Winter is a very magical time that makes me always desire a change. Perhaps it is the cold outside air, perhaps it is the warmness of the layering of sweaters, or perhaps it is that the new haircut seems to be the ultimate reset button. Have you ever found the right hairstyle can make you look much sharper, can make your eyes brighter, and can make you in a better mood? To the rest of us with round faces, every time we go through a change of seasons, it seems like a puzzle finding a look that feels new, yet still flattering, something I always look forward to doing.
The trends in the winter of 2025/2026 are drawn towards movement, texture and slight boldness. It is not about disguising an oval face, it is about giving shape, depth and character to the hair. More layered cuts, shorter cuts and some clever use of hair color are returning with a huge comeback. And the best part? These styles can be worn whether you are on a hurry out in your parka or you are going to a holiday party.
Wondering what makes the most flattering winter haircuts of round faces this season? Here is the secret. It’s not one-size-fits-all. It is all about the choice of a form that will help you feel strong, cool and somewhat unusual. We shall consider five styles which are all the right things this year.
Bold Contrast Pixie Silver Streaks
It has something immediately of the cuteness of a dark pixie softened with long sweeping bangs and punctuated with silver strands. This style is desirable when one has a round face as the angled fringe creates the illusion of lengthening the features and catches the eye. It is contemporary yet not too cumbersome, and this is precisely the right thing when it comes to a winter haircut. I adore the icy highlights as they recreate the icy feel of the season, it is like having a built in accessory.
It is a bit mindful to maintain those silver accents radiant. I would apply a purple shampoo once a week (such as popular Amika Bust Your Brass) to stop the appearance of brassiness. A heat protectant is also a necessity because this cut is oftentimes enticing a flat iron finish.
Personally, I am attracted to this cut since it provides me with that self-esteem of being a bit of an outcast without going too much out of my comfort zone. Once, Gregory Patterson remarked that a hair is your last fashion accessory and this is exactly the case with this style, it is bold but versatile.
Appearing in layers, Pixie with Side Volume
This one, a short, splendidly cut blonde layered side volume is winter chic. The crown overlay provides height to the crown area which counterbalances the roundness of a round face. And that platinum-warm blend? Even when the winter sun is hiding behind the clouds it has a faint glow. It reminds me of that hairstyle/sweater of the 80s that is warm and unarguably fashionable.
Blonde hair does need maintenance, particularly during the winter when the hair may be dried out by the indoor heating. I suggest that you alternate between a nourishing mask such as Redken All Soft Heavy Cream and light leave in conditioner. In this manner, you retain the shine but do not pull the hair down.
My favorite thing about this cut is that it is flexible. It can be worn smooth to the office, or messy to get a more playful look. It is not one of those faces that fix you to one personality, it evolves with you and that is invariably invigorating.
Honey Highlights Crop Brunette
A honey ribbon brunette crop is evidence that it is not only summer that can be warm. The highlights provide volume and depth so that the haircut is not heavy. In the case of a round-faced person, the face-framing light strands will give the impression of angles where you desire them the most. I can only imagine that this is a coffeehouse cool hairstyle– it goes well with oversized sweaters and holding a latte in my hand.
Maintenance wise, I would maintain a glossing treatment on rotation. One such thing is Kerastase Chroma Absolu Gloss that keeps the color fresh and avoids dullness that tends to develop during cold seasons. An additional procedure, it may be, but that shines like amazing brightness.
I prefer this cut as it is classic but in good humor. The honey streaks are light enough to be youthful without the bottom brunette to make it fall. It is any of the looks that will not be out of place even at brunch or at a winter wedding.
Flirtatious Pixie Having Rose-Coloured Highlights
Should you ever feel tempted to practically cross the line of color, but be unsure of how far, this pixie with rose-colored highlights is such a good choice. The darker base is softened by the pink touches, without making the cut unpersonal. A round face is slimmer and more angular at the top; in other words, the face is created in the shape we want when winter hair is flatted.
