As you embrace your 50s and beyond, it’s natural to want a hairstyle that complements both your evolving sense of style and the glasses you wear. Finding the perfect hairstyle for women over 50 with glasses doesn’t have to be daunting—there are countless options that will enhance your natural beauty and suit your lifestyle. Whether you’re after something chic, playful, or sophisticated, we’ve compiled 18 stylish and flattering hairstyles to inspire your next look.
In this article, we’ll explore various styles that work wonderfully with glasses. We’ll guide you through the best haircuts for different face shapes, textures, and personal preferences. Plus, we’ll provide styling tips and expert insights to ensure you find a hairstyle that makes you feel confident, stylish, and effortlessly put together.
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Why Choosing the Right Hairstyle Matters for Women Over 50 With Glasses
Your hairstyle has the power to completely transform your look, especially when paired with glasses. But why is it so important to pick the right one? First and foremost, glasses serve as a focal point of your face, so it’s essential to choose a hairstyle that complements them. The right hairstyle should highlight your best features, frame your face beautifully, and work with the shape and style of your glasses.
As we age, the texture and volume of our hair may change, and we may want to embrace a cut that reflects our personal style while also accommodating the shape of our glasses. For example, larger frames might work best with a sleek, controlled hairstyle, while smaller frames could pair well with voluminous or textured cuts. The key is balance—choosing a hairstyle that doesn’t compete with your glasses but rather enhances your overall look.
18 Stylish Hairstyles for Women Over 50 With Glasses

1. Gorgeous Thick Straight Hair
Thick, straight hair can make a bold statement when styled to perfection. This sleek, polished look works beautifully with bold glasses, allowing the frames to shine without overwhelming your face. A straightened look is elegant and timeless, making it perfect for women who prefer a refined style.
- Ideal for: Oval, round, or square face shapes.
- Key styling tip: Apply a smoothing serum to give your hair a sleek, glossy finish.
- Why it works with glasses: The sleek finish allows the glasses to be the main focal point while keeping the look polished.

2. Edgy Layered Haircut for Thin Hair
Thin hair can sometimes feel flat or lifeless, but an edgy, layered haircut can add the volume and texture you need. Layering adds movement to the hair, making it appear fuller and more dynamic.
- Ideal for: Women with thin or fine hair, especially if you have a square or heart-shaped face.
- Key styling tip: Use a lightweight mousse or texturizing spray to boost volume and enhance the layers.
- Why it works with glasses: The layers frame the face and draw attention to the eyes and glasses.

3. Very Piecey Barbie Blonde Bob
If you’re after a bold, youthful look, the piecey Barbie blonde bob could be your go-to hairstyle. This choppy bob features textured, uneven layers that add a playful, carefree vibe.
- Ideal for: Round or oval face shapes.
- Key styling tip: Use a sea salt spray or texturizer to enhance the piecey, tousled effect.
- Why it works with glasses: The messy, lived-in style balances the sharp lines of your frames and adds a fun contrast.

4. Nicely Shaped Bob Cut with No Bangs
A classic bob with sharp lines is one of the most versatile hairstyles for women over 50 with glasses. This sleek cut can be worn at chin or jaw length and pairs beautifully with glasses, providing an effortlessly chic look.
- Ideal for: Round or oval face shapes.
- Key styling tip: Keep the bob smooth and well-shaped with a blow dryer and round brush.
- Why it works with glasses: The clean lines of the bob help accentuate your glasses without adding unnecessary bulk.

5. Butterfly Short Hair with Side Bangs
For women who love a voluminous, soft look, the butterfly short hair is a great choice. This hairstyle combines soft layers with side bangs that add texture and lift.
- Ideal for: Oval or square face shapes.
- Key styling tip: Use a lightweight styling mousse to give your hair body and bounce.
- Why it works with glasses: The layered structure and bangs frame your face and provide a soft, balanced look with glasses.

6. Dark Auburn Sweeping Bob
A deep, dark auburn bob with sweeping layers adds a sophisticated and timeless feel to any look. This hairstyle works particularly well for women with deeper skin tones or those who enjoy bold hair colors.
- Ideal for: Square or round face shapes.
- Key styling tip: Keep the bob sleek and polished, and use a shine serum to enhance the depth of the color.
- Why it works with glasses: The sweeping layers create a beautiful face frame, drawing attention to both your hair and glasses.

7. Shoulder-Length Cut with Feathered Layers and Bangs
For a softer, more romantic vibe, try a shoulder-length cut with feathered layers and bangs. This hairstyle offers movement and a touch of elegance, making it perfect for any occasion.
- Ideal for: Oval, round, or heart-shaped face shapes.
- Key styling tip: Lightly curl the ends to add bounce and volume.
- Why it works with glasses: The layers and bangs help to frame your face, highlighting your eyes and glasses while maintaining softness.

