As we embrace the beauty of aging, our personal style evolves. For women over 50, a chic short hairstyle can be empowering and fresh. With glasses as an everyday accessory, the right haircut can beautifully complement your face shape and frames. Whether you’re after something bold, classic, or low-maintenance, the right short hairstyle can add sophistication and fun to your look.
Short hairstyles are a great option as they are not only easy to maintain but also versatile. They can highlight your glasses while keeping your overall look modern. In this guide, we will explore 32 stylish short haircuts perfect for women over 50 who wear glasses. Each hairstyle can enhance your natural beauty while offering the practicality of shorter locks. Let’s get started on finding your perfect match!
1. Tapered Face-Framing Bob
A tapered face-framing bob is a flattering choice for women over 50. This cut gently frames your face, drawing attention to your features and glasses. It’s an elegant style that remains polished without much effort.
The tapering of this bob adds dimension, making it ideal for thinning hair. The layers fall perfectly around the face, giving a soft, refined look. It works well with most glasses, creating a balanced and stylish appearance.

2. Pixie Cut with Side-Swept Bangs
For those who want a playful yet sophisticated style, the pixie cut with side-swept bangs is a great option. The bangs add softness to the face, which is especially flattering for women with glasses.
This haircut is all about ease. It’s quick to style and looks great with minimal effort, making it perfect for busy days. Plus, the side-swept bangs can help balance the lines of your glasses, creating a harmonious look.


3. Layered Bob with Highlights
A layered bob with highlights offers texture and depth, perfect for anyone looking to add some flair to their look. The layers create movement, giving your hair a dynamic appearance, while the highlights bring brightness.
This style pairs beautifully with glasses, as the layers help frame the face and enhance your features. Whether you prefer natural or bold highlights, this look adds a youthful and vibrant feel to your hair.


4. Asymmetrical Bob
The asymmetrical bob is ideal for women looking to make a statement. The varying lengths on each side give this cut a modern and edgy vibe. It’s a stylish choice that works well with glasses, adding an interesting contrast.
This haircut is not just trendy but also versatile. You can wear it sleek and straight or add some texture for a more relaxed look. The asymmetry balances out the shape of your face, making it a fantastic option for women over 50.


5. Textured Crop
A textured crop is all about adding volume and dimension to short hair. This style works particularly well with finer hair, giving it a fuller appearance. The layers in a textured crop create a messy, effortless look that’s perfect for everyday wear.
It complements glasses by keeping the hair short and away from the face, allowing your frames to take center stage. This style is easy to manage and requires minimal styling, making it perfect for those who prefer a low-maintenance approach.


6. Curly Bob
For women with natural curls, the curly bob is a stunning choice. It allows your curls to bounce freely while keeping the length manageable. The cut is designed to enhance the natural shape of your curls, giving them structure and definition.
With glasses, this look can be both playful and sophisticated. The shorter length keeps the curls from overwhelming your face, while the bob shape frames your features beautifully.


7. Classic Bob with Blunt Bangs
The classic bob with blunt bangs is a timeless haircut that never goes out of style. The blunt bangs create a bold, structured look that pairs perfectly with glasses. It’s a polished and chic style that works for any occasion.
This haircut is especially flattering for women with oval or heart-shaped faces. The straight lines of the bob and bangs balance the shape of the face, making it a fantastic option for those who love a sleek, sophisticated appearance.


8. Feathered Pixie
For a soft, feminine look, the feathered pixie is a great option. The layers are cut to create a feathered effect, adding texture and volume to the hair. This style is light and airy, making it a refreshing change for women over 50.
It’s also a great style for glasses wearers. The short, feathered layers frame the face without competing with your frames, allowing both your haircut and glasses to shine.


9. Wavy Lob
A wavy lob (long bob) offers the perfect balance between short and medium-length hair. The waves add texture and movement, giving the lob a relaxed, effortless vibe. It’s a great choice for women who want something chic yet easy to maintain.
This style pairs well with glasses because the waves soften the face and add volume, while the length of the lob frames the face without overshadowing your glasses. It’s a versatile look that works for both casual and formal settings.


