14 Medium Length Hairstyles For Women Over 50 That Look Great With Glasses

Medium-length hairstyles offer the perfect balance between practicality and style for women over 50. These versatile cuts provide enough length to experiment with different looks while remaining manageable for daily styling.

The key to finding the right medium-length style lies in understanding how it interacts with your glasses. The right cut should complement your frames, enhance your facial features, and reflect your personal aesthetic.

When choosing a medium-length style, consider factors like your face shape, hair texture, and lifestyle needs. These cuts typically fall between the shoulders and collarbone, offering flexibility in styling while maintaining a sophisticated appearance.

1. Shoulder-Length Layers with Side Part

This classic style features graduated layers that create movement and dimension while maintaining a polished appearance. The side part adds asymmetry that works beautifully with glasses frames.

Styling Tips: Use a round brush while blow-drying to create gentle curves. Apply a volumizing mousse at the roots and finish with a light-hold hairspray. For extra shine, use a smoothing serum on the ends.

Best For: Oval and heart-shaped faces with straight to wavy hair. The layers add volume to fine hair while reducing bulk in thick hair. Works exceptionally well with rectangular or cat-eye glasses frames.

2. Textured Lob with Face-Framing Highlights

A textured long bob (lob) with strategic highlights creates depth and dimension while brightening your complexion. The face-framing highlights draw attention to your eyes and complement your glasses.

Styling Tips: Enhance texture with a sea salt spray on damp hair. Scrunch gently and air-dry, or use a diffuser for more defined waves. Apply a light oil to the ends for added shine and smoothness.

Best For: Round and square faces with wavy to curly hair. The length elongates round faces while the texture softens angular features. Perfect for both delicate and statement glasses frames.

3. Layered Shag with Curtain Bangs

The modern shag combines multiple layers with curtain bangs that part in the center, creating a relaxed, effortless look. This style adds volume and movement while maintaining a youthful appearance.

Styling Tips: Apply a texturizing cream to damp hair and scrunch for natural texture. Use a round brush to style the bangs, sweeping them to either side. Finish with a flexible hairspray for hold without stiffness.

Best For: Long and rectangular faces with wavy to curly hair. The curtain bangs help shorten a long face while the layers add width and softness. Complements round or oval glasses frames beautifully.

4. Blunt Cut with Subtle Layers

A blunt cut at shoulder length with subtle internal layers creates a sleek, sophisticated look that works wonderfully with glasses. The clean lines provide a polished appearance while the layers add movement.

Styling Tips: Use a flat iron to achieve the sleek finish, working in small sections. Apply a heat protectant first and finish with a shine spray. For volume, use a root-lifting spray before blow-drying.

Best For: Oval and heart-shaped faces with straight to slightly wavy hair. The blunt cut creates strong lines that complement angular glasses frames, while the length provides balance for larger frames.

5. Wavy Collarbone-Length Cut

This relaxed style embraces natural waves while maintaining a sophisticated length. The collarbone length is universally flattering and works beautifully with glasses by creating a balanced silhouette.

Styling Tips: Enhance natural waves with a curl-defining cream on damp hair. Scrunch gently and air-dry, or use a diffuser on low heat. Avoid brushing when dry to prevent frizz and maintain wave definition.

Best For: All face shapes with naturally wavy hair. The soft waves add femininity and complement both angular and round glasses frames. Ideal for those who prefer low-maintenance styling.

6. Layered Bob with Volume at the Crown

This style features layers concentrated at the crown to create lift and volume, while maintaining length at the sides. The added height helps balance glasses frames and creates a youthful appearance.

Styling Tips: Use a volumizing mousse on damp hair and blow-dry with a large round brush, lifting at the roots. Focus on creating height at the crown while keeping the sides sleek. Finish with a light-hold hairspray.

Best For: Round and square faces with fine to medium hair. The crown volume elongates the face while the layers add movement. Works well with both thin and thick glasses frames.

7. Side-Swept Bangs with Shoulder-Length Waves

Combining side-swept bangs with shoulder-length waves creates a romantic, feminine look that pairs beautifully with glasses. The bangs help frame the face while the waves add softness and movement.

Styling Tips: Blow-dry bangs with a round brush, directing them to the side. Use a large barrel curling iron to create loose waves throughout. Apply a light-hold mousse before styling for extra volume.

Best For: Long and square faces with straight to wavy hair. The bangs help shorten a long face, while the waves soften angular features. Best with thinner glasses frames to avoid overwhelming the look.

