31 Best Short Hairstyles for Women Over 50 With Glasses

Cindy Marcus
Cindy Marcus Hairstylist, Editor-in-Chief

Short hairstyles for women over 50 with glasses are haircuts designed to complement the face by considering not just its features but also the frame of the glasses. For women over 50, spectacles can be a stylish accessory that enhances your hair and clothes.

At 50 or above, Hollywood legends Kate Capshaw, Emma Thompson, Meryl Streep, and Diane Keaton did show the world that age is just a  number with their great haircuts and matching frames! It’s seriously amazing how much your specs can add life and fun to your look just as much as a charming cropped haircut can!

Precision cutting specialist Joan Osterberg is a pro in improving her clients’ hairstyles by working with both face shape and glasses. Plus, she demonstrates how you could use texture to your advantage in creating a fitting, put-together look.

Give thought to your desired locks’ color and length and see if they match your lifestyle, as this will determine how much upkeep you need to do. Ask your hairdresser about the deets of maintenance, depending on your chosen cut.

To all mature ladies out there, don’t let the fashionista inside of you fade with time! Choose the perfect hair for you from these trendy hairdos!

Here are pictures of the best short hairstyles for over women 50 with glasses.

Short grey hairstyles for over 50 with glasses
Instagram @charlesfoxhair

#1: With Salt and Pepper Grey Hair

This is a great short textured A-line bob cut. The versatility of this haircut is great if it is styled curly and messy or smooth and sleek. It’s also so fun and sass. Cute short hairstyles for women over 50 with glasses that are relatively short in the back require a touch-up haircut every 4-6 weeks if you want to maintain the shape!

short haircut for over 50 with thick hair and glasses

#2 Short Bob with Thick Hair

Older women who have thick hair, the short bob is perfectly suited for those with shorter hair. This haircut is a short cut with medium layers that give your tresses some bounce and swish. The soft face-framing compliments those who wear eyeglasses as well. Style with a metal barrel round brush to achieve soft waves.

👉 See more short bob hairstyles for older women.

#3: Piece-Y and Choppy Long Pixie Cut

In our lifetime, our style preferences tend to change. For example, we may start liking a piece-y and choppy long pixie haircut. It’s important to find a hairstyle that suits our changing hair texture and color as we age. Additionally, one must consider the manageability of the style over time. Consider a textured, shaggy pixie. This is an easy style to maintain, and it suits different hair types. If you wear glasses, some light bangs can subtly shape your face and not interfere with your eyewear.

Wispy Bangs on a Short Pixie for Thin Hair for 50-Year-Olds with Glasses
Instagram @ittaribeiro

#4: Wispy Bangs on a Short Pixie for Thin Hair

When you try a short pixie hairstyle for thin hair, you’ll surely love your new look. A forward-combed short haircut can effectively enhance your fine hair texture and hide a scanty hairline. Tell your stylist to leave some length on top, trim the sides short, cut a soft fringe, and taper the nape. To introduce a modern touch to the perfect shape, add an asymmetrical front. For added thickness, make sure to apply a volume-enhancing product before hand-drying your hair.

#5: Silver Balayage on a Very Short Cut

If your aging hair feels dull, try silver balayage on a very short cut. A hair-lightening service may offer many benefits. It can add brightness, soften your coarse, gray hair, and make it more manageable. Pairing the silver balayage with a short haircut will certainly boost your style.

#6: Short Pixie Bob with Highlights

Consider a short pixie bob for ladies in their 50s if you’re a woman who wears eyeglasses and is looking for a new haircut. This style is perfect for those who want a low-maintenance and youthful look. The short length of the pixie allows for easy styling. The highlights can add depth and dimension to your hair. For those with glasses, a shorter cut can accentuate your features and allow your frames to stand out.

#7: Messy Deeply Side-Parted Bob Cut

A messy, deeply side-parted bob cut is a chic hairstyle. This look is stylish and low-maintenance. It’s perfect for busy women who want to look their best without spending hours styling. The cut features a deep side part that draws interest and attention to the face. The messy layers give it a playful and youthful vibe. For styling, I recommend applying a texturizing spray to add grip and definition to the hair. This way, you can wear your hair with confidence. Then use your fingers to tousle and shape the layers. This will create a tousled, undone effect that looks natural and effortless.

#8: Sleek Bob with Side Bangs for Round Faces

Try a sleek bob with side bangs if you have a round face. This is a great option for a more youthful haircut and style for your aging hair.

Beautiful Natural Curls and Cut for Women Aged 50 with Glasses
Instagram @darleneanne85

#9: Beautiful Natural Curls and Cut

Check out these beautiful natural curls and cut! You may be seeking a low-maintenance haircut. But you should be aware that a curl foam can cast your curls, promote shape, and reduce frizz. This step is as simple as getting out of the shower and scrunching your product of choice. Flip your head upside down and add it from the root to the ends.

Naturally Grey Pixie Cut for Women Aged 50 with Eyeglasses and a sweeping fringe
Instagram @carmenisantiag

#10: Naturally Grey Pixie Cut

Ask for a naturally grey pixie cut. A short textured pixie helps create body and movement in the hair, even when short. Instead of spending a lot of time styling, you can get away with using a soft texture wax like Hairstory’s Wax. You could use hairspray to finish it if you want more hold. This cut is great for older women and will have you visiting the salon every 4 to 6 weeks to maintain.

#11: Pixie Bowl Cut for Short Hair

A pixie bowl cut for short hair is an edgy style made for a daring and bold woman. Your hair is the best way to express yourself, and trying new styles like a bowl cut can elevate your overall look. Try incorporating a deep dramatic color like black or deep brown to create an edgy effect.