10. Short Shag
The short shag is a fun, edgy option for women who want something different. This haircut features lots of layers, giving the hair a messy, carefree look that’s full of personality. It’s a youthful style that works well for women over 50.
The layers in a shag haircut create volume and texture, which complements glasses by adding balance to your face. It’s perfect for those who want a style that’s both low-maintenance and full of attitude.


11. Chin-Length Bob
A chin-length bob is a classic and elegant hairstyle that suits most face shapes. It’s simple, clean, and always looks polished. This length is perfect for framing the face, bringing attention to your features and glasses.
The chin-length bob is incredibly versatile. It can be worn straight for a sleek, modern look or curled for a softer, more feminine vibe. This cut works beautifully with glasses, as it balances the face without overpowering your frames.


12. Short Layered Cut
For women who want volume and texture, a short layered cut is an excellent choice. The layers add movement and depth to the hair, making it appear fuller. It’s a great style for those with fine or thinning hair.
This cut works particularly well with glasses because the layers help frame the face and add dimension. It’s a stylish and practical choice for women over 50 who want a chic, low-maintenance look.


13. Stacked Bob
The stacked bob is all about volume. The back is cut shorter and stacked, creating height and fullness at the crown. This style is perfect for women who want to add body to their hair without sacrificing the chicness of a bob.
Glasses pair wonderfully with this haircut, as the stacked layers add balance to your face shape. It’s a modern and flattering option for women over 50 who want a little extra volume in their hairstyle.


14. Sleek Pixie
For a sleek and sophisticated look, the pixie cut is always a winner. This style is all about smooth lines and a polished finish, making it ideal for women who love a clean, modern aesthetic.
The sleek pixie works particularly well with glasses because it keeps the hair short and out of the way, allowing your frames to stand out. It’s a no-fuss style that looks effortlessly chic.


15. Tousled Bob
A tousled bob gives off an effortless, relaxed vibe. The layers are cut in a way that creates movement and texture, giving the hair a tousled, beachy look. It’s a perfect style for women who want something fun and easygoing.
This hairstyle pairs beautifully with glasses, as the tousled layers soften the face and add volume. It’s a carefree yet stylish option for women over 50 who want a laid-back look.


16. Short Bob with Undercut
For a modern twist on the classic bob, try a short bob with an undercut. The undercut adds an edgy element to the traditional bob, giving it a contemporary feel. It’s a bold and trendy choice for women who like to experiment with their style.
The undercut keeps the hair short around the sides, which pairs well with glasses by keeping the focus on your frames. It’s a stylish and fresh option for women over 50 who want to make a statement.


17. Messy Pixie
A messy pixie is a playful, carefree option for women who love a tousled look. The layers are cut to create a messy, textured appearance that’s both fun and easy to style. It’s a great option for those who prefer a more relaxed look.
This hairstyle complements glasses by keeping the hair short and away from the face, allowing your frames to take center stage. It’s a low-maintenance, youthful style that’s perfect for women over 50.


18. A-Line Bob
The A-line bob is a stylish and modern cut that features longer pieces in the front and shorter ones in the back. This asymmetry creates a flattering shape that frames the face beautifully. It’s a chic option for women who want something polished yet trendy.
This cut pairs well with glasses, as the longer front pieces help to balance out your frames. It’s a sophisticated and stylish option for women over 50 who want a sleek, modern look.


19. Graduated Bob
The graduated bob is a chic, layered cut that adds volume to the back while keeping the front slightly longer. This cut is perfect for women who want a modern twist on the classic bob, with added texture and fullness.
It pairs beautifully with glasses, as the layers in the back add volume and balance to your face. This cut is both practical and stylish, making it a great option for women over 50.


20. Choppy Pixie
A choppy pixie is a fun, edgy option for women who want something bold. The choppy layers add texture and movement, giving the cut a playful, carefree look. It’s a perfect style for those who love to stand out.
This cut works well with glasses because the choppy layers create a soft, relaxed look that complements the structure of your frames. It’s a bold yet feminine option for women over 50.


21. Curly Pixie
For women with natural curls, the curly pixie is a fantastic option. This cut allows your curls to shine while keeping the length manageable. It’s a stylish and fun way to embrace your natural texture.
The curly pixie pairs wonderfully with glasses, as the shorter length keeps the curls from overwhelming your face. It’s a chic and playful option for women over 50 who love their curls.


