Home » Haircuts » 25 Chic Short Hairstyles Perfect for Women Over 50 with Glasses

25 Chic Short Hairstyles Perfect for Women Over 50 with Glasses

As women gracefully embrace their 50s and beyond, finding a hairstyle that complements both their personal style and glasses can be a delightful challenge.

This guide on 25 chic short hairstyles is crafted specifically for women over 50 who wear glasses, offering a blend of elegance, ease, and practicality.

Discover how the right haircut can enhance your features, frame your face beautifully, and add a youthful touch to your look.

From classic pixies to modern bobs, these hairstyles are designed to suit various face shapes and hair textures, ensuring you feel confident and stylish.

Whether you prefer something bold or understated, each hairstyle in this collection promises to highlight your individuality while seamlessly fitting with your lifestyle and eyewear.

Keep reading to explore inspiring haircuts and learn tips from top stylists on how to maintain and style them, ensuring you look and feel your best every day.

25 Short Hairstyles for Women Over 50 with Glasses

1. Classic Bob

An old woman modelling a classic bob.

This hairstyle falls just below the chin, perfectly framing the face and highlighting your glasses.

It’s low-maintenance, versatile, and works well with straight or slightly wavy hair.

The sleek, clean lines of the classic bob create a polished look that’s both modern and chic, making it a perfect option for women over 50 seeking a stylish yet simple haircut.

2. Layered Pixie Cut

An old woman modelling a layered pixie cut.

This cut enhances volume and movement, making it ideal for thinning hair.

The layered pixie beautifully accentuates your glasses, bringing attention to your eyes and facial features.

It’s easy to style and maintain, offering a youthful, energetic vibe that’s perfect for active women over 50.

3. Highlighted Stacked Bob

An old woman modelling a highlighted stacked bob.

This cut gives the illusion of fuller, thicker hair and adds a vibrant touch to your overall appearance.

The shorter layers at the back provide volume, while the longer front layers frame the face, making it a flattering choice for women over 50 with glasses.

4. Tapered Cut

An old woman modelling a tapered cut hair.

This haircut offers a clean, modern look that’s easy to manage.

It complements glasses beautifully, drawing attention to your face and eyes.

The tapered cut is versatile and can be styled in various ways, from smooth and polished to tousled and casual, making it a chic option for mature women.

5. Curly Crop

An old woman modelling a curly crop hair.

This short, cropped cut adds volume and texture, giving your hair a lively bounce.

It’s perfect for women over 50 with naturally curly or wavy hair, as it enhances your curls without requiring much upkeep.

This hairstyle pairs wonderfully with glasses, creating a fun and youthful look that’s full of personality.

6. Shaggy Bob

An old woman modelling a shaggy bob.

This cut is a relaxed, textured style that offers a laid-back, yet chic appearance.

With its tousled layers and soft waves, this bob adds volume and movement to your hair.

It’s a fantastic option for women over 50 who want a low-maintenance yet stylish cut.

The shaggy bob pairs perfectly with glasses, giving you a modern, effortless look that’s both fashionable and easy to maintain.

7. Blunt Cut Bob

An old woman modelling a blunt cut bob.

This cut falls just below the chin, providing a sleek, polished look that’s easy to style.

The blunt ends emphasize your facial features and glasses, offering a sophisticated yet contemporary vibe.

It’s an excellent choice for women over 50 who prefer a minimalist, elegant hairstyle.

8. Feathered Pixie

An old woman modelling a feathered pixie cut.

This cut is a soft, airy haircut that adds texture and movement to short hair.

Its feathered layers create a light, voluminous effect, making it ideal for fine or thinning hair.

This pixie cut accentuates your glasses and facial features, providing a youthful, refreshing look.

It’s easy to style and maintain, offering a chic, effortless option for mature women.

9. Wavy Bob

An old woman modelling a wavy bob.

This haircut adds texture and volume, creating a relaxed, beachy vibe.

It’s perfect for women over 50 with wavy or slightly curly hair, as it enhances your hair’s natural movement.

The wavy bob pairs beautifully with glasses, offering a modern, carefree look that’s easy to style and maintain.

10. Sleek Pixie

An old woman modelling a sleek pixie.

This short cut features smooth, straight layers that lie close to the head, creating a chic, streamlined appearance.

It’s an excellent choice for women over 50 who want a low-maintenance, elegant look.

The sleek pixie highlights your glasses and facial features, offering a refined, modern style that’s both stylish and easy to manage.

11. Textured Crop

An old woman modelling a textured crop hair.

This style is a dynamic, edgy haircut that adds volume and movement to short hair.

With its choppy layers and tousled finish, this crop creates a lively, youthful appearance.

It’s ideal for women over 50 who want a fun, fashionable look.

The textured crop complements glasses well, highlighting your eyes and facial features while offering a stylish, easy-to-maintain option.

12. Soft Curls

An old woman modelling a soft curls hair.