#12: Very Short Hairstyle

Very short hairstyles like this are convenient for the modern 50-year-old. Ladies in their fifties love this perfect spiky top style! This modern pixie cut has lots of texture. The key is to have lots of softness around the face. You could achieve this by incorporating a piece-y, textured fringe and length around the ears. This keeps the haircut from looking too masculine. Many women over 50 with glasses love this short haircut because they can wear a great pair of earrings and/or glasses and they become a focal point.

Before and After Short Cut for Women 50 and Over with Glasses
Instagram @cocoon_styling

#13: Before and After Short Cut

This before and after beautifully shows what a short cut can do for women over 50 who wear glasses. This cut creates a more fun and youthful look while remaining classic.

#14: Short Layered Cut with Babylights

If you want to give your aging hair a youthful makeover, try a short layered cut with babylights. The subtle highlights add dimension and texture while keeping the style looking natural. For added volume, use mousse or volumizing spray before blow drying. Try styling by using a round brush. It helps to create lift at the roots and a small curling iron to create soft, subtle waves.

Cute Short Ringlets for 50-Year-Olds with Glasses
Instagram @mahdoscachos

#15: Cute Short Ringlets

Short ringlets are super cute with a pixie cut. Avoid going too short on the sides and too long on the top. That way the curls grow out proportionately. Ask your stylist for the best product to keep your curls moisturized to prevent being frizzy.

#16: White Pixie with Side Bangs and Glasses

A haircut like a pixie with bangs is great for women who wear glasses. Ultra-short sides eliminate any stray hairs from looping and sticking out when you wear your glasses, and a side-swept fringe won’t interfere with the tops of your frames. As a bonus, a short pixie is a fantastic way to quickly transition away from monthly root retouches and embrace your natural white or grey hair.

short hairstyle white hair over 50 with glasses
Instagram @i.hair.by

#17: Long Pixie with White Hair

Show off your healthy locks with a chic short bob haircut with tapered ends. Women over 50 who have white hair can now use their natural color as an asset.

short bob hairstyle
Instagram @ceravolohair

#18: Short Bob Hairstyle

Opt for a short hairstyle that’s a fun, deconstructed short stacked bob. It’s cut with diagonal forward lines at the perimeter with chunky, razor-cut layers that are versatile enough to either angle forward to frame the face or flip out and partially back as the model demonstrates.

#19: Short Hair with Long Bangs

Own this short hair with long bangs for a younger-looking haircut. These bangs are to accentuate the eyes, so make sure to wear your best glasses. If wanting to experiment with hair colors, a pastel pink hue is fun to try on.

Chic Super Short Cut for ladies over 50 with glasses
Instagram @zauberfee_52

#20: Chic Super Short Cut

This super short haircut is for women who love to express themselves. It can also be helpful for women with glasses who have thick texture or even if they are fine-haired.

#21: Perfect Short Crop for Fine Hair

Ideal for fine hair, this lovely jaw-length short cut with side-swept bangs results in a dazzling hairstyle when colored with a subtle and dimensional blonde.

short hairstyle for over 50 with glasses and a round face
Instagram @hausoflazaroff

#22: Flattering Short Hairdo for A Round Face

A cute and soft pixie is a great short haircut for women over 50 with glasses. It creates texture that complements the rounded facial features. Plus, it looks chic with natural grey hair.

#23: Short Layered Hairstyle

Long strands cut into layers create more volume on a layered, short haircut. Adding a side part is the perfect way to highlight your facial features with your glasses and eyes even more accentuated.

textured pixie undercut for thin-haired ladies over 50 with glasses
Instagram @soubecas

#24: Textured Pixie Undercut For Thin Hair

This short layered crop style doesn’t take away attention to your other facial features. Its simplicity is what makes it perfect. Texture and layers are what you really need, and this short hairstyle has it.

Youthful short cut for woman in her 50s and wearing glasses
Instagram @salonghalda.fo

#25: Youthful Hairstyle

The bob undercut is a short, youthful hairstyle. The undercut starts right where the frames of the glasses lie, which shows off the beautiful color of the frames.

#26: The Messy Bob

Short hairstyles will look more youthful and chic when layered and cut at chin-length. If you have thin hair, the layers will help your hair appear fuller.  If you want your glasses to be more subtle, go for a hairdo that goes past your ears.

Short pixie cut for someone in their 50s wearing eyeglasses
Instagram @samazinghair

#27: Sassy Short Pixie Hair Cut

This is a very short pixie cut customized for women with strong growth patterns in their hair. It can have a soft or strong look. I love that it shows she is strong and sassy with a flair for color that contrasts well with glasses.

#28: Chin-Length Hair

Opt for a chin-length angled bob style with blunt bangs. It’s a great way to keep short-medium haircuts more modern for women with fine hair and glasses.

#29: Asymmetrical Bob

Asymmetrical graduated bobs with bangs are the modern meets classic for a short-length haircut. This one is playful yet chic to match the eyeglasses.

curly hairstyle
Instagram @natalynewlooks

#30: Curly Hairstyle

It’s the perfect short haircut for women over 50 who embrace their naturally curly hair instead of fighting it.

feathered bob for ladies over 50 with glasses
Instagram @studio.a.salon

#31: Feathered Bob

Ladies over 50 might want to try a feathered bob as your new style. Adding feathered layers will create volume and softness to your cut and give life to flat hair. Fine-haired ladies will want to keep the layers on the longer side to keep the hair looking its thickest. You’ll want to blow dry with a volumizing product and a round brush backward for the most lift. This shape can be curled as well for extra fullness.