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30 Stylish Men’s Winter Outfits to Wear Now (2026)

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    Sometimes the best thing—the only good thing?—about winter is all the stylish and cozy men’s winter outfits.

    The layers! The textures! The beards as accessories!

    Truly, when it comes to men’s winter fashion, you guys really come out on top. Women have to deal with freezing fashion questions like “Can I wear heels or will I slip on ice and break a bone?” and “Should I wear this dress even though then I’ll have to wear tights?” Because tights are the worst. Men, you have no need for tights, and I hope you appreciate it.

    So if you’re looking for men’s cold weather outfit inspiration, you’ve come to the right place. Our team rounded up a whole month’s worth of the best winter outfits for guys to wear now through spring.

    Below, check out 30 men’s winter outfits to wear all season long:

    Day 1: Let your topcoat do the talking

    @harryhas

    Wear it well: Dare I say this is the easiest outerwear to style? Throw on a topcoat in a dark color over just about any look, and suddenly, you’re throwing off “male model off-duty” vibes.

    So chic!

    Day 2: Tan on tan

    coastal flicks mens winter outfit
    @coastalflicks

    Wear it well: Sleigh and Clydesdale horses not required to pull off this look.

    SHOP THE COLOR

    Day 3: Colorful puffer and a patchwork hat

    @yanai.jun1 winter outfit
    @yanai.jun1

    Wear it well: When the weather gives you a serious case of the winter blah’s, that’s the right time to turn up the volume on your winter wear.

    RELATED: The Best Winter Coats for Men

    You could go with an eye-popping puffer like the one above, or simply sport your favorite, most colorful sweatshirt or sweater to instantly elevate your winter mood.

    Day 4: Fair Isle sweater vest and a corduroy sportcoat

    Wear it well: This outfit feels so classy, also so easy to wear.

    Make it your own with chinos or twill pants in a winter color you love, and whatever sweater vest you have in your closet.

    Day 5: A field coat for temperate weather

    james barley winter outfit
    @iamjamesbarley

    Wear it well: Live somewhere that heavy-duty winter coats aren’t required? You can still look and feel in men’s winter fashion.

    RELATED: 5 Days, 5 Ways: The Field Jacket

    This country-meets-city wax field coat feels modern with a quarter zip sweater, straight-leg jeans, and ultra-white sneakers.

    Day 6: Cardigan in a cool color (and pattern)

    mens winter cardigan outfit
    @mr.panesar.archived

    Wear it well: This whole look is so grunge and 90s and fun. That patterned cardigan?! The boots? The beanie?!?! I mean…

    Whether you’re a Gen Z’er who just discovered Empire Records, or an elder millennial who’s ready to wear it for the second time around, get ready to embrace this throwback style for winter.

    Day 7: Lumberjack-core

    buffalo plaid winter outfit
    @bigfits1

    Wear it well: Dare I say buffalo plaid is the new black? 

    Sure, neutral hues like tan, navy, and black may dominate your closet, but as the temperatures drop, consider adding this seasonal pattern to your winter wardrobe.

    Shop Buffalo Plaid

    Day 8: When all you need is an overshirt

    mens shacket winter outfit
    @out_of_indigo

    Wear it well: Just because I’m from Wisconsin and live in New York City doesn’t mean I can’t empathize with those of you for whom an overshirt is all you need from December through March.

    Style Girlfriend shares climate-inclusive men’s winter style, y’all!

    Which is why a quilted overshirt made the list. If you want a top layer that won’t make you sweat, a shacket will always do the trick.

    Day 9: Hunter style in the city

    orange beanie winter outfit
    image: @fitting_in_now

    Wear it well: Hunting is not for me, but the fashion? Absolutely.

    Give me a pop of “I’m a person, not a deer” orange! Give me camo! Gimme a vest with a million pockets!

    Day 10: Puffer with statement sneakers

    black puffer coat winter outfit
    @tomamadeus

    Wear it well: This cold weather outfit looks pretty standard until you get to the shoes. Leopard-print Adidas sneakers? Stunning!

    So long as it’s not snowing, this look is totally #SGapproved.

    Day 11: Casual workwear style

    fleece jacket winter outfit
    @bchanism

    Wear it well: A hoodie and workwear pants? On-trend but maybe nothing special.

    Adding a funky sherpa coat? Things just got interesting.

    It really can’t get much easier than adding one extra layer to an everyday outfit to help make you look and feel like a winter style star.

    Day 12: Go patchwork

    Wear it well: Your winter layers don’t need to be neutral.

    Whether it’s business casual or weekend athleisure, level up a men’s winter outfit with a coat that looks one of a kind. Pop of color socks with penny loafers highly encouraged.

    Day 13: Ralph Lauren meets Jeff Spicoli

    alino who cardigan outfit
    image: @alino_who

    Wear it well: I love this outfit. The cardigan! The denim jacket! The other cardigan! The sneakers!!

    It’s a great example of mixing styles into a look and aesthetic that feels totally unique to you.

    Day 14: Vest + Turtleneck + Beret (!)

    plus size men's winter style
    @mohansingphoto

    Wear it well: Talk about style! Anyone that can pull off a vest with a beret and do it with such confidence gets the #SGapproved stamp of approval.

