30 Stylish Mens Winter Outfits Cold Weather Style for Guys
Guys, check out 30 men’s winter outfits to wear from now through spring! Curated by the cold weather-loving team at Style Girlfriend. Tackle cold weather in style this season
by Megan CollinsUpdated: January 21, 2025
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
@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 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
images: @jinswardrobe 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
@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)
@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.
SHOP FUNKY CARDIGANS
Day 7: Lumberjack-core
@bigfits1 Wear it well: Dare I say Buffalo plaid is the new black?
Sure, neutral-hued sweaters like tan, navy, and black may dominate your closet, but as the temperatures drop, consider adding some sunshine to your fall and winter wardrobe.
I love this button-front sweater Diddy wore on a recent Jimmy Kimmel Live! appearance. You could choose something subtler, but why not let your light shine?
Shop lumberjack style
Day 8: When all you need is an overshirt
@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
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!
Shop Hunter-inspired style
Day 10: Puffer with statement sneakers
@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
@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
images: @_matijer_ 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
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 (!)
@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.
SHOP WINTER HEADWEAR
Day 15: Double up on outerwear
@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
images: @efe.efeturi 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
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
images: @sideadjuster 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
@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.
SHOP COZY PLAID STYLE
Day 22: Suit up
images: @leon_cerrone 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: Embrace the holiday spirit
@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
images: @matthewhughey Wear it well: More! Men! In! Toggles! This! Winter!
Day 25: Slip into Birkenstocks (with socks!)
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 Wear it well: Not a balaclava guy?
No worries.
Keep your face warm in a giant scarf instead.
SHOP STYLISH SCARVES
Day 27: Bundle up in workwear
images: @aader.archv 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 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
images: @kay.ivy.album 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 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:
WILLSalpaca rollneck sweater, $158shop nowLULULEMONhigh-pile fleece full-zip jacket, $198shop now ‘Tis the season to layer up in everything from cozy sweaters to textured fleece jackets.
BILLY REIDLima cardigan, $398shop nowALEX MILLpainter pant in recycled denim, $165shop now From collared cardigans to sturdy workwear pants, you’ve got plenty of winter outfit options to mix and match.
DENTSDonegal glove in chocolate, $60shop nowABERCROMBIE & FITCHdouble-breasted long coat, $240shop now
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
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FAQ
How do you dress seductive in the winter?
Look for fabrics or prints that you find sexy, like leopard print, or velvet. I’m also a big fan of tight warm clothes, like leggings under a mini-skirt, or a tight black turtleneck sweater.Dec 10, 2020
How to look hot when its cold?
Layering. The secret to dressing hot when you’re cold is all in the layering. Layering doesn’t just mean pilling on sweaters and hoping for the best: it also involves strategically combining pieces that keep you warm while allowing for easy adjustments throughout the day.Mar 12, 2025
How to look hot when its cold?
Layering. The secret to dressing hot when you’re cold is all in the layering. Layering doesn’t just mean pilling on sweaters and hoping for the best: it also involves strategically combining pieces that keep you warm while allowing for easy adjustments throughout the day.Mar 12, 2025
What outfit do guys find most attractive?
They find it sexiest when you’re wearing something that’s sophisticated, beautiful and fits your body well without showing too much skin. For example, a black dress with a modest front and an open back, or a silky blouse with a lace camisole peeking through.Apr 29, 2015
How do you dress seductive in the winter?
Look for fabrics or prints that you find sexy, like leopard print, or velvet. I’m also a big fan of tight warm clothes, like leggings under a mini-skirt, or a tight black turtleneck sweater.Dec 10, 2020
What is the 3-3-3 rule for clothes?
You choose three tops, three bottoms, and three shoes, and challenge yourself to create as many outfit combinations as possible with your selections. The concept began with TikTok creator Rachel Spencer, whose nine-item fall wardrobe went viral last year.Jan 31, 2024
Love88s.com offers a wide selection of sexy outfits for women, including birthday and winter styles, to enhance your wardrobe.
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