25 Flattering Hairstyles For Women Over 50 With Glasses

Choosing the right hairstyle can make a big difference, especially for women over 50 who wear glasses. The right haircut not only enhances your features but also complements your eyewear, adding to your overall look. In this article, we’ll share 25 flattering hairstyles that are perfect for women over 50 with glasses, offering both style and comfort.

Why Hairstyles Matter for Women Over 50 With Glasses

Hairstyles can greatly impact how we feel and present ourselves. For women over 50, a flattering hairstyle that goes well with glasses can highlight your best features and give you a fresh, stylish appearance. The key is to find styles that balance your face shape, hair texture, and the type of glasses you wear. With the right cut, you can look youthful, confident, and put-together.

Top 25 Flattering Hairstyles For Women Over 50 With Glasses to Try Now

1. Pixie Cut with Side-Swept Bangs

A 50-year-old Asian woman with a pixie cut featuring side-swept bangs, wearing stylish round glasses, smiling gently, showing off her chic and elegant look.

The pixie cut with side-swept bangs is a timeless choice for women over 50. This short, layered style is easy to manage and adds a touch of elegance. The side-swept bangs soften the face and draw attention to the eyes, making it a perfect match for glasses.

2. Soft Layered Bob

A 50-year-old Caucasian woman with a soft layered bob haircut, wearing sleek rectangular glasses, looking confident, her hair adding volume around her face.

A soft layered bob is a great option if you prefer a bit more length. This hairstyle adds volume and frames the face beautifully. It’s versatile enough to work with various types of glasses, whether you prefer bold frames or something more subtle.

3. Hairstyles For Women Over 50 With Glasses The Classic Lob

A 50-year-old African-American woman with a classic lob hairstyle, shoulder-length hair, slight wave, wearing cat-eye glasses, her expression is serene and composed.

The classic lob, or long bob, is a go-to for women looking for a chic yet practical style. It falls just above the shoulders, making it ideal for showing off your glasses. The lob is easy to style and can be worn straight, wavy, or with soft curls.

4. Short Shaggy Cut with Highlights

A 50-year-old woman with a short shaggy cut, light blonde highlights, wearing oval glasses, smiling, the texture of her hair adding a playful feel.

Adding texture with a short shaggy cut can create a youthful, playful look. This style is perfect for those who want to add some volume and movement to their hair. Highlights can further enhance this look, adding depth and dimension that complements your glasses.

5. Shoulder-Length Waves

A 50-year-old Middle Eastern woman with shoulder-length waves, wearing round glasses, her waves softly cascading over her shoulders, looking elegant and relaxed.

Shoulder-length waves offer a soft, feminine look that’s perfect for any occasion. This style adds natural volume and works well with glasses, enhancing your overall appearance. It’s an excellent choice for women who want to maintain a bit of length without too much maintenance.

6. Chin-Length Bob with Wispy Bangs

A 50-year-old South Asian woman with a chin-length bob and wispy bangs, wearing rectangular glasses, her hair framing her face beautifully, with a gentle smile.

A chin-length bob paired with wispy bangs is both stylish and easy to manage. The length frames the face and pairs well with most glasses, while the bangs add a touch of softness. This hairstyle is great for women over 50 looking for a chic and modern look.

7. Hairstyles For Women Over 50 With Glasses Curly Bob

Curly hair can be beautifully showcased in a bob cut. A curly bob adds bounce and volume, making it an excellent choice for women over 50 with naturally curly hair. This style pairs well with a variety of glasses frames, adding a playful touch to your look.

8. Long Layered Cut with Face-Framing Highlights

A 50-year-old Caucasian woman with a long layered cut, face-framing blonde highlights, wearing oval glasses, looking thoughtful, her hair flowing softly.

Long layers can add life and movement to your hair. Face-framing highlights brighten up the face and draw attention to your features. This style works especially well with glasses, as it helps to frame the face and highlight your best features.

9. Textured Pixie with Tapered Sides

A 50-year-old Black woman with a textured pixie cut, tapered sides, wearing bold, square glasses, her look exuding confidence and style, with a subtle smile.

For a bold and modern look, consider a textured pixie cut with tapered sides. This style is great for adding volume on top while keeping the sides neat and tidy. It works well with bold glasses frames, making a statement while being easy to maintain.

10. Short Asymmetrical Cut

A 50-year-old Asian woman with a short asymmetrical cut, wearing trendy round glasses, one side longer than the other, giving her a modern and edgy appearance.

An asymmetrical cut offers a modern twist to traditional short hairstyles. This style features one side longer than the other, creating a trendy and eye-catching look. It’s perfect for women over 50 who want a hairstyle that’s both unique and flattering with glasses.

11. Hairstyles For Women Over 50 With Glasses Blunt Bob

A 50-year-old Latina woman with a sleek blunt bob, wearing slim, rectangular glasses, her hair perfectly straight, giving her a polished and professional look.

A blunt bob is a sleek and sophisticated option. The straight, even cut gives a polished look that’s easy to style. Pairing this haircut with stylish glasses frames can create a sophisticated and modern appearance.

12. Soft Curls with Side Part

A 50-year-old Caucasian woman with soft curls and a side part, wearing vintage-style glasses, her curls adding volume and softness around her face.

Soft curls with a side part are a classic and elegant look. This style adds volume and can be easily adjusted to suit any face shape. It’s a flattering option for women over 50 who wear glasses, as it creates a balanced and harmonious appearance.

