8 Cute Medium Haircuts You Won’t Regret

Versatile options for any season.

We’ve all made some hair mistakes in the past, whether it was getting the wrong haircut for our face shape, the wrong hair color for our skin tone or choosing a haircut or style that doesn’t work for us as the seasons change. We think a safe space when it comes to haircuts are cute medium haircuts like lobs that can be worn all year round.

Unlike other short hairstyles like bobs that are harder to style on a daily basis, cute medium haircuts are pretty versatile. Our picks of cute medium haircuts are an ideal place to start. Each of the styles we’ve rounded up below will work with any occasion on your agenda, and still be long enough to gather into a bun or ponytail when you’re feeling rather lazy. Read on to see our top looks:

cute medium haircuts red hair
Cute medium haircuts: Blunt cut. Photo credit: indigitalimages.com

1. Blunt Shoulder-Grazing Cut

There’s nothing cooler than a super sharp and precise haircut that doesn’t require a ton of maintenance. Sleek and straight hair with even ends is a great look for the winter season, but let’s be real: Keeping things super neat during the winter season is a bit tricky depending on the weather conditions. Throw a messy and undone look into the mix (or should we say, make hat hair look chic?) to give the look a bit of texture. Try Bed Head by TIGI Queen Beach Salt Infused Texture Spray for a bit of street-style rumple.

long bob haircut
Cute medium haircuts: Sexy textured bob. Photo credit: Faraz Essani Photography

2. Sexy Textured Bob

If you have hair that is naturally curly or wavy and you’re looking for cute medium haircuts that will allow your natural texture to do most of the work (read: less styling time for you), opt for bob hairstyles that hit right below your jawline. If you go too short, depending on your shrinkage, your hair just may shrivel up to a length you’ll hate.

cute medium haircuts: layered lob style
The feathered lob can’t be beaten by the cold! Photo credit: indigtialimages.com

3. Feathered Lob

This is a perfect winter haircut option for thin-haired girls who want the illusion of fuller hair. Ask your stylist to give you layers with feathered ends to add texture. The best part of this cut is that it can be worn more than one way, and it’s easy to manage. Throw it up into a bun or ponytail, add curls to the lengths for movement or keep it bone-straight. To keep the look frizz-free and packed with shine during any season, use TRESemmé Keratin Smooth Shine Serum when styling.

cute medium haircuts shag bangs blonde
Consider a throwback style!

4. The Shag

The shag is an ideal option for medium-length cuts. We love the multi-dimensional feel of this classic cut.

cute medium haircuts ice blonde
Sometimes a one-length cut is the best option.

5. One-Length

Sometimes a one-length haircut is the best choice! This simple haircut lets your color do all the talking.

cute medium haircuts brown hair
Soft and subtle layers add a touch of dimension.

6. Subtle Layers

Add some movement to your hair without cornering yourself into a style that’s too specific with soft, subtle layers at the bottom of your hair.

cute medium haircuts blonde waves layers
Consider this the best transitional haircut out there.

7. Long Layers

Not all cute medium haircuts were created equally! This long layered style is the perfect transitional style as you grow your hair out.

cute medium haircuts beach waves edgy feathered
Feathered edges are a modern nod to a classic 70s style.

8. Feathered

Feathered edges are all the rage for cute medium haircuts that maintain a modern feel. A great alternative to the shag, this feathered haircut gives you those 70s vibes while still maintaining a 21st-century vibe.

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