One of the attempts I had made on myself was a butterfly-cut, which was the haircutting process that gave me an impression of two in one: when flat-ironed, I looked neatly, but when left to air-dry, I looked naturally wavy. Celebrity stylist Harry Josh frequently talks about this cut as the most versatile in medium-to-long hair, and I agree with him.
This haircut is especially well matched with turtlenecks and long coats – the layers unbutton enough to make winter outfits soft.
Copper Wave Bob
One of the best hairstyles of round faces in winter is a hot copper bob cut into wavy hair. The bright colour along with the Short wavy Shape provides an effect of face-framing, which is elongated and playful. It is sleek without being overly refined, which makes it a convenient everyday fashion that does not seem low-end.
Red color must be dedicated to color care. To prevent fading I would suggest a shampoo color treatment such as the Hydrate line by Pureology and have a tinted gloss on hand to rejuvenate the color. To do this, a one-inch-barrel curling wand provides a careless style.
Personally, I am in love with reds during the colder seasons, as they stand out with neutrals, and they brighten up skin. Cunningham, a celebrity colorist has stated that copper instills instant warmth on the skin and there is no doubt that I have to agree with her.
This bob is the one that suits a person who likes statement coats and bold lipsticks as well. The entire appearance is luxurious and friendly.
Chic Ombre Bob
It makes a difference in the face by giving a round face more vertical dimensions with an ombre bob with dark roots at the ends fading to honey-blonde. Its medium length makes it easy to wear, and the gradient color reinvents a classic Short layered bob. It’s both edgy and glamorous.
Ombre does not require upkeep as much as highlights do, although it is important to keep ends moist. Olaplex No.7 Bonding Oil is the one I would recommend to enhance shine and strength. Heat styling is very effective here the inversion of the ends inwardly produces a touch of sophistication whilst the flicking outwards produces the playful.
This fashion evokes winter holiday parties to me. When combined with a bright red lipstick and a slick outfit it immediately transports one to the old-Hollywood glamour with a new spin. Hairstylist Guy Tang tends to emphasize the fact that dimensional color gives character to a shorter cut, and this haircut just delivers the message.
It is one of those timeless and fashionable at the same time looks.
Soft Blonde Shag
Another winner in terms of winter haircuts on round faces is a dishevelled blonde shag with airy bangs. The combination of the pieces of short layers and medium length softness makes it move and create the carefree atmosphere, and the bangs attract attention to the eyes. This variation of the classic shag style is young and contemporary.
Shag cuts like to feed on texture, hence I would recommend salt sprays such as Bumble and bumble Surf Spray to bring out the natural waves. It is frizz-free and can be bouncy by having a diffuser on low heat.
When I attempted a shag-like cut, it was the only time when I did not feel that I needed to spend a lot of time on heavy styling. It simply had a good appearance–even when disorderly. Stylist Sally Hershberger has once said that the shag is not a matter of perfection but rather a matter of personality, which is very suitable here.
The winter look of this haircut is priceless, combined with warm sweaters and bare makeup minimalism. It can make you appear so cool without trouble.
Romantic Red Curls
Round-faced-voluminous-mid-length curls in rich red are the best ones. The medium length makes it manageable, whereas the curly texture gives it height and shape. This is a particularly romantic cut, and winter is the best time to wear deep jewellery colours.
During winter, curly hair requires a moisturizer. I prefer DevaCurl SuperCream Coconut Styler to define. Frequent deep conditioning maintains the curls elastic and plenary.
I have always believed that red curls are near a fairytale, particularly in the snowy environment. They add immediate vigour to dull winter dresses. Stylist to celebrity Vernon François underlines that curls are not to be tamed, but rather be celebrated, and I could not agree more.
This trim fits perfectly well to an individual who wants something feminine and daring. It is childlike, glamorous, and classic.
Textured Blonde Lob
To complete our list is a Shoulder length lob with layers of textured hair and face-framing highlights. In the case of round faces, the vertical pieces narrow down the Shape medium and the messy texture makes it fresh. It is also very adaptable, you can straighten it, make it in curls or even leave it natural so that you feel relaxed in winter.
To sustain this reduction, I would suggest a voluminous but lightweight mousse such as Oribe Grandiose and a ceramic flat iron to smooth it out in case of a more flattened appearance.
Personally, I consider this the final version of the so-called cool girl cut. It is workable enough but casual enough to work or to spend time with the family. Hairstylist Jen Atkin frequently refers to a lob as the style that suits everyone, and this piece of texturized one confirms her statement.
It can also be a great choice in case you want hair that changes with your mood – bold outfit, relaxed with a hoodie. One of the real multiple-taskers of hair style amongst round face haircuts in winter.
Connoted to collarbone length lob or bold short curly cuts, romantic long layered cuts, and so on, these 21 winter haircuts on round face ideas 2025 / 2026 show that there is something to suit every taste. With every gaze, you can put your natural beauty in perspective, stretch your beauty, and accentuate it and be inspired throughout the season. Which then will you be trying when the cold comes, the merry bob, the smooth medium length or a bold alt pixie?