However, pastel colors such as pink are now prone to fading, particularly when they are washed as frequently as possible. I would apply a colourless shampoo and, frankly, I would bath less frequently during the winter season because there is already dry air. Another product such as Overtone Pink Coloring Conditioner is also a savior in ensuring the rosy hue is not lost between that time one visits the salon.
To me, this is a confidence haircut. It is light and graceful, an allusion to the seasonal holiday. Fashion colorist Guy Tang has regularly inspired individuals to take a leap when wearing fashion colors since hair grows yet the time is now. I couldn’t agree more.
Repolished Bob and Soft Layers
At times the classics simply prevail. This is a soft layered bob that is polished, it frames your face and it is so flattering to any round faced person. The curve on the edges ends itself extends the jawline and the slight highlights give a texture without grabbing attention. It is the type of hairstyle that you would want to wear both at work and at downtown candlelit dinner.
My favorite thing about bobs is that they are the easiest type of hair to maintain once you locate the right amount of length to suit your face. To wear in winter I would recommend getting a good smoothing serum such as Moroccanoil Treatment Light. It keeps the flyaways and the static in check which are virtually inevitable when we are all living in scarves and turtlenecks.
There has always been something in my mind that tells me a bob has such a dignified silence–clean, simple–yet by no means boring. This particular one is sophisticated but at the same time modern, as though it reminds you, sometimes you do not have to make loud statements to impress.
Permed Bob with Side-Swivel Bangs
It is one of these ideal balance points: the soft layers touch the jawline, there is a side-swept fringe, which makes the face long and has a lot of volume at the top of the head. It is a bob, but not a hard one, that is, the layers give it that airy effect that makes a round face seem thinner without making it any less feminine. I relish the fact that the feathered ends are not boxy to the face, but are rather raised to form a puffed up shape.
To maintain the look sharp through the winter season takes just a bit longer than a brush-through. A volumizing mousse such as Oribe Grandiose Hair Plumping Mousse can make you maintain some height in the crown even when you are wearing a hat. and a bit of touch-up ointment at the ends brings the strands to a point instead of frizzing, which cold air in winter endeavors to accomplish.
I personally believe that this cut suits well because it does not shout the trend but it is certainly up-to-date. The appearance of face-framing layers as the easiest method to fake balance to the face is discussed by celebrity stylists such as Chris Appleton and this appearance demonstrates it.
Naughty Blonde Bob with Spiked Hair
And here is where playful texture is used. The shorter length is just beneath the cheekbones and the choppy pieces, on the front, are stretched in length and made soft. This type of casual scrappy haircut works on a round face, where it adds angles but is not harsh — it is playful, teasing and quite durable even when you are not obsessed with hair products.
Honestly, in the winter hair gets burdened by the electric charges or dry air so quickly inside. That is why a texturizing spray, such as Bumble and bumble Surf Spray, is necessary in case you would prefer to maintain that undressing lift rather than the flattening. Scrunched a bit and you are good.
To me, this cut looks like a weekend in the city appearance. As soon as you put on a thick sweater, apply a bright lipstick and feel instantly presentable. It possesses that effortless quality which we all long to but seldom manage to acquire without a bit of styling aid.
Sleek Platinum Lob
We are now venturing into daring territory: the smooth (or slightly longer) bob (or lob) which ends at the chin and is made sleek. The back of the hair part makes the face appear longer immediately and the platinum icy shade provides that ideal winter glow. On round faces this fashion is just hair contouring in practice–the eye is drawn down instead of across.
This type of color requires devotion. To make platinum bright and healthy throughout the winter it involves toning treatments, and I cannot do without Redken Color Extend Blondage Shampoo to keep that sheen icy and not brassy. Deep masks are a must, also frequently- Deep meets are a must, as well; the one I recommend is Olaplex No. 8 Bond Intense Moisture Mask.
I have always liked the juxtaposition of shiny hair against winter-time clothes. Cogitate: coat of organize, knit cap, and this angular bob sticking out — it is such an atmosphere. Tracey Cunningham, the colorist of so many Hollywood blondes, never forgets to remind her clients that maintenance is what makes the blonde so healthy, and not just the lightening. This cut proves it.
