Short hairstyles have always had an undeniable charm. For women over 50 with glasses, they’re more than just a haircut—they’re a statement.
The right cut can highlight your features, complement your glasses, and make mornings a breeze. Plus, short hair isn’t just practical—it’s stylish.
From layered pixies to elegant bobs, there’s something out there to suit every face shape and preference. And the natural hair colors we’ll explore make these styles even more striking.
This guide celebrates the beauty of short hair for women over 50 with glasses, one chic cut at a time.

1. Classic Pixie with Silver Accents

The timeless pixie cut paired with natural silver or gray highlights showcases sophistication. This low-maintenance style works beautifully with glasses, adding an elegant frame to your face.
2. Layered Bob with Ash Blonde

A layered bob in a soft ash blonde hue brings movement and brightness to your hair. The cut adds volume and pairs well with rectangular or cat-eye glasses.
3. Soft Shag with Warm Brunette Tones

This soft shag cut offers texture and effortless style. Warm brunette tones enhance the natural dimension, complementing any eyewear style.
4. Curly Crop with Dark Chocolate Brown

For women with naturally curly hair, a cropped cut in dark chocolate brown adds a chic and lively touch. The short length keeps curls manageable and frames the face beautifully.
5. Asymmetrical Bob with Sandy Blonde

An asymmetrical bob with sandy blonde highlights creates a modern look. The uneven length adds a dynamic edge, perfect for showcasing bold glasses.
6. Feathered Pixie with Salt-and-Pepper Blend

The feathered pixie cut embraces natural salt-and-pepper hair, offering a soft, textured finish. It’s ideal for women seeking an easy-to-style, polished look.
7. Short Stacked Bob with Chestnut Brown

A short stacked bob in a rich chestnut brown provides volume at the crown while maintaining sleekness. This style complements round or oval glasses.
8. Choppy Pixie with Honey Blonde Highlights

Add a playful touch with a choppy pixie in honey blonde highlights. The textured layers bring vibrancy and complement light or metal-framed glasses.
9. Tapered Crop with Auburn Hues

A tapered crop in natural auburn hues adds warmth and structure to your look. It’s perfect for women wanting a stylish yet professional vibe.
10. Modern Bowl Cut with Jet Black

The modern bowl cut in jet black offers a sleek, bold aesthetic. Pair this geometric style with statement glasses for a contemporary look.
11. Textured Lob with Golden Brown

A textured lob (long bob) in golden brown balances length and movement. The style enhances your features and pairs effortlessly with casual or formal eyewear.
12. Tousled Bob with Dark Mahogany

A tousled bob in dark mahogany exudes relaxed elegance. This style works well with wire-frame glasses for a minimalist look.
13. Fringed Pixie with Caramel Balayage

The fringed pixie with caramel balayage offers a soft, layered finish. It’s an excellent option for framing the eyes and drawing attention to stylish glasses.
14. Sleek Bob with Warm Honey Brown

A sleek, straight bob in warm honey brown adds shine and sophistication. The cut pairs well with bold, square glasses.
15. Undercut Pixie with Natural Gray

This bold undercut pixie embraces natural gray hair, offering a youthful and edgy appearance. The style works beautifully with rimless glasses.
16. Short Wavy Bob with Ash Brown

A short wavy bob in ash brown enhances natural wave patterns. This versatile style pairs perfectly with oversized glasses for a trendy look.
17. Cropped Curls with Soft Black

Keep your curls cropped and manageable with a soft black hue. This style adds depth and definition, complementing bold or colorful frames.
18. Blunt Bob with Platinum Blonde

A blunt bob in platinum blonde creates a striking, clean look. Pair this style with geometric glasses for a contemporary edge.
19. Voluminous Shag with Light Brown

A voluminous shag cut in light brown adds body and texture. It pairs well with classic aviator or rectangular glasses.
20. Layered Pixie with Copper Highlights

The layered pixie in copper highlights adds dimension and brightness. This style complements smaller, rounded glasses frames.
21. Short Bob with Soft Gray Balayage

A short bob with soft gray balayage offers a sophisticated, gradient effect. It pairs beautifully with understated glasses for an elegant look.
22. Textured Crop with Warm Gold Undertones

A textured crop with warm gold undertones adds a sun-kissed glow to your look. This cut is ideal for round or oval faces.
23. Flipped Bob with Neutral Brown

The flipped bob in neutral brown offers a touch of retro charm. Pair this style with cat-eye glasses for a playful yet refined look.
24. Choppy Layers with Deep Brunette

Choppy layers in deep brunette create a bold, modern aesthetic. This cut works well with rectangular or wide-framed glasses.
25. Angular Pixie with Soft Beige Blonde

An angular pixie in soft beige blonde creates a structured, contemporary look. This style highlights your cheekbones and frames your glasses elegantly.
26. Pixie Cut with Ash Gray Highlights

A sharp pixie cut with ash gray highlights combines edge and sophistication. This style is ideal for those embracing natural tones with a hint of brightness.