Let’s be real—beanies are the unsung heroes of bad hair days, winter walks, and “I didn’t wash my hair but still want to look cool” moments. But here’s the deal: just plopping one on your head and hoping for the best isn’t exactly a style strategy.
That’s where beanie hairstyles come in. Yep, there’s an actual art to looking effortlessly cute in a knit cap—one that doesn’t scream “I gave up.”
So if you’ve ever asked yourself, “Can I wear a beanie without my head looking like a sad mushroom?”—you’re in the right place.
I’ve tested more than my fair share of beanie looks (some wins, many fails), and I’m here to save you the trial-and-error. In this post, I’ll walk you through 20 fun, flattering, and low-maintenance beanie hairstyles that actually work—no matter your hair type or length.
Let’s dive into the good stuff, starting with the classics and working our way to some playful trends you’ll want to try ASAP. Ready to find your new go-to look for chilly mornings, cozy coffee runs, and everything in between? Let’s go!
Amazon Finds That Changed My Hair Game
1. Loose Waves Under Beanie
Loose waves peek perfectly under a beanie, giving you that carefree, “I just rolled out of bed” glam.
I love this look because it adds volume without feeling bulky, making it great for medium to long hair.
To get those waves, I usually use a curling wand on mid-lengths and run my fingers through for a soft finish—plus, the beanie helps keep the style intact all day.
For more ideas, check out Hairstyles for Long Hair.
2. Low Messy Bun
The low messy bun is my quick fix for days when I want to look polished but still chill.
It’s super simple: gather your hair at the nape in a loose bun and let a few strands fall naturally for that undone vibe.
Paired with a beanie, this hairstyle works wonders to keep your neck warm while keeping your look stylish and fuss-free.
Explore more at Messy Bun Hairstyles.
3. Side Braid with Beanie
Side braids are a classic for a reason—easy, practical, and effortlessly cute under a beanie.
I often braid mine loosely and let it rest over one shoulder for a cozy, casual look that’s perfect for running errands or a casual meetup.
This hairstyle suits almost everyone and is a great way to keep your hair tangle-free when you’re wearing a snug beanie.
Find more inspiration at Easy Messy Braided Hairstyles.
4. Sleek High Ponytail
A sleek high ponytail under a beanie instantly adds a sporty, polished vibe to your look.
I love this when I want to feel put-together but don’t want my hair in my face.
Just smooth your hair up high, secure with a hair tie, and let the ponytail peek out from under your beanie for a chic finish. This is a great option for beanie hairstyles.
5. Textured Bob Peek-Out
For those rocking a bob, a textured peek-out under your beanie is pure magic.
I find that adding some sea salt spray and a bit of tousling gives my bob that perfect lived-in look.
It’s casual but still trendy—great for short hair lovers who want to keep things playful and effortless.
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6. Half-Up Messy Knot
The half-up messy knot is like the best of both worlds—hair out of your face but still relaxed and fun.
I use this style when I want some volume on top without going full updo.
It pairs beautifully with a beanie, making it perfect for casual days when you want to feel a little extra cute.
This look works great for beanie hairstyles.
7. Double Pigtails Style
Double pigtails might sound playful, but under a beanie, they look totally fresh and youthful.
I tried this look on a whim, and it instantly brightened up my winter outfit.
This hairstyle works great for all hair lengths and adds a quirky twist to your cozy beanie game.
8. Curly Hair Loose Under Beanie
Curly hair peeking loose from under a beanie is one of my personal favorites—it feels natural and lively.
I just make sure to moisturize my curls well to avoid frizz and let them flow freely.
This style suits curly hair best and gives you that effortless cool-girl energy.
9. Middle-Part Straight Hair
A sleek middle part with straight hair slipping out from a beanie feels simple but super chic.
I’ve found that flat ironing my hair with a little shine serum before slipping on the beanie gives this look its sleek edge.
It’s ideal for those who like minimal fuss but maximum style.
10. Low Side Ponytail
The low side ponytail is one of those understated beanie hairstyles that can be dressed up or down.
It’s comfortable, keeps your hair neat, and looks especially cute when the ponytail rests just under the beanie’s edge.
I love it on casual days or when I want a subtle twist on a classic look. Check out more styles at Messy Ponytail Looks.
11. Braided Crown Under Beanie
Braided crowns under a beanie bring a touch of boho charm to your winter wardrobe.
I like this style for its romantic vibe and the way it keeps hair secured all day.
If you’re feeling adventurous, add some loose waves around the braid for an even softer look.
For braid ideas, visit Pretty Braided Hairstyles.
12. Messy Pixie with Fringe
Short hair doesn’t get left out—messy pixie cuts with a fringe peek out stylishly from beneath a beanie.
I’ve rocked this one during cold months when I want my hair to feel free but still cozy.
The fringe frames your face perfectly, balancing warmth with edge.
Explore Pixie Cuts for All Face Shapes for more short hair inspiration.
13. Voluminous Curls Peek-Out
Voluminous curls spilling out from a beanie create a bold, fun statement.
I find this look works best when I refresh my curls with a curl cream and fluff them up for volume.
It’s perfect for those who want to embrace their natural texture while staying warm.
14. Slicked-Back Low Bun
The slicked-back low bun under a beanie is pure elegance meets winter practicality.
I love this style when I want my hair sleek but still cozy.
Just smooth your hair back with some gel or serum, secure low, and let the beanie soften the look for a chic contrast.
15. Fishtail Braid Style
Fishtail braids are a gorgeous twist on the classic braid and look amazing peeking from under a beanie.
I usually keep mine loose for a relaxed, boho feel that pairs well with casual outfits.
Plus, this braid keeps your hair tangle-free all day long.
16. Short Hair Tucked Under
For short hair, sometimes the simplest is best—just tuck it neatly under your beanie and let the hat do the styling.
I do this when I’m in a hurry but still want to look polished.
It’s a great low-maintenance option that keeps things clean and cozy.
17. Loose Tendril Updo
A loose tendril updo is romantic and effortless, with soft strands framing your face while the rest is tucked up.
I like pairing this with a beanie on chilly days when I want a look that’s both feminine and practical.
It’s surprisingly easy to pull off with minimal pins.
18. Side-Parted Wavy Lob
The side-parted wavy lob is a trendy way to wear your hair under a beanie, offering volume and shape without too much effort.
I usually add a bit of texture spray to enhance waves and create a casual but styled vibe.
It’s perfect for medium-length hair lovers and works great as part of beanie hairstyles.
19. Twin Braids with Beanie
Twin braids under a beanie scream youthful and fun, and I find they keep my hair super manageable during busy days.
This style works well for all hair types and adds a playful touch to your cozy look.
Just braid loosely and let the braids hang over your shoulders.
20. High Messy Top Knot
The high messy top knot is my ultimate lazy-day lifesaver under a beanie.
It adds height and keeps hair out of the way, while the beanie adds a cozy finish.
I love this look for its laid-back vibe and how it instantly upgrades a simple outfit.