Copper Pixie Blonde Highlights
And herein warmness blends with sharpness. The foundation is a salmon copper which immediately causes blue or green eyes to shine but is punctuated with blonde highlights on the fringe and sides. Short hair cuts such as these are wonders on round faces as they elevate the features and provide structure to them. It is daring, light-hearted and full of winter spirit- the hairstyle version of holiday lights.
I would also suggest Davines Alchemic Copper Conditioner to keep copper alive during colder temperatures. It rejuvenates the colour and does not allow it to run away so easily, as red is subject to at all times.
Personally, it is a unique experience to turn red during winter. It possesses that snug fire-light-ness, and inexperienced men tend to remark upon how warm and vivacious it was on winter skin. It is just a bit bold and is that not what a new season requires?
Textured Brunette Pixie
Brief is not necessarily harsh, and this laceration is evidence to the effect. The layers are piled up to an extent that creates volume, the fringe is taken slightly to one side and the dark brunette shade is used to create depth and drama. With the round faces, the angles of this hairstyle cut definition where softer features are normally dominant.
This appearance survives on styling cream, such as Aveda Light Elements Texturizing Cream does not reduce the movement of the strands and makes it perceivable. And pixies, too, require hydration during winter, so it is important to use a light conditioner that does not leave in during winter.
This is a cut that I consider very empowering. The confidence in this short going is contemporary and at the same time eternal. Hairstylist Anh Co Tran frequently repeats that it is the texture that renders a cut modern and I would not disagree with this. This pixie is not only short, it comes to life.
Bob-Soft Layered Warm Highlights
A layered bob is something classic, but when it is coated with warm streaks of honey it is the best cold weather pick-me-up. The curved feathered ends counter the plenitude of a round face, and the slight touches of light add something of warmth to the wintry days which are otherwise gray. It is far too organized and yet not rigid and this is what makes it so flattering.
To maintain it, I would have a light styling cream in rotation i.e. the Moroccanoil Hydrating Styling Cream to avoid frizz in hot and dry air without losing shape. It does not put the layers on its knees, which is very important in short cuts such as this.
Personally, I am fond of the fact that this style makes you look like you tried, but without trying too hard. It provides a lift to the cheekbones, as was mentioned by many stylists such as Chris Appleton when working with a rounder face shape.
You may not be ready to cut your hair, but consider this a compromise, professional enough on working days, but fun on party days. That is what I expect in winter hair.
Frosty Platinum Pixie
The pixie is pure platinum, which is cropped. Ice blonde is a perfect match to the winter haircut mood, as it reflects the lights of holiday and even makes the outfit look frosty. Its tapered sides and textured top make the face longer, and it has a sculptured feel, which performs miracles with round features.
It does not come easy to maintain a platinum tone. Fanola No Yellow or any other purple shampoo cannot be compromised in order to avoid brassiness. I also know by experience that deep conditioning masks (I use Olaplex No. 3) are the only thing to keep platinum hair strong during dry seasons.
I love the daring of it–of going into a new season with a headlong purpose. Hairstylist Gregory Patterson has stated that cooler colors are perfect in the winter palette of fashion and so this is not only a haircut but a complete aesthetic.
Dare you face so bold a look this season? And sometimes this type of haircut really is the push we need to get out of the rut.
Asymmetrical Silver Crop
The edgy, sharp and surprisingly versatile sleek asymmetrical crop in silver-whites is contemporary. Having one side shorter and letting the other sweep across the face in dramatic curve, it extends the roundness of the face and forms sharper angles without losing any softness. It is the type of haircut which raises a plain sweater to the level of being made into a statement piece.
To bring out those icy tones I would recommend spraying in a shine spray such as Kenra Shine Spray. It maintains the appearance slick and smooth, even during gray winter weather. Asymmetry and asymmetry: This type of haircut must be trimmed on a regular basis or the asymmetry will lose its appeal soon.
It is a cut that I would recommend in case you want to change but still desire that wearable style. It speaks without shouting. I recall reading her advice in the hair stylist, Anh Co Tran who constantly refers to the importance of precise cutting. Here, it is all that: accuracy is mixed with creativity.
