italy and will keep you warm in even the coldest climates. Wear with black joggers and sneakers for a sleek, athletic look that’s perfect for hitting the streets.
17. The North Face 1996 Retro Nuptse Jacket
When it comes to winter jackets, you can’t go wrong with a brand like The North Face, and the North Face 1996 Retro Nuptse Jacket is a must-have for anyone who is looking for style, comfort, and warmth in a winter coat. Not only is this winter jacket incredibly durable, but it’s also water-repellent and has a packable hood, so you’ll be ready to face any surprise winter weather you may encounter.
18. Levi’s Sherpa Trucker Jacket
There’s nothing more classic than the Levi’s Sherpa Trucker Jacket, so if you don’t already have one of these bad boys hanging in your closet, now’s the time to get one. Not only is this iconic denim jacket incredibly affordable, but it also comes in a variety of colors, so you can rock a tried-and-true classic in whatever hue best fits your style. Wear with a pair of Levi’s and a white long sleeve henley for an effortlessly cool outfit that will never go out of style.
19. Brooks Brothers Golden Fleece® BrooksCloud™ Silk-Linen-Cotton Houndstooth Sport Coat
Sport coats are a must-have in every man’s wardrobe, and the Brooks Brothers Golden Fleece BrooksCloud Silk-Linen-Cotton Houndstooth Sport Coat (say that five times fast) will be your new go-to coat for all your smart casual and semi-formal winter events. The houndstooth pattern offers a cozy aesthetic that’s perfect for the season, and can also be worn as a transitional piece in the spring.
20. ALLSAINTS Manor Wool Solid Regular Fit Coat
Winter weather calls for a fancy wool coat, and the ALLSAINTS Manor Wool Solid Regular Fit Coat will instantly add an air of sophistication to any outfit, thanks to the jacket’s notched lapel and single-button closure. Wear it over a mock turtleneck and some wool trousers and you’ve got yourself an effortlessly cool and suave look that’ll make you seem like you just stepped off the runway at Fashion Week.
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21. Common Projects Combat Boots
Combat boots are an essential part of any winter wardrobe, and the Common Projects Combat Boots will add an edge to whatever you wear them with – all while keeping your feet warm and dry. Made in Italy, these boots feature a lace-up front, a round toe, and a pull tab at the heel so you can slip these bad boys on with ease.
22. Artisan Lab Minimal Sneakers
The Artisan Lab Minimal Sneakers are incredibly versatile, thanks to their sleek and simple design. Whether you wear them with joggers and a hoodie for a casual coffee run or with a pair of designer denim and a bomber jacket, these kicks will elevate your style for any occasion.
23. The Frye Company Paul Wingtip
Wingtip shoes are a great way to add an element of sophistication and style to any man’s wardrobe, and the Frye Company Paul Wingtips will look great with any smart casual, semi-formal, or formal winter outfit. If you’re looking to style them on the casual side, pair with a nice pair of jeans and a cashmere sweater; for a more formal look, wear them with a patterned suit and wool overcoat.
24. Red Wing Classic Moc
You can never go wrong with a shoe brand like Red Wing, and the Red Wing Classic Moc, which was first made by the brand in 1952, will be your go-to winter boot all season long. Thanks to the boot’s iconic Traction Tread rubber sole, you’ll feel confident on even the slickest of surfaces, and your feet will be comfortable all day long.
25. L.L. Bean Men’s Bean Boots 8-Inch Fleece-Lined PrimaLoft
The L.L. Bean Men’s Bean Boots 8-Inch Fleece-Lined PrimaLoft will come in handy all season long – especially for those who live in cold and rainy climates. Thanks to the waterproof leather and suede upper, as well as the rubber chain tread bottom, your feet will stay warm, dry, and cozy all day long in these babies.
26. Sandro Cashmere Beanie
If you’re looking for a luxurious way to keep your head warm, you need to check out the Sandro Cashmere Beanie, which will make you feel like you’re being embraced in a warm and fuzzy hug whenever you wear it. Thanks to the 100% cashmere fabric, this beanie will make any outfit ooze luxury and sophistication, and the neutral bone color literally goes with everything.
27. Percival Yabai Checkers Scarf
Scarves are a great way to add pattern and texture to any winter outfit, and Percival Yabai Checkers Scarf is guaranteed to be your new go-to when it comes to layering up for a cold weather outing. Wear it with a khaki or grey wool overcoat for a sleek winter outfit that keeps you warm and looking stylish while out and about.
28. Salvadore Ferragamo Men’s Gancini Keeper Reversible Leather Belt
Every man needs a few belt options in their closet, and the Salvadore Ferragamo Men’s Gancini Keeper Reversible Leather Belt will instantly add a designer flare to any outfit. Wear it with your best formal outfits or dress up your everyday looks with this baby, and don’t be afraid to wear it year round.
29. Ray-Ban Clubmaster Classic Polarized Sunglasses
Just because it’s winter doesn’t mean that the sun doesn’t come out. The Ray-Ban Clubmaster Classic Polarized Sunglasses are not only great for blocking out the sun on those cold sunny days, but they’re also another year round accessory to invest in – and of course, Ray-Bans never go out of style, so you can wear these sunglasses for years on end.
30. Shinola Canfield Sport 45MM Watch
Every man needs a stylish watch no matter what the season and the Shinola Canfield Sport 45 mm Watch is incredibly versatile, and is the perfect way to finish off any winter outfit, whether casual or formal.
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