8. Choppy Layers with Textured Ends

Choppy layers with textured ends create a modern, edgy look that adds significant volume and movement. This style works exceptionally well with glasses by creating visual interest around the face.

Styling Tips: Apply a texturizing paste to damp hair and scrunch for definition. Use your fingers to separate the layers and create texture. For added volume, flip your head upside down while blow-drying.

Best For: Oval and heart-shaped faces with fine to medium hair. The choppy texture adds fullness and creates a youthful appearance. Complements both modern and vintage glasses styles.

9. Graduated Bob with Angled Front

A graduated bob features shorter layers in the back that gradually get longer toward the front, creating a sophisticated silhouette. The angled front pieces frame the face beautifully when wearing glasses.

Styling Tips: Use a flat iron to enhance the sleek lines, or add soft waves with a curling iron. Apply a smoothing serum before styling and finish with a shine spray for a polished look.

Best For: Round and diamond-shaped faces with straight to slightly wavy hair. The angled front elongates the face while the graduated layers add movement. Works well with rectangular or cat-eye glasses.

10. Tousled Midi Cut

The tousled midi cut falls between the shoulder and collarbone, featuring deliberately messy layers that create a relaxed, effortless appearance. This style maintains sophistication while appearing naturally undone.

Styling Tips: Apply a volumizing mousse to damp hair and scrunch with your hands. Air-dry or use a diffuser for natural texture. Use a small amount of texturizing cream to define pieces and add separation.

Best For: Oval and square faces with wavy to curly hair. The tousled texture adds volume and movement while maintaining a sophisticated length. Perfect for both casual and professional settings.

11. Feathered Layers with Volume

Feathered layers create a light, airy appearance by having the ends flip away from the face. This classic style adds movement and softness while working beautifully with glasses frames.

Styling Tips: Use a round brush while blow-drying to create the characteristic feathered effect. Apply a light mousse for hold and finish with a flexible hairspray. Focus on brushing the layers away from your face.

Best For: Square and round faces with straight to wavy hair. The feathered layers soften angular features and add width to narrow faces. Complements both delicate and bold glasses frames.

12. Layered Cut with Highlights and Lowlights

Strategic placement of highlights and lowlights in a layered medium-length cut creates depth and dimension while adding visual interest. This technique helps brighten your complexion and complement your glasses.

Styling Tips: Use color-safe shampoo and conditioner to maintain vibrancy. Apply a heat protectant before styling and use a round brush while blow-drying to enhance the layers. Finish with a shine serum.

Best For: All face shapes with straight to wavy hair. The dimensional color adds depth while the layers create movement. Works beautifully with any glasses style, enhancing both the hair and frames.

13. Asymmetrical Cut with Long Side Bangs

An asymmetrical cut features one side longer than the other, creating modern visual interest. Long side bangs add softness and help balance the asymmetry while working harmoniously with glasses.

Styling Tips: Use a flat iron to enhance the sleek lines of the cut. Style the bangs with a round brush, sweeping them to the side. Apply a smoothing cream before styling for a polished finish.

Best For: Round and heart-shaped faces with straight to slightly wavy hair. The asymmetry helps elongate round faces, while the side bangs soften angular features. Best with modern, geometric glasses frames.

14. Curly Shoulder-Length with Defined Layers

This style embraces natural curls while using strategic layers to create shape and prevent the triangular silhouette that can occur with curly hair. The shoulder length provides balance and sophistication.

Styling Tips: Use a curl-defining cream on damp hair and scrunch gently. Air-dry or use a diffuser on low heat. Avoid brushing when dry to prevent frizz. Refresh curls with a leave-in conditioner spray between washes.

Best For: All face shapes with naturally curly hair. The defined layers create shape and movement while the length provides elegance. The rounded shape of curls complements both angular and round glasses frames.

Finding Your Perfect Medium-Length Match

Medium-length hairstyles offer incredible versatility for women over 50 who wear glasses. The key is finding a style that complements your unique combination of face shape, hair texture, and personal preferences.

Consider your lifestyle when making your choice. If you prefer low-maintenance styling, opt for cuts that work with your natural hair texture. For those who enjoy experimenting with different looks, choose styles that can be worn sleek or textured.

Remember that the best hairstyle is one that makes you feel confident and comfortable. Don’t hesitate to consult with a professional stylist who can help you choose the perfect medium-length cut that will enhance both your natural beauty and your glasses, creating a harmonious and sophisticated look.