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Style Outfit Inspiration

The Sherpa Fleece Jacket is Back. Here’s How to Wear It.

Elder millennials, rejoice

by Megan Collins Updated: January 21, 2025

Products are curated by Style Girlfriend editors. Purchases through our links may earn us an affiliate commission.

A sherpa fleece jacket perfectly strikes the balance between function and fashion. In this guide, check out stylish streetwear examples featuring the transitional outerwear, and shop Team SG’s sherpa fleece picks for guys this season…

If you’re a proud millennial like me, the sherpa fleece jacket occupies Mt. Rushmore-worthy status in your fashion awakening. I’d bet most of us had (or coveted!) a Denali zip-up from The North Face at some point in middle school or high school.

It was cool! It was laid-back! You could wear it to class and for a party in the woods on the weekend!

And if you’re lucky? You’ve still got one tucked away in a closet somewhere.

Because fleece jackets are, well, they’re having a moment. I don’t even want to say the athleisure outerwear staple is back, because really, did it ever actually go away?

As for the distinction between sherpa and fleece? Don’t worry too much about it.

Sherpa is a type of fleece, which you’ll clock by its bumpy texture. Almost like a softer type of wool.

Fleece, on the other hand, is thinner and smoother to the touch. As such, it’s used for more than just durable outerwear, popping up in everything from throw blankets to pajama pants.

For our purposes, we’ll use the terms together or interchangeably because let’s be real, we’re not the fabric police.

The bottom line? Fleece, and sherpa fleece, jackets give off a comfortably casual vibe, without looking sloppy. Wear yours with jeans and a sweater to work, and with joggers and a hoodie on the weekend.

What you’ll find here

sherpa fleece jacket outfit inspiration

the best men’s sherpa fleece jackets to shop

Keep scrolling for 7 stylish men’s grey crewneck sweatshirt outfits:

stylish man sitting on a sofa looking at his phone. he is wearing a navy beanie, blue high-pile sherpa fleece jacket, navy pants, camp socks, and canvas lace-up sneakers
@calgeary

Keep your sherpa fleece jacket zipped all the way up

I love the Mr. Rogers vibes of this bright blue Drake’s jacket zipped over a grey crewneck sweatshirt with dark trousers and a pair of canvas lace-up sneakers. (Psst, get the jacket it in white here.)

man wearing a cream-colored fleece overshirt, grey cardigan, dark pants, and white sneakers
images: @takayuki_oka
close-up of a man wearing a cream-colored sherpa fleece overshirt, grey cardigan, white t-shirt, and dark pants with his hands in his pockets

Wear your sherpa like a casual blazer

This outfit proves you can look totally dressed up and appropriate for work while also feeling completely comfortable.

Sneakers? Check. An easy-breezy white t-shirt? Check. Slouchy-but-not-sloppy cardigan? And, oh yeah, a huge fluffy sherpa overshirt that can handle (almost) anything your commute throws at you? Check.

man wearing a bright red overshirt with a baseball cap, dark jeans, and yellow sneakers
@1lrg

Pack a punch with primary colors

Don’t be afraid to wear more than one color, like red and yellow here. Just be sure to keep the rest of your look on the neutral side.

stylish man sitting outside on a set of stairs wearing a sherpa fleece cardigan over a crewneck shirt with army green pants, and yellow nike sneakers with pink swooshes
@canttakemycooloff

Sport a sherpa fleece cardigan

Okay, we’re kind of stretching the definition here, but let’s call this cardigan “light outerwear” and just move on, shall we?

Why does it work? Because mixing in unexpected texture in an outfit always adds visual interest. It keeps all the pieces blending together in a “flat” way.

If the weather’s not quite cold enough for a full-on jacket, a high-pile cardigan or fleece pullover is a great and stylish option.

smiling man standing outside on a sidewalk wearing a blue baseball cap, glasses, cream and brown patterned sherpa fleece jacket with blue accents, navy pants, and grey sneakers
@billyarundell

Amp up the pattern

Your fleece doesn’t have to be one color all over. The right pattern can take an outfit from crunchy to cool, leveling up even the most casual hoodie outfit.

man standing in front of a large rock wall wearing a light green beanie, grey hoodie, tan sherpa fleece button-up jacket, brown pants, and green sneakers
@kidonmyshoulders

Go for neutrals with your sherpa fleece

Earth tone perfection. No notes!

stylish older man wearing a green baseball cap, blue chambray shirt, navy dress pants, and an orange sherpa fleece overshirt
images: @efe.efeturi
close-up of a stylish older man waering a green baseball cap, blue chambray shirt, navy dress pants, and an orange sherpa fleece overshirt

Go for bright colors

Proof you actually can dress like a traffic cone and look like a million bucks doing it!

Below, shop fleece and sherpa jackets for guys:

paisley printed sherpa fleece jacket
POLO RALPH LAUREN
high pile fleece jacket, $279 (on sale)
shop now
man wearing a black fleece jacket, white t-shirt, black pants, and black lace-up shoes
LULULEMON
high-pile fleece full-zip jacket, $198
shop now

Whether you opt for a pattern or solid colors, there’s plenty of zip-up options you’ll love this fall and winter.

man wearing a grey sweater, grey fleece jacket with his hands in his pockets, and blue jeans
ALEX MILL
Vinny sherpa jacket, $255
shop now
stylish older man wearing a striped fleece overshirt with his arms crossed in front of him
FAHERTY
Range Fleece CPO overshirt, $248
shop now

From overshirts to zip-ups, you’ve got plenty of outfit options to mix and match.

patterned fleece jacket
MANASTASH
Chimayo waterproof fleece jacket, $273
shop now
stylish man wearing a green fleece jacket with black pants and hiking boots
THE NORTH FACE
Denali shell-paneled fleece jacket, $100
shop now

READ MORE ON MEN’S LAYERED STYLE FROM SG HQ:

Sweater Vests are Here to Save Your Boring Outfit

20 Fall Jackets to Shop Now

Autumn Outfits Inspired by Starbucks’ Pumpkin Spice Latte

5 Ways to Wear a Blazer

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

How to Wear a Fleece Pullover

Megan Collins

I started Style Girlfriend to help guys look, feel, and act their best.

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