This cut features loose, flowing curls that add volume and bounce to your hair.

It’s a versatile option that works well with various hair lengths and textures.

Soft curls beautifully frame your face and glasses, creating a warm, inviting look that’s both elegant and easy to style.

13. Bob with Bangs

An old woman modelling a bob with bangs.

This cut combines the classic bob with a modern twist, featuring chic, face-framing bangs.

This hairstyle adds a youthful touch, enhancing your facial features and glasses.

The bob’s sleek lines and the bangs’ soft edges create a balanced, stylish look.

It’s a great option for women over 50 who want a fresh, contemporary style that’s easy to maintain and versatile.

14. Spiky Pixie

An old woman modelling a spiky pixie hair.

This short, spiky style creates texture and volume, giving your hair a lively, dynamic appearance.

It’s perfect for women over 50 who want a fun, modern hairstyle.

The spiky pixie pairs well with glasses, highlighting your facial features and adding a youthful, energetic vibe to your overall look.

15. Undercut Pixie

An old woman modelling an undercut pixie.

This edgy style offers a unique, modern look that’s perfect for women over 50 who want to make a statement.

The undercut adds contrast and depth, while the longer layers on top provide volume and texture.

It’s a versatile, easy-to-maintain option that beautifully complements glasses, highlighting your eyes and facial features.

16. Curly Bob

An old woman modelling a curly bob.

This short, bouncy cut adds volume and texture, giving your hair a lively, youthful appearance.

It’s perfect for women over 50 with naturally curly or wavy hair, as it enhances your curls without requiring much upkeep.

The curly bob pairs wonderfully with glasses, creating a fun, vibrant look that’s full of personality.

17. Choppy Bob

An old woman modelling a choppy bob.

This hairstyle features uneven, choppy layers that add volume and movement, creating a relaxed, edgy look.

It’s perfect for women over 50 who want a stylish, low-maintenance cut.

The choppy bob beautifully frames your face and glasses, offering a contemporary, fashionable appearance that’s easy to style and maintain.

18. Pixie with Long Bangs

An old woman modelling a pixie with long bangs.

This hairstyle adds a youthful touch, enhancing your facial features and glasses.

The contrast between the short layers and the longer bangs creates a stylish, dynamic look.

It’s an excellent choice for women over 50 who want a modern, versatile cut that’s easy to maintain and style.

19. Layered Bob

An old woman modelling a layered bob.

This haircut features multiple layers that create movement and depth, making it perfect for fine or thinning hair.

The layered bob beautifully frames your face and glasses, offering a chic, modern look.

It’s easy to style and maintain, providing a fashionable, elegant option for women over 50.

20. Short Shag

An old woman modelling a short shag cut.

This cut is a relaxed, textured hairstyle that offers a laid-back, yet chic appearance.

With its tousled layers and soft waves, this cut adds volume and movement to your hair.

It’s a fantastic option for women over 50 who want a low-maintenance yet stylish cut.

The short shag pairs perfectly with glasses, giving you a modern, effortless look that’s both fashionable and easy to maintain.

21. Retro Flip

An old woman modelling a retro flip hair.

This is a fun, vintage-inspired hairstyle that brings a touch of nostalgia to your look.

This short cut features flipped-out ends that add volume and flair, creating a playful, youthful appearance.

It’s perfect for women over 50 who want a unique, stylish cut.

The retro flip complements glasses beautifully, offering a charming, retro-chic vibe that’s both fashionable and easy to style.

22. Voluminous Pixie

An old woman modelling a voluminous pixie.

This pixie cut features textured layers that create a lively, youthful appearance.

It’s ideal for women over 50 who want a fun, fashionable look.

The voluminous pixie complements glasses well, highlighting your eyes and facial features while offering a chic, easy-to-maintain option.

23. French Bob

An old woman modelling a french bob.

This short, sleek bob falls just below the chin, creating a polished, refined look.

It’s perfect for women over 50 who want a stylish, low-maintenance cut.

The French bob beautifully frames your face and glasses, offering a timeless, elegant appearance that’s easy to style and maintain.

24. Teeny Weeny Afro

An old woman modelling a teeny ween afro hair.

The Teeny Weeny Afro (TWA) is a bold, natural hairstyle that embraces the beauty of tightly coiled hair.

This short, rounded cut adds volume and texture, giving your hair a lively, youthful appearance.

It’s perfect for women over 50 with natural hair, as it enhances your curls without requiring much upkeep.

The TWA pairs wonderfully with glasses, creating a fun, vibrant look that’s full of personality.

25. Inverted Bob with Inverted Hair Line

An old woman modelling an inverted bob with inverted hair line.

This cut features shorter layers at the back that gradually lengthen towards the front, creating a stylish, angled silhouette.

It’s perfect for women over 50 who want a unique, fashionable look.

The inverted hairline adds a touch of sophistication, beautifully framing your face and glasses while offering a contemporary, chic appearance.

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