Side Bangs and Curved Ends with Retro Vibes
Here’s a throwback in the best possible way. This medium length hairstyle fall combines side swept bangs and slightly curved ends into that soft, vintage shape that never goes out of date. Think retro librarian with a modern edge. The chocolate color is deep, earthy, and provides an added dimension in the gray autumn light.
These bangs are best done with a quick blowout- I would suggest Drybar Southern Belle volume-boosting root lifter and a round brush on the crown. In the curved under effect, a straightener turned inside out at the ends works.
I particularly like this style with thick knit sweaters, corduroy and layered necklaces. It has an air of whimsy and strength in equal measure, and I, personally, am into it.
Fall is a season of personality and this cut provides it in spades, without ever screaming.
Rounded Bob with Blonde Brightness
This short and round shape with a buttery blonde color gives the classic bob a soft and luminous makeover. The ends of the strands are beveled inward softly, with body and shape that flatters the cheekbones. It is sophisticated, simple, and unexpectedly comfortable to wear- this is the medium hairstyle women fall 2025 look that will make people say, “Did you just leave the salon?”
In the case of such color, brassiness is to be kept under control using Kerastase Blond Absolu Bain Ultra-Violet Purple Shampoo. A good leave-in conditioner (like It’s a 10 Miracle Leave-In) seals in hydration and protects from heat.
I have always adored this cut because of the extent to which it opens up the face. It tastes especially new in early fall when the sun is still warm but the air is turning. Perfect for that post-vacation reset.
There are times when your hair just needs to go back to basics clean shape, bright color. Not trendy, just timeless.
Retro Blunt Bob with Classic Fringe
This rounded, medium length hairstyle fall bob with full fringe is something powerfully nostalgic. The haircut follows the jawline and provides this face-framing, structured silhouette that shouts Parisian fall chic. The fringe is thick, slightly curved, and totally polished. When you feel like you need something classic and daring- this is your hint.
I apply a blend of Living Proof No Frizz Styling Cream and a little dry shampoo by Klorane on the fringe, only, to hold the bangs in place- this mixture makes it light and shaped. Flat ironing just the ends (curved slightly inward) keeps the structure visible even in high humidity.
I wore a variation of this in early September when I needed a complete update–and I felt like I stepped out of a 1960s Vogue cover. It was a surprise though; it also matched my fall flannels and boots. It is a risky step, but it pays off when you look into a mirror.
This look isn’t shy. It’s smart, polished, and unapologetically stylish.
Glass Hair Precision Cut
Minimalists, this one’s yours. The precision is the key to this medium hairstyle women fall look. The bob is laser-sharp straight cut, high-gloss, no fringe, no layers, just drama through perfection. The effect is a shiny helmet of cool-toned brown that looks somehow futuristic and classic simultaneously.
This finish takes effort, but it’s worth it. The Dream Coat Supernatural Spray by Color Wow is basically designed to do this style. Blow-dry using tension and finish with a flat iron. The shine will reflect in the light each time you move your head.
The process of styling this type of bob is something meditative. It’s clean, no-frills, and commands attention. When I put mine on like this, I do not wear any accessory-I am the accessory.
If you are a detail, minimalism, and ideal angles lover- this is your fall style.
Curly-Edged Bob with Ashy Highlights
It is the fall hairstyle of medium hair of the ladies who adore the texture and softness. The waves are scattered, outlined, and deliberately flawed, and the beautiful ashy blonde highlights are lightened up around the face. It is a little longer in the front, and the nape is tapered, which makes it structured.
My recommendation is to apply Davines Curl Building Serum on wet hair and air-dry to half-way and then diffuse. This assists in creating wave memory without frizz, particularly when the fall air becomes dry and static creeps in.
This style is ideal as the mid-season transition- it is romantic and messy yet still polished enough to wear to work or out to dinner. I have this same vibe in a wool coat and a coffee in hand on windy afternoons. Nothing beats seeing yourself in the mirror and saying, Yup, this hair is working.
This is your time if you are curly or wavy and would like to wear it light and still be fall-ready.
Layered Tousled Bob with Natural Volume
This is the relaxed, lived-in style that does not require any styling guidelines. Softly layered bob, with a little texture and natural bends, parted in the middle with a slight root lift. It does best on naturally wavy hair or air-dried hair- it is meant to be a little wild, a little soft, completely easy.
This cut will make your strands look beautiful in case it has a slight natural movement. I prefer Verb Sea Spray as a fine grit and separation. No heat tools necessary unless you’re taming a rogue strand or two.
That is the type of style I wake up in and walk out of the door. It does not demand perfection and it looks good in every weather. You can wear it to the apple orchard or a client meeting, it is just that versatile.
Simple, comfortable, and full of charm. One of my yearly favorites.
Effortless Updo with Romantic Face-Framing Pieces
Leaving on a dreamy note- this classy updo is soft, romantic and just enough undone. It is collected at the nape with light wisps escaping around the face, so it is ideal to be worn in the fall evening or on a wedding or whenever you feel a little extra you.
My favorite product to use at the roots is Innersense I Create Lift Volumizing Foam and then pinning. It gives body without stiffness. Allow the face-framing pieces to fall as is-or curl them a bit with a curling wand to soften them.
I had something like this on at a fall elopement of a friend under the golden trees-and the pictures? Stunning. It is so magical to combine a formal style with natural environment. It’s polished but not forced, elevated but comfortable.
This style is evidence that medium-length hair can be as versatile as anything longer- and even more memorable when intentionally styled.