In some cases, a simple imbalance does suffice to change the perception of the world of you–and of yourself.
Shoulder-Length Layers that are Textured
This style is very indulgent to motion but not length. These layers of soft grazing of the shoulders give form to the cheeks, and raise the face not by swelling it but by elevating it. It has a little volume at the crown which makes it a flattering hairstyle to all persons with rounder features who do not wish to get too short this winter.
The secret here is styling. A full but light mousse such as Bumble and bumble Thickening Spray provides that full but airy look with a round brush blowout. It is not stiff curls, but bouncy curls, even in a wool hat.
I like this style as it is easy but glamorous. It has the French-girl delicateness with winter 2025 a la-mode-in-place-structure but made for winter 2025, made to Zoom and made to party.
and let’s tell the truth: it is such a safe and yet a fashionable area, shoulder-length. You receive the freshness of a cut, without the obligation of going too short. Who does not like a compromise?
Edgy Shag with Bold Contrast
The shag has returned though in a different form with blonde bangs on a darker foundation. The jagged layers bring out thinness to the roundness of the face by providing height on the top and movement on the sides. It is fun, daring, and somewhat defiant, which is just right during dark winter months when you are in need of a style that gives life a boost.
This is simpler to style than it seems: all you have to do is apply some kind of texture spray, such as Oribe Dry Texturizing Spray, to make the layers come out. This is not a cut which is improved by being overpolished; it feeds best on villainy.
On my part, I believe it is one of the most thrilling concepts moving into the year 2026. It is a reference to 70s cool but completely redone at this point. Hairstylist Sally Hershberger once remarked that the shag is the cut that makes hair come alive and I could not agree with this statement more.
When you have been tired of your hair, this is the remedy. It is bold but oddly wearable–and that is why it is making such a strong comeback this season.
Volume Frosted Silver Layers
This cut is a combination of textured layer and frosted silver, and immediately creates that chilly winter feel. The disheveled bulk at the top ensures that it is an ideal winter hairstyle of a round face as it extends the body and provides lift to the part most in need. The cold ending is celebratory and gilded, as though frost was catching the morning sun.
Silver tints can be quite difficult to keep, particularly during cold seasons when the heating inside the building dries out moisture. I would suggest using a purple shampoo with a moisturising mask alternately. One that I rely on to maintain the strands shiny and firm despite the dryness of the season is Olaplex No. 8 Bond Intense Moisture Mask.
I always get attracted to this edgy but elegant blend. It is that type of look that does not need a loud shout to make people notice. This additional motion in the layers causes the layers to feel young and fresh even during a gray winter day.
Loosely-Waved Rosewood Bob
The rosewood-colored bob is a cup of hot cocoa–warming but luxurious. Its flowing waves smooth out the structure flattering a round face with vertical movement and smooth angles. The rosie-pink shading makes this fashionability fun without being overly summery, as though you added some color to a plain jacket.
To maintain them, I would use a color-depositing conditioner that would help the blush tones to last longer before fading. As a solid alternative that will refresh the hue in the home, Overtone Rose Gold Conditioner can be used. And wavy finishes may go flat in a cold climate, so a light-hold texturizing spray may be used to keep them bouncy.
I prefer this bob since it is such a conversation starter. It can make you shine even when you are sitting in front of the fire or even when you are in a cafe with friends without being too conspicuous.
Tousled Platinum Pixie
The platinum pixie and her tussled layers is the epitome of cool-girl energy. It is short, bold and suitable in winter when the longer hair would seem heavy due to the use of scarls and coats. In the case of a round face, the side-swept bangs create definition and the dishevelled top gives it height.
Platinum does require upkeep, and I will not pussy it up: It requires hydration, and toning to appear best. I would also keep a bottle of Fanola No Yellow Shampoo in the shower and apply a nourishing oil such as the moroccanoil light to fight the knitty individual statics.
This cut to me is a symbol of freedom. It is smooth yet not hard, rough yet comfortable. I would describe it as the type of haircut that helps you to enter the new year with a new confidence.
