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
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
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
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
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)
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
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
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
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
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
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
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 (!)
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
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
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
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
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
Wear it well: A classic. Especially with overalls!
Why not! Live a little.
SHOP COZY PLAID STYLE
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: Embrace the holiday spirit
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!
Day 25: Slip into Birkenstocks (with socks!)
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
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
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
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
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:
‘Tis the season to layer up in everything from cozy sweaters to textured fleece jackets.
Lima cardigan, $398
painter pant in recycled denim, $165
From collared cardigans to sturdy workwear pants, you’ve got plenty of winter outfit options to mix and match.
Donegal glove in chocolate, $60
double-breasted long coat, $240
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
