65 Chic Hairstyles for Women Over 50 with Glasses

As a woman over 50 who wears glasses, you may have faced the challenge of finding hairstyles that complement your frames and enhance your features. You want a look that not only flatters your face shape and glasses but also reflects your unique style and personality.

Look no further! We’ve curated a collection of stunning hairstyles for women over 50 with glasses that were chosen to inspire you to embrace your age, beauty, and glasses with confidence.

1. Long Bob

Let’s talk about the ever-versatile long bob. A bit of an all-rounder, this cut is all one length and skims the shoulders, offering a breezy feel without the commitment of going too short. It’s an ideal choice for women who wear glasses and want a stylish, easy-to-manage hairstyle.

2. Tousled Lob

Wave hello to the tousled lob – a free-spirited twist on the classic long bob (lob = long bob). This style screams effortless coolness with its casual texture that gives it a just-out-of-bed look, which is actually pretty strategic for adding volume. Piecey layers around the face beautifully frame your glasses.

3. Layered Bob with Swooping Bangs

Meet the layered bob with long swooping bangs. The layers give your hair movement, making it a fabulous choice for those with straight or slightly wavy hair. The bangs swoop in, framing your eyes behind those stylish specs.

4. Textured Feathered Pixie

Let’s talk about the textured feathered pixie – it’s short, sassy, and full of personality. With its choppy layers and feathered edges, it’s a low-maintenance dream that brings out the best in delicate features. Pair this spunky ‘do with statement frames for a confident, age-defying look.

5. Layered Mid-Length Cut

With layers that dance around the shoulders, the layered mid-length cut is fantastic for giving that extra body and bounce to your locks. It’s a fabulous choice for versatility and looks beautiful with large frames.

6. Textured Long Layers

Embrace the textured long layers, where length meets luxury. This style is all about movement and depth, with layers cut in to create a lived-in look that’s both stylish and practical. If you’ve got naturally wavy or curly hair, this cut is your go-to for taming the volume.

7. Sleek Bob

A sleek bob is the perfect canvas for showing off the smooth, sleek lines and polished edges that make this style a timeless classic. If you’re after a look that’s easy to manage and effortlessly elegant, this bob’s sleek charm is your ticket to a hassle-free, stylish look every day.

8. Long Layers

Step into the spotlight with long layers, a hairstyle that brings drama and dimension to your mane. This look is all about creating depth and texture, which is especially kind to women with thicker hair, letting each layer tell its own story, and is quite flattering with glasses.

9. Feathered Layers

Float through your day with feathered layers, a haircut that’s as light and airy as a breeze. This style gives a nod to the ’70s with its soft, wispy texture, but it’s totally on-trend and pairs well with glasses.

10. Bob with Bangs

Check out the bob with bangs, a classic combo that’s playful and polished. This cut gives you the ease of a shorter style with the added pizzazz of bangs that can be styled straight or side-swept, depending on your whims. It’s a perfect match for glasses, balancing proportions and framing with face.

11. Tousled Pixie

This pixie hairstyle is all about texture, with a little bit of edge and a whole lot of personality. It’s perfect for the woman who wears glasses and loves to add a bit of flair to her look without the need for extensive styling.

12. Long Waves

The gentle waves add movement and dimension to the hair, creating a soft and feminine look that complements your glasses beautifully. Whether you have naturally wavy hair or achieve this style with a curling iron, the long waves are versatile and can be dressed up or down depending on the occasion.

13. Voluminous Pixie with Side Part

Get ready to turn heads with the voluminous pixie, a cut that packs a punch in the volume department. It’s a modern twist on the classic pixie, with layers that add height and movement. Not only is it incredibly stylish, but it’s also a breeze to manage and lets the focus stay on your features and stylish frames.

14. Shoulder-Length with Flipped Ends

If you’re looking for a chic and effortless hairstyle that pairs well with glasses, consider a shoulder-length cut with flipped ends. The flipped ends create a bouncy movement that draws attention to your face, making your features and glasses the focal point. Whether you have straight or slightly wavy hair, this versatile cut is easy to style and maintain.

15. Copper Waves

This look captures the fiery essence of red hair, cascading down in a waterfall of vivid curls. It’s a fantastic style if you want to make a bold statement with your frames, radiating warmth and personality with every strand.

16. Layered Textured Bob

A layered, textured bob is a cut that’s all about giving your hair that extra dimension and movement. The layers are snipped in a way that creates volume and texture, making it a superb choice for those with fine hair seeking a fuller look.

17. Textured Pixie

The textured pixie cut comes with choppy layers that create a delightful texture, perfect for showcasing those sparkling eyes behind stylish frames. Ideal for those who crave simplicity, this hairstyle makes daily styling a breeze.

18. Shoulder-Length Layers with Money Piece Highlights

Layers provide movement and texture, making this medium-length cut ideal for those with fine or medium hair seeking a fuller appearance. The strategically placed money piece highlights around the face brighten your complexion, drawing attention to your best features and complementing your glasses.

19. Natural Coils

Natural coils celebrate the unique texture and volume of curly hair. This look is a testament to embracing your natural hair, letting those tight curls create a soft, flattering frame for your face and glasses.

20. Straight Shoulder-Length Cut

Straight shoulder-length hair has sleek, smooth strands that fall just so, providing a flattering and fuss-free frame. With regular trims and the right styling products, this classic hairstyle is easy to maintain.

21. Pixie with Wispy Bangs

The pixie with wispy bangs is a playful pairing that’s full of personality. The short, airy bangs add a touch of whimsy to the classic pixie cut, softening the face and putting your sparkling eyes and frames in the spotlight.

22. Chin-Length Rounded Bob with Bangs

This sleek chin-length rounded bob with bangs is a real crowd-pleaser. It’s fabulous for drawing attention to the eyes and streamlining maintenance, letting you rock a polished look with minimal fuss. Whether you’ve got fine or thick hair, this cut works wonders in enhancing your hair’s natural body.

23. White Pixie

Sleek and full of pep, this white pixie cut is a statement in itself. The cool hue is matched by an equally edgy and sophisticated cut, tailored to perