Winter 2025–2026 Haircuts for Round Face Shapes – Medium & Long

winter haircuts medium round faces Feathered Medium Cut with Volume

A big round brush and a heat-protecting spray such as Living Proof Restore Perfecting Spray will be essential to achieve that salon-fresh flip at home. I enjoy the way in which simple sweaters are made to look more professional by this style.

It is the type of cut that is retro and fresh at the same time – it is a reference to the feathering of the 70s, but it is updated and dresses it out to 2026. I believe that is the reason it is so motivating: it is nostalgic but still polished in the present.

Glossy Shoulder-Length Waves

Something about long, sleek, mid-length hair waves will never be out of fashion. This cut is just above the shoulders, and this one provides the best balance in terms of round face haircuts trends during the winter season. The waves bring in the dimension, and the dark shiny shade increases the smoothness.

round face haircuts winter Glossy Shoulder-Length Waves

To achieve this level of shine, a gloss treatment or even a home glossing glaze such as dpHUE Gloss+ is enough to make hair look like a mirror. A silk pillowcase is another item I will lock in shine during the colder months – small things in doing so actually stretch the length of time a style such as this lasts.

I love the classicism of this haircut. It is the hairstyle that is parallel to a classic wool coat – it is multi-purpose, reliable and stylish all winter.

Textured Wavy Bob

The textured wavy bob is fun, yet it is sophisticated enough to suit women who prefer shorter winter hairstyles that cover the round face. The fullness of the face has been broken by the waves, and the slightly tumultuous style of the hair has made it fresh and youthful. It is long enough to do in many styles, though short enough to be refreshing.

winter haircut for round face Textured Wavy Bob

My favorite here is a sea-salt spray such as Ouai Wave Spray – it provides the undress feel without the crunch. What makes this cut so beautiful, though, is that it does not have to be perfect; on the contrary, the messier the better it is.

When I put on one of these styles last winter I was able to reach it almost everyday since it could be worn even with hats. It is a quick self-esteem booster, regardless of cold mornings and haste.

French Bob with Side Bang

The French bob will keep its reign until 2026, in a new twist, a soft side bang. In the case of winter haircut and round face trends, this is a gold: the cut short hairline flattens the jaw and the angled fringe cuts across the cheek, slimming the face at first sight. It is stylish, attractive and somehow Parisian.

winter 2026 haircut round face French Bob with Side Bang

This is a style that succeeds on accuracy. To keep the lines clean I would recommend a smoothing balm such as Kerastase Discipline Keratin Thermique. It is a small passage, although, a small, flat iron pass upon the bangs changes a lot of polish.

It seems to me that this cut is the brash stroke of the season. This is the round face haircuts winter haircut that can never go unnoticed, just in case you have been waiting to do something a bit daring yet something you could wear.


Winter 2025–2026 Haircuts for Round Face Shapes: Best Medium & Long Styles

Blunt Bob with Center Part

One of the most remarkable winter 2026 haircut round face looks is a sleek blunt bob with an accurate middle part. The short length gives the appearance of a visual extension of the face, and the clean lines provide an immediate structure. It is the type of style which we find crisp, contemporary, and comfortably high-fashion – the type of clothing we put on when we are shivering in cold weather and we go for bold coats and powerful silhouettes.

winter 2026 haircut round face Blunt Bob with Center Part

In order to keep such level of accuracy, frequent trims are a must. To achieve this shine, the look that makes this cut so shiny, I like to use a lightweight shine spray, such as Color Wow Extra Mist-ical Shine Spray.

When I look at this style I think about the time when you unzip your favorite winter coat and all of a sudden everything is refined and purposeful.

Soft Blonde Wavy Bob

In case you are feeling the need to be soft, then a blonde wavy bob with a slight side sweep is the most dreamy. The movement provided by the waves balances roundness, and the light airy shade of blonde provides brightness – just right during the darker winter months. It is fashionable yet casual and thus one of the most adaptable round face hair cuts winter trends.

round face haircuts winter Soft Blonde Wavy Bob

An easy, medium-barrel curling wand is what is needed in this case, and you must have a heat protectant such as GHD Bodyguard. The best part? This bob is attractive in a messy, polished or tucked behind one ear way – goes with your mood.

To me, this hairstyle is the type of hairstyle that seems like the weekend away hairstyle, anything-free but still classy enough to bring everywhere.

Polished Side-Parted Waves

It is a style that directs back to the old Hollywood glamour with a twist. The deep side part with the long, polished waves creates wonders to winter haircut long round faces since the asymmetry extends and narrows the features. It is elegant and a bit theatrical and the type of appearance that immediately elevates even the most basic attire.

winter haircuts long round faces Polished Side-Parted Waves

To have this style, I would suggest a light hairspray with flexibility such as L Oreal Elnett Satin. It provides grip without rigidity as this is important when you want your glamourous waves to be touchable.

I think this one is a party hairstyle to me, good in winter evenings, or at a party, or when you need the attention to shine on you.

Layered Blonde Bob with Volume

This bob is made flattering and airy with slight layering and volume at the roots. It is a winner on winter hair cuts on medium round faces: the length is not too short, the layers flatten the face, the blonde lights make it brighter in the dark winter coloring.