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Choosing the right hairstyle after 50 can beautifully enhance your look, especially when paired with glasses.
In this guide, we've compiled over 25 trendy short hairstyles perfect for women over 50 who wear glasses.
These stylish options range from classic pixies to layered bobs, offering inspiration to help you feel confident and comfortable in 2025.

1. Classic Pixie with Soft Brown
A timeless pixie cut with soft layers that add texture around the crown. The natural soft brown shade keeps the look understated and elegant, perfect for framing glasses.
2. Layered Bob with Ash Blonde
A chin-length bob with subtle layers to add movement. The ash blonde hue complements fair to medium skin tones, enhancing the features behind glasses.
3. Feathered Crop in Salt-and-Pepper
This cropped style features feathered ends for softness and texture. A salt-and-pepper shade highlights natural grays, giving a mature yet trendy appearance.
4. Tapered Cut with Jet Black
A sleek, tapered short cut with a sharp silhouette that flatters angular glasses. The deep jet black color adds sophistication and boldness.
5. Curly Shag with Warm Chestnut
A shaggy, curly hairstyle with layers that enhance natural curls. The warm chestnut color gives depth and complements all frames.
6. Textured Lob with Silver Highlights
A long bob with choppy layers and silver highlights. This style bridges classic and modern trends, perfectly suiting metallic or rimless glasses.
7. Asymmetrical Bob in Natural Gray
An asymmetrical bob with one side slightly longer for an edgy look. The natural gray color embraces aging gracefully, pairing beautifully with bold glasses.
8. Choppy Crop with Dark Brown
A short, choppy crop with jagged layers for a youthful and energetic vibe. The rich dark brown shade enhances depth and dimension.
9. Short Blunt Bob in Sandy Blonde
A neat, blunt-cut bob sitting just above the chin. The sandy blonde shade keeps it light and playful, perfect for balancing statement glasses.
10. Pixie Undercut with Cool Gray
A daring pixie with an undercut and longer layers on top for volume. Cool gray enhances modernity while complementing soft facial lines.
11. Flipped-Out Bob in Honey Blonde
A cheekbone-length bob with flipped-out ends for a playful touch. The honey blonde tone adds warmth and pairs seamlessly with gold-toned glasses.
12. Short Layered Crop with Deep Auburn
A short, layered crop featuring soft bangs. The deep auburn hue brings a youthful glow to mature skin tones and pairs well with both bold and minimalistic eyewear.
13. Wavy Lob with Golden Brown
A soft, wavy lob with gentle layers that add body and movement. The golden brown tone gives an understated elegance.
14. Tousled Bob in Caramel Brown
A tousled bob with textured layers that fall just above the jawline. The caramel brown shade adds warmth and works beautifully with tortoiseshell glasses.
15. Stacked Bob with Charcoal Gray
A stacked bob featuring layers at the back for volume and texture. The charcoal gray color provides depth and a contemporary edge.
16. Side-Parted Pixie in Light Blonde
A side-parted pixie cut with longer bangs for a flattering frame. The light blonde color keeps the look fresh and youthful.
17. Shaggy Bob with Dark Blonde
A layered bob with a shaggy finish for a relaxed vibe. The dark blonde shade strikes the perfect balance between natural and polished.
18. Short Crop with Soft Black
A short, sleek crop with minimal layering for a polished appearance. The soft black color complements all types of frames, adding a touch of classic refinement.
19. Angled Bob in Warm Brown
An angled bob with longer layers at the front, creating a flattering shape for square or rectangular glasses. The warm brown hue adds a natural and versatile touch.
20. Curly Pixie in Natural Brunette
A curly pixie cut with short sides and a longer top for volume. The natural brunette color enhances the texture and pairs beautifully with minimalist glasses.
21. Rounded Bob with Ash Brown
A rounded bob that softly curves under the chin. The ash brown shade adds a cool and neutral undertone, perfect for balancing bold frames.
22. Chin-Length Blunt Cut in Dark Chestnut
A precise, chin-length blunt cut for a structured and modern look. The dark chestnut color enhances sharp angles and defines the overall style.
23. Voluminous Crop in Silver Blonde
A voluminous crop with layers that add height and movement. The silver blonde color celebrates natural aging while maintaining a stylish edge.
24. Short Shag with Light Brown
A textured, short shag with layers around the crown and face-framing bangs. The light brown shade keeps the look soft and natural.
25. Edgy Bob with Subtle Highlights
A straight-edged bob with hidden layers and subtle light brown highlights. This style is sleek and perfect for both casual and formal settings.
26. Pixie with Wispy Bangs in Cocoa Brown
A pixie cut with wispy bangs for a soft, face-framing effect. The cocoa brown shade adds depth and complements warm skin tones.
27. Soft Layers with Silver Streaks
A short style with soft, face-framing layers and streaks of natural silver. This look is perfect for women transitioning to gray hair.
28. Classic Layered Bob with Chestnut Brown
A timeless layered bob that features soft layers around the chin to accentuate cheekbones and glasses. The warm chestnut brown adds dimension and shine, enhancing natural hair color.