22. Blunt Bob
The blunt bob is all about clean lines and sharp edges. This sleek and polished cut is perfect for women who want a sophisticated and modern look. It’s a timeless style that always looks chic.
With glasses, the blunt bob creates a sleek, streamlined appearance that balances your frames. It’s a stylish and elegant option for women over 50 who want a bold, confident look.


23. Voluminous Crop
The voluminous crop is perfect for women who want to add some body to their hair. The layers are cut to create volume and texture, giving the hair a full, dynamic appearance. It’s a great option for those with finer hair.
This cut works well with glasses by adding balance to your face shape. It’s a modern and stylish option for women over 50 who want a fuller, more voluminous look.


24. Side-Parted Bob
A side-parted bob is a chic and sophisticated style that works for any occasion. The side part adds a touch of elegance, while the bob length keeps the look modern and fresh. It’s a great option for women who want something polished yet versatile.
This cut pairs beautifully with glasses, as the side part helps to frame your face and enhance your features. It’s a timeless and stylish option for women over 50.


25. Razored Pixie
The razored pixie is all about texture and movement. The razor-cut layers create a soft, feathery look that adds dimension to the hair. It’s a great option for women who want a fun, youthful style.
This cut works well with glasses, as the short layers keep the focus on your face and frames. It’s a modern and playful option for women over 50 who want to add some texture to their look.


26. Soft Waves Bob
A bob with soft waves is a relaxed and chic style that adds texture and movement to your hair. The waves create a soft, beachy look that’s perfect for everyday wear. It’s a great option for women who want something casual yet stylish.
This hairstyle pairs beautifully with glasses, as the soft waves frame the face without overpowering your frames. It’s a laid-back and stylish option for women over 50.


27. Edgy Pixie
For a bold, daring look, the edgy pixie is a fantastic choice. This cut features short, choppy layers that add texture and attitude to your style. It’s a great option for women who love to experiment with their look.
The edgy pixie pairs well with glasses, as the short length keeps the focus on your frames. It’s a bold and confident style that’s perfect for women over 50 who want to stand out.


28. Sassy Bob with Bangs
The sassy bob with bangs is a playful and stylish option for women over 50. The bangs add a youthful touch, while the bob length keeps the look polished and chic. It’s a fun and versatile style that works for any occasion.
This cut works beautifully with glasses, as the bangs help to frame the face and soften the look of your frames. It’s a modern and playful option for women over 50.


29. Classic Pixie
The classic pixie is a timeless and elegant option for women who want a no-fuss hairstyle. This cut is all about simplicity, with clean lines and a polished finish. It’s a great option for women who want something easy to maintain yet stylish.
With glasses, the classic pixie creates a sleek, streamlined appearance that balances your frames. It’s a chic and sophisticated option for women over 50.


30. Short Bob with Layers
A short bob with layers adds texture and movement to your hair, giving it a fuller, more dynamic appearance. The layers create depth, making this cut perfect for women with finer hair.
This cut pairs beautifully with glasses, as the layers frame the face and enhance your features. It’s a modern and stylish option for women over 50 who want a chic, low-maintenance look.


31. Tapered Pixie Cut
For a sleek, modern look, the tapered pixie cut is an excellent choice. This style features short sides and a longer top, creating a polished and structured appearance. It’s a great option for women who want a bold yet elegant look.
The tapered pixie works well with glasses by keeping the hair short and neat around the face. It’s a chic and stylish option for women over 50 who want a modern, polished look.


32. Buzz Cut
For the bold and fearless, the buzz cut is a daring choice. This super-short style is all about confidence and simplicity. It’s an easy-to-maintain look that exudes strength and style.
With glasses, the buzz cut allows your frames to stand out, making them the focal point of your look. It’s a bold and empowering option for women over 50 who want to make a statement.


Conclusion
Choosing the right short hairstyle can be a game-changer, especially for women over 50 who wear glasses. From pixie cuts to bobs, there’s a wide variety of chic options to suit your personal style and enhance your features. Whether you want something classic, playful, or edgy, these 32 hairstyles offer a perfect blend of practicality and fashion. Embrace your style with confidence and let your haircut and glasses work together to create a look that’s uniquely you!