Textured Bob with Icy Ombre
This is an ombre bob with texture and an icy edge that is melted at an extreme base to frosty blonde ends. The rounded face is slimmerized with the angled front layers and the entire appearance becomes sharp and defined with the crisp contrast. It is a new version of the traditional bob, brought to a new level with the favorite sounds of winter.
The best thing about this style is that it is very adaptable. It can also be worn in its straight form to give it a slick city look or messed up a bit so that it appears as an off-duty look. In any case it is the type of hair that works well with winter clothes and winter fashion in particular, high collars and thick sweaters.
The way ombre shades can grow out is something that I have always admired. You are not tied with the idea of going to the salon after every four weeks, which is a blessing especially with the busy holiday season.
Dark Pinky Pixie with Side Cutting
The pixie is a dark crimson, and makes a sharp contrast with winter. It is daring, full of color and uninhibited- the same type of hairstyle that causes a round face to appear slimmer due to its side-swept layered texture. Just the color changes the appearance and it becomes an authentic statement of 2025/2026.
Red color has a bad reputation of fading, and it is difficult to deny the fact that it is necessary to use a color-protecting shampoo. I personally prefer Pureology Reviving Red Shampoo that allows making the touch-ups last longer. Add a silk pillowcase and you will experience less color transferring and frizzing.
I believe that this cut is ideal in the case one wants to feel a bit bolder with their appearance. It is spirited, cozy and quite in the spirit of the holiday. Hairstylist Chris Appleton constantly tells us that hair should make us feel strong- this color does just that.
Soft Ginger Bob and Curtain Bangs of the Hair
Cosiness and tenderness go so well together here. The ginger color is so appropriate to the colder months it almost shines under the flickering holiday lights. The cut itself is a textured bob which ends slightly below the chin, accompanied with curtain bangs which discontinue the roundness of the face. It frames in such a way that it does not seal in, which is precisely the reason why it is such a good selection to use on round faces.
This sort of color must be taken care of, and particularly in the dryness of winter. I would tilt towards color-defending shampoos such as Pureology Hydrate Sheer, which does not strip color off but maintains it. In order to ensure that washes do not fade I also suggest that washes be stretched with good dry shampoo, this keeps the ginger alive rather than washed out.
In my opinion, it is one of those hairstyles which are friendly but trendy. It does not require spending an hour in front of a mirror, yet it appears to be intentional. I adore the fact that it has a bit of Parisian touch to it, undress and fashionable at the same time.
Red hair in the winter is grounding. Tracey Cunningham has frequently remarked that copper and ginger hues are particularly complimentary in a colder season since they make the skin feel warmer. This is a good piece of advice every time I look at this type of cut.
Platinum Pixie Feathers Layers
It is all confidence with this cut: a pixie of platinum and with feathered, choppy layers that increase volume at the top. The fringe is brought short, and the styling is angled so as to bring in an upward movement to offset the rounder features. It is one of those winter hair cuts that automatically make you stick out and yet you do not look like you are trying too hard.
Platinum shades are also not very forgiving and that is why short hair makes it even more noticeable when the roots are visible. I have discovered toning spray such as Kristin Ess The One Purple Conditioner is a savior when I need to refresh up in a few minutes at home. A light paste which is used to make the textures also does wonders to make those layers clear and lively even during the chilly days.
I have always liked the effect this kind of cut has on the posture you have. It changes everything, you are in a new position, taller, sharper, more in control. One of my stylists once told me that pixies are built-in styling instruments since they instantly add structure to the face and this version confirms this.
To all of us with the rounded face who have been averse to going as short, winter seems the right time. With coats, scarves, and warm-up sweaters, a pixie such as this balances out the amount of clothing and makes the appearance fresh and modern.
The winter is the right time to leave your comfort zone and provide your hair some advantage. Be it a daring pixie, a mischievous bob, or an inventive twist of color, all these winter haircuts on round faces adds magic of its own to the weekends of the cooler months. The best part? You do not need to reinvent yourself, you just need the right cut to be able to show what is already there. So, which one speaks to you? Get rid of your thoughts, I would be interested in what style you would first attempt.