13. Long Bob with Feathered Ends

A 50-year-old woman with a long bob featuring feathered ends, wearing chic cat-eye glasses, her hair lightly feathered for a soft and stylish look.

A long bob with feathered ends offers a stylish and lightweight feel. The feathered ends create a softer look that complements most face shapes. This hairstyle pairs well with glasses, adding a gentle frame around the face.

14. Short Curly Cut with Volume

A 50-year-old woman with a short, voluminous curly cut, wearing oversized glasses, her curls full and bouncy, adding a fun and energetic feel.

For those who love volume, a short curly cut can bring out the best in your curls. This style is lively and full of personality, making it perfect for pairing with fashionable glasses. It’s easy to maintain and offers a youthful look.

15. Layered Crop with Side Bangs

A 50-year-old woman with a layered crop and side bangs, wearing round glasses, her hair textured and full of movement, looking vibrant and youthful.

A layered crop with side bangs is a versatile and trendy choice. The layers add texture and movement, while the side bangs create a soft look. This hairstyle works well with glasses, providing a stylish and modern appearance.

16. Hairstyles For Women Over 50 With Glasses Wavy Shoulder-Length Cut

A 50-year-old woman with a wavy shoulder-length cut, wearing elegant rectangular glasses, her waves giving a natural, effortless look, with a calm expression.

A wavy shoulder-length cut is a versatile hairstyle that can be dressed up or down. The waves add texture and movement, making it a flattering choice for women over 50. Paired with glasses, this look is both elegant and sophisticated.

17. Classic Bob with Subtle Waves

A 50-year-old woman with a classic bob and subtle waves, wearing fashionable glasses, her hair adding a soft texture, with a friendly smile.

Adding subtle waves to a classic bob brings a modern twist to this timeless style. The waves add softness and texture, making it a flattering choice for women over 50 with glasses. It’s a chic and easy-to-maintain hairstyle.

18. Short Bob with Volume at the Crown

A 50-year-old woman with a short bob and added volume at the crown, wearing stylish square glasses, her look modern and sophisticated, showing a confident pose.

Adding volume at the crown of a short bob creates a fuller look. This style is perfect for those who want to add some height and texture. It pairs well with a variety of glasses frames, offering a chic and balanced appearance.

19. Shaggy Lob with Choppy Ends

A 50-year-old woman with a shaggy lob haircut featuring choppy ends, wearing slim, rectangular glasses, her hair looking carefree and trendy.

A shaggy lob with choppy ends offers a relaxed and trendy style. The shaggy layers add texture and volume, making it a great choice for women over 50. This look pairs well with glasses, giving off a youthful and carefree vibe.

20. Hairstyles For Women Over 50 With Glasses Sleek Straight Cut

A 50-year-old Asian woman with a sleek straight cut, wearing round glasses, her hair smooth and shiny, adding a refined and elegant touch to her appearance.

A sleek straight cut offers a polished and refined appearance. This style is easy to maintain and looks great with a variety of glasses styles. It’s a simple yet elegant choice for women over 50.

21. Long Waves with Center Part

A 50-year-old woman with long waves and a center part, wearing modern oval glasses, her hair flowing naturally, adding a soft, romantic feel.

Long waves with a center part provide a soft and classic look. This hairstyle adds volume and movement, making it a flattering option for women over 50. It complements glasses by framing the face beautifully.

22. Short Tapered Cut with Textured Top

A 50-year-old woman with a short tapered cut and textured top, wearing bold, fashionable glasses, her style edgy and contemporary, with a confident smile.

A short tapered cut with a textured top is a bold and modern choice. This style adds volume and interest, making it a great option for those who wear glasses. It’s easy to style and maintain, offering a fresh and stylish look.

23. Bob with Blunt Bangs

A 50-year-old woman with a bob and blunt bangs, wearing stylish square glasses, her bangs straight across, giving a modern, polished look.

A bob with blunt bangs is a bold and trendy hairstyle. The straight lines create a sharp and polished look, while the bangs draw attention to the eyes. This style pairs well with glasses, making a statement without being too high maintenance.

24. Wavy Lob with Balayage Highlights

A 50-year-old woman with a wavy lob and balayage highlights, wearing trendy round glasses, her hair color subtly blended for a natural look.

A wavy lob with balayage highlights adds dimension and a touch of color. The waves create a soft and natural look, while the highlights brighten up the hair. This hairstyle is flattering for women over 50 and pairs well with glasses.

25. Textured Bob with Side Part and Highlights

A 50-year-old Asian woman with a textured bob, side part, and blonde highlights, wearing fashionable glasses, her hair full of life and movement, showing a cheerful expression

A textured bob with a side part and highlights is a trendy and flattering option. The side part adds volume, and the highlights create depth. This look works well with glasses, offering a stylish and modern appearance.

Go For These Hairstyles For Women Over 50 With Glasses

Choosing the right hairstyle can make a significant difference in how you look and feel. These 25 flattering hairstyles for women over 50 with glasses offer a range of styles to suit different preferences and face shapes. Whether you prefer short cuts, long layers, or something in between, there’s a perfect style for you. Don’t hesitate to try these looks and see how they can enhance your appearance.

If you’re interested in more hair inspiration, check out our article on 17 Hairstyles For Women Over 50 With Bangs That Take Years Off Your Look. Discover more options that can add a youthful touch to your style!

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