    Not the beret type? Switch up your winter headwear from your usual beanie with a bucket hat, flat-brimmed cap, or trapper hat.

    Day 15: Double up on outerwear

    drake's diary mens winter outfit
    @drakesdiary

    Wear it well: A sherpa fleece jacket under a topcoat adds a warm and stylish layer to your winter outfit.

    And those pops of color in the hat and socks? Chef’s kiss good!

    Day 16: Go casual without looking sloppy

    @willhalbert

    Wear it well: This looks warm and stylish and comfortable, all rolled into one.

    The perfect weekend (or casual office) winter outfit.

    Day 17: Dark colors dress up a casual outfit

    Wear it well: This subtly stylish men’s winter outfit is giving off-duty CEO who’s getting ready to retire early so he can spend more time with his family.

    Understated elegance at its finest.

    Day 18: Bomber jacket, workwear pants and Dunks

    bomber jacket and workwear pants outfit
    image: @laytonlamell

    Wear it well: A bomber jacket looks good with basically every casual item in your winter closet. The only question is will you freeze your butt off wearing it instead of something warmer?

    SHOP BOMBER JACKETS

    Day 19: Go with a light-colored puffer

    Wear it well: Not all winter outerwear needs to be black! I love this cream puffer jacket for something a little different and unexpected this cold weather season.

    RELATED: The Best Puffer Jackets and Vests for Men

    Day 20: Pair a DB blazer with a turtleneck

    eltondias double breasted blazer outfit
    @eltondiasreal

    Wear it well: Completely obsessed with the high-low mix of this outfit. The turtleneck and double-breasted blazer look seriously stylish, while the jeans and Sambas on the bottom say, “Who needs a drink? Next round’s on me.”

    Wear this to your office holiday party. Wear it to your friend’s White Elephant gathering. Just wear it.

    Day 21: Throw on a cozy plaid shirt

    @jms_hrvy_fits

    Wear it well: A classic. Especially with overalls!

    Why not! Live a little.

    Day 22: Suit up

    Wear it well: Blazers really can elevate anything, even a Grateful Dead tee.

    When you’re looking for men’s winter outfits that look dressed up without feeling stuffy, this is a great option.

    Replace your hoodie and jeans with a suit. Keep the sneakers and t-shirt. You’ll still look professional, just not like everyone else.

    Oh, and that over-the-topcoat sweater placement? Elite.

    Day 23: Don a pair of cargo pants

    man leaning against a table, taking a selfie in the mirror, wearing a grey cardigan, white t-shirt and olive green pants
    @luisstop

    Wear it well: As you know, we are pro-cargo pants at SG HQ.

    And dogs photobombing selfies, too.

    Day 24: Take inspiration from Paddington Bear

    Wear it well: More! Men! In! Toggles! This! Winter!

    Please!

    Day 25: Slip into Birkenstocks (with socks!)

    ryancascarano winter outfit with birkenstocks
    image: @ryancascarano

    Wear it well: By now you know that, yes, you can absolutely wear your Birkenstocks with socks.

    RELATED: How to Wear Birkenstocks with Everything

    So, what’s stopping you from doing it all winter long?

    Day 26: Wrap up in a scarf

    imdanielsimmons fair isle scarf outfit
    @imdanielsimmons

    Wear it well: Not a balaclava guy?

    No worries.

    Keep your face warm in a giant scarf instead.

    Day 27: Bundle up in workwear

    Wear it well: A workwear jacket is always a good idea.

    You may need to top it off with something warmer, depending on where you live, but it makes for a great layer!

    Day 28: Layer, layer layer

    03j90 cold weather outfit
    @03j90

    Wear it well: Sometimes you just need a little extra warmth to get you outside on a cold winter day.

    A barely there vest just peeking out from your winter coat can get the job done.

    Day 29: Opt for Blackwatch

    Wear it well: A prime example of how a subtle style upgrade can make a big difference in your winter outfit.

    The Blackwatch vest gives an “oomph” to this otherwise standard corporate casual look.

    Day 30: Keep it classic

    steelojeem cargo pants winter outfit
    @steelojeem

    Wear it well: A warm-ass jacket and your favorite sneakers will always be a good look. Especially on the coldest days.


    Below, shop winter style for guys:

    stylish man wearing brown button-front sweater
    QUINCE
    Mongolian cashmere button-down sweater, $119

    ‘Tis the season to layer up in everything from cozy sweaters to textured fleece jackets.

    man wearing a black sweater, black belt, and black pants
    ALEX MILL
    painter pant in recycled denim, $195

    From collared cardigans to sturdy workwear pants, you’ve got plenty of winter outfit options to mix and match.

    brown donegal gloves
    DENTS
    Donegal gloves in chocolate, $60

    READ MORE MEN’S WINTER STYLE FROM SG HQ:

    Sweater Vests are Here to Save Your Boring Outfit

    Elder Millennials, Rejoice. Sherpa Jackets Are Back

    Embrace Outerwear Classics in Leather, Corduroy, Cotton, and More

    How to Wear a Fleece Pullover



    stylegirlfriend.com (Article Sourced Website)

    #Stylish #Mens #Winter #Outfits #Wear