25 Stunning Hairstyles For Women Over 50 With Glasses
Ana Campbell
Updated At 30 Jun 25
As you embrace your 50s, your hairstyle can say a lot about your personality—confident, stylish, and totally you. The right haircut, paired with the right glasses, can frame your face in a flattering way and add a touch of charm or boldness. Whether you wear your hair short, wavy, or straight, there’s always a look that brings out your best features. Here are 23 stunning hairstyles that pair beautifully with different types of glasses, giving you comfort, ease, and elegance every day.
1. Long Blonde Wavy Hair with Brown Frame Glasses
This long, blonde wavy hair brings softness and volume around your face. The brown frame glasses add a warm, earthy balance to the overall style. Together, they create a relaxed, graceful vibe that feels both natural and put together. You’ll love how easy and flowy this look feels.
2. Long Bob with Rosegold Eyeglasses
A long bob gives your hair just the right amount of structure and movement. The rosegold eyeglasses add a soft glow that complements warm skin tones and lighter hair shades. This look feels classy but not too serious—perfect for everyday wear or special outings. It keeps your look modern and sweet.
Also Read: 35 Trendy Hairstyles With Glasses For Women Over 50
3. Medium Gray Hair with Metalless Screwless Reading Glasses
If you’ve embraced your natural gray, this medium-length style shows off that confidence beautifully. The sleek, minimal reading glasses with no visible screws make your face look lighter and more open. It’s a thoughtful blend of smart and stylish. This combination makes aging feel effortlessly elegant.
4. Blonde Wavy Lob with Brown Glasses
A lob (long bob) with soft waves gives you volume and bounce while keeping it manageable. Paired with simple brown glasses, the whole look feels calm and collected. It’s a go-to for days when you want to look polished without trying too hard. You’ll feel both refreshed and composed.
5. Blonde Straight Hair with Round Glasses
Straight, shoulder-length blonde hair is neat and timeless. The round glasses soften the angles of your face, making your features stand out gently. This style is simple but makes a strong, elegant statement. It’s great if you like a sleek look with a soft edge.
6. Curly Wavy Lob with Green Glasses
Curly waves give your hair body and texture without being too wild. When matched with unique green-framed glasses, the style becomes playful and full of life. It’s a wonderful combo for showing off your fun personality. You’ll feel creative and confident.
7. Blonde Short Fine Hair with Stylish Dark Brown Glasses
Short hair that’s styled well works magic, especially if your hair is fine. The dark brown glasses provide a rich contrast that brings attention to your eyes. This combo is chic, light, and easy to maintain. It lets you look sharp with very little effort.
8. Short Blonde Bob with Pink Glasses
This short blonde bob has a crisp shape that keeps your hair looking full. The pink glasses add a pop of color and personality. Together, they make your look feel fresh and youthful without trying too hard. Perfect if you like mixing fun with simplicity.
9. Blonde Hair with Highlights and Round Glasses
Natural blonde shades with highlights add dimension and glow to your hair. When paired with classic round glasses, the style feels soft, balanced, and easy-going. You’ll enjoy how flattering it is on your face, especially if you love a natural yet bright style.
10. Side-Parted Blonde Fine Hair with Big Glasses
Side-parted fine hair adds volume without much styling effort. The oversized glasses give a trendy and artistic look. Together, they balance sleek and bold beautifully. Great if you want your eyes to stand out while keeping your hair simple.
11. Long Brown Hair with Thin But Big Glasses
This style lets you keep the length you love while staying low-maintenance. The thin, oversized glasses frame your eyes softly without overwhelming your face. This look gives off a gentle, calm vibe with a bit of artistic charm.
12. Wavy Medium Hair with Brown Glasses
Medium-length wavy hair is always flattering and flexible. The brown glasses keep things grounded and cozy. This pairing feels homey yet polished—something you can wear at work or out with friends. You’ll feel comfy and cute in this style.
13. Medium Blonde Wavy Hair with Bold Green Frame Glasses
Blonde waves create a soft frame for your face and bring out your youthful glow. The bold green glasses add a punch of personality and color. It’s a look that mixes classic and fun effortlessly. Great for standing out in a subtle way.
14. Red Straight Hair with Cat-Eye Glasses
Straight red hair is bold on its own, but paired with cat-eye glasses, it takes on a vintage-chic charm. This combo brings strong personality and flair. You’ll feel stylish, unique, and confident. Perfect if you love attention to detail.
15. Classic Glasses with Blonde Hair
Blonde hair in a natural cut feels relaxed and timeless. Classic-shaped glasses match this simplicity and bring everything together. This look doesn’t try too hard but still leaves a strong impression. A great everyday choice if you value comfort and style.
16. Colorful Frame Glasses with Short Fine Hair
Short fine hair gives your face more room to shine. Add colorful frames, and suddenly your whole look lights up. This combo is perfect if you like expressing yourself through color without overdoing your outfit. You’ll feel cheerful and stylish.
17. Side-Parted Blonde Hair with Light Blue Glasses
A simple side part adds volume and shape to your blonde locks. Light blue glasses offer a pop of gentle color that doesn’t overpower. The whole style feels calm, airy, and open. Great if you want a subtle yet fresh change.
18. Pink Short Hair with Neon Pink Glasses
Bold pink hair is a statement on its own, and pairing it with neon pink glasses doubles the fun. This playful style is for days when you feel fearless and expressive. It’s full of personality and creativity. You’ll love how it turns heads.
19. Brown Hair with Pink and Grey Patterned Glasses
A natural brown cut works well with unique patterned glasses. The pink and grey frame adds interest and charm. This look is thoughtful and a bit artsy. Perfect for someone who likes little details to speak volumes.
20. Gray Pixie Cut with Glasses
A pixie cut brings out your features and feels light and modern. Glasses add structure and focus to your face. This combo feels bold, classy, and sharp. Great for showing off your natural gray in a confident way.
21. Low Bun with Stylish Big Black Glasses
A low bun keeps things neat and sophisticated. The big black frames add drama and draw attention upward. Together, they create a smart, poised look. Great for meetings, events, or anytime you want to feel composed.
22. Red Hair with Thick Glasses
Rich red hair always adds warmth, and thick glasses bring in a fun, retro vibe. This combo feels cozy, quirky, and full of life. You’ll enjoy how the look feels both strong and friendly at once.
23. Short Black Hair with Yellow Glasses
This short black style is bold and striking, and the yellow glasses brighten it up instantly. It’s a great way to play with contrast. You’ll feel vibrant, modern, and totally in control with this head-turning combo.