Girl, listen up! Winter is hitting hard, and if you’ve got a round face like me (hello, eternal baby cheeks), you know the struggle: some cuts make us look like we’re still rocking middle school vibes. But these flattering hairstyles for round faces? They’re pure magic. They add height, create angles, and slim everything down without trying too hard. Perfect for hiding under beanies one day and slaying at holiday parties the next. Ready to bookmark your next salon appointment? Let’s spill the tea on these winter winners that’ll have everyone asking, “Who did your hair?!”
1. Long Layers with a Deep Side Part
Okay, this is my ride-or-die for round faces. Long layers cascade past your shoulders, pulling the eye downward and elongating your whole face shape instantly. Throw in a deep side part and boom—sudden cheekbones appear!
I once went center-part only and looked like a cute tomato, lol, never again. Ask your stylist for face-framing pieces that start at the cheekbones and get longer toward the ends. In winter, pair it with rich chocolate or caramel tones for that cozy vibe.
People will swear you lost 10 pounds. It’s versatile AF—air-dry for waves or curl for drama. Peak flattering hairstyles for round faces energy ✨.
SOURCE: Pinterest.com
2. Curtain Bangs with Soft Waves
Curtain bangs are having a moment for a reason, babe. They split right down the middle (or slightly off) and frame your face like a heart, breaking up the roundness without the commitment of full bangs. Add soft waves for movement, and your round face looks instantly longer and softer.
Pro tip: Keep the bangs wispy so they don’t swallow your forehead—trust me, heavy bangs can make things rounder. Some girls go straight, but waves add that effortless French-girl thing we all want in winter. Throw on a beret and you’re basically Emily in Paris, but better.
SOURCE: Pinterest.com
3. Asymmetrical Lob (Long Bob)
The lob that dips longer in the front? Chef’s kiss for round faces. The asymmetry creates sharp lines that counteract curves, making your face look oval-ish overnight. Hit chin length or just below, with one side tucked behind the ear for extra edge.
I tried a blunt bob once and looked like a mushroom—true story. But this angled version? Sleek and chic. In winter, go for a glossy chestnut shade or add subtle balayage. Blow it out straight or add texture; either way, you win. Super low-maintenance too—perfect when it’s freezing and you can’t be bothered.
SOURCE: Pinterest.com
4. Textured Shag with Choppy Layers
Shags are everywhere this winter, and for round faces, the choppier the better. All that texture and movement at the crown adds height, while feathered ends break up width. It’s like the cool, edgy sister of long layers.
Ask for internal layering so it doesn’t puff out weirdly—volume on top only, please! Pair with a messy middle part or flip it to the side. I live in this cut when I want that “I woke up like this” rockstar energy. Bonus: hides second-day hair like a dream under a knit hat.
SOURCE: Pinterest.com
5. Voluminous Blowout with Face-Framing Pieces
Nothing says winter glam like a big, bouncy blowout. For round faces, crank the volume at the roots and let those face-framing tendrils do the slimming work. It lifts everything up and out, creating that coveted elongated look.
Use a round brush and velcro rollers for staying power—windproof, kinda. Some swear by extensions for extra oomph, but natural thickness works too. I did this for a holiday party last year and felt like a Victoria’s Secret model. Add a sparkle clip and you’re golden.
SOURCE: Pinterest.com
6. Wispy Pixie with Height on Top
Short hair girlies, this one’s for you! A pixie with longer, textured top and tapered sides adds instant height, stretching a round face beautifully. Keep it wispy around the ears to soften things.
People think short cuts widen faces, but nah—when you pile volume up top, it’s pure elongation. Winter perk: no hat hair drama! Style with pomade for piecey texture. I rocked a version of this and got more compliments than ever. Brave? Yes. Worth it? Absolutely.
SOURCE: Pinterest.com
7. Side-Swept Bangs on Medium Length
Medium hair hits different in winter, and side-swept bangs are the cheat code for round faces. They create diagonal lines that slim and add mystery—who doesn’t want that?
Keep the rest layered and below the chin for balance. Curl away from the face for extra lift. IMO this is the most universally flattering—works on straight, wavy, curly, everything. Tuck one side behind your ear for that effortless “I’m late but look hot” vibe.
SOURCE: Pinterest.com
8. High Ponytail with Volume and Tendrils
When you’re lazy but need to look put-together? High ponytail to the rescue. Pull it up top for height, tease the crown a bit, and let face-framing tendrils fall loose—they contour like makeup.
Add a scrunchie for winter coziness. This updo slims round faces dramatically because all that lift pulls everything upward. I wore this running errands in the snow and still got “your hair looks amazing” texts. Zero heat needed if your hair holds—win!
SOURCE: Pinterest.com
9. Sleek Low Bun with Height at the Crown
Fancy event coming up? The sleek low bun, but with teased roots for height, is genius for round faces. It keeps the width minimal while the top volume elongates.
Slick sides back, twist low, and pull a few strands loose for softness. Add a velvet ribbon for holiday flair. Some do middle parts, but the side makes it even slimmer. Elegant, warm under scarves, and zero flyaways in the wind. Total boss babe.
SOURCE: Pinterest.com