8. Choppy Pixie Quiff
For those who like to make a bold statement, a choppy pixie with a voluminous quiff is a daring, youthful look. This style combines short, textured layers with added height at the crown for a trendy, edgy appearance.
- Ideal for: Round or square face shapes.
- Key styling tip: Use a volumizing mousse to enhance the quiff and add texture.
- Why it works with glasses: The quiff draws attention to your eyes and glasses, while the choppy texture adds a playful contrast.

9. Headband Updo with a Curtain Fringe
The headband updo is an elegant way to keep your hair out of your face while showing off your glasses. Paired with curtain bangs, this look is timeless and sophisticated.
- Key styling tip: Use a headband that complements your frame color and style.
- Why it works with glasses: The headband keeps the look chic, while the curtain bangs provide a soft frame for your face.

10. Medium-Length Layered Cut with Defined Curls
The combination of medium-length layers and defined curls brings significant texture, volume, and natural movement to the hair. This style is perfect for women with natural curls or waves, giving them a beautiful, bouncy look.
- Ideal for: Oval or round face shapes.
- Key styling tip: Use a curl-enhancing mousse to define curls without frizz.
- Why it works with glasses: The curls add a soft, natural frame around your glasses, creating a balanced, harmonious look.

11. Sleek Long Hair with Long Face-Framing Bangs
This hairstyle, characterized by long bangs, is particularly well-suited for individuals with long hair who favor a sleek and sophisticated appearance. The face-framing bangs help balance the length of the hair while providing a modern touch.
- Key styling tip: Use a flat iron to keep the hair smooth and sleek.
- Why it works with glasses: Long bangs beautifully frame your face, drawing attention to your eyes and glasses.

12. Mini Bob with Eye-Skimming Bangs for Gray Hair
Gray hair can be incredibly chic when styled properly. The mini bob with eye-length bangs is a stylish, youthful choice that embraces the beauty of silver strands.
- Key styling tip: Use a smoothing serum to keep the gray hair shiny and frizz-free.
- Why it works with glasses: The short bob and bangs create a sleek, modern look that pairs well with both subtle and bold glasses.

13. Side-Swept Long Pixie Hair
A longer pixie cut with a side sweep is a great way to add sophistication to your look without sacrificing volume. This hairstyle offers a beautiful and practical solution for women who desire a short, low-maintenance look.
- Key styling tip: Apply a texturizing spray for added volume and a tousled look.
- Why it works with glasses: The side-swept bangs gently frame your face and glasses, softening the overall appearance.

14. Brunette Lob with Warm Blonde Highlights
Considered a classic and adaptable style, the lob is a haircut that complements numerous different face shapes Pairing it with warm blonde highlights creates depth and dimension, adding a fresh twist to this classic look.
- Key styling tip: Use a curling iron to add soft waves for a beachy vibe.
- Why it works with glasses: The subtle waves and highlights bring attention to your glasses without overwhelming your features.

15. Side-Parted Long Silver Hair with Layers
A long layered cut is a wonderful way to celebrate natural silver hair, providing dimension while maintaining a smooth and sophisticated appearance
- Key styling tip: Use a lightweight styling cream to define the layers and reduce frizz.
- Why it works with glasses: The layers provide natural movement, while the side part ensures the glasses aren’t overshadowed by the hair.

16. Middle Part with Eyebrow-Skimming Curtain Fringe
If you love bangs but want something softer, the middle part with eyebrow-skimming curtain fringe is a chic and modern choice. This hairstyle gives a youthful vibe while still being elegant.
- Key styling tip: Keep the bangs light and airy to avoid heaviness around the eyes.
- Why it works with glasses: The curtain fringe softly frames the face, enhancing your glasses without overwhelming the look.

17. Younger-Looking Pixie Crop with Bangs
A pixie crop with bangs is a youthful and edgy hairstyle that gives you an effortlessly chic appearance. This look is perfect for women who want to make a bold statement while keeping their style fresh and fun.
- Key styling tip: Use a lightweight mousse to add texture and volume to the bangs.
- Why it works with glasses: The cropped cut and bangs help to highlight your eyes and glasses, making both the hair and frames the focal points of your face.

18. Stunning Medium-Length Shag
A medium-length shag is a versatile and on-trend choice that adds volume, texture, and a touch of rock-and-roll flair to your look. This style offers a beautiful solution for women desiring a look that is both low-maintenance and stylish.
- Ideal for: Oval, round, or heart-shaped face shapes.
- Key styling tip: Use a sea salt spray to enhance the natural texture and give the hair body.
- Why it works with glasses: The shaggy layers frame your face beautifully, giving a carefree, stylish appearance that complements your frames.
Conclusion: Embrace Your Best Look
Finding the right hairstyle can completely change how you feel about yourself, especially as you enter your 50s. With the right cut, you’ll feel confident, stylish, and ready to take on whatever life throws your way. Whether you opt for a sleek bob, a voluminous pixie, or natural waves, there’s a style that perfectly complements your glasses and enhances your natural beauty.
Take your time exploring these 18 stylish hairstyles for women over 50 with glasses, and consider which one fits your personality and lifestyle the best. Remember, the right hairstyle is all about balance—choose a style that complements both your glasses and your face shape, and you’ll feel confident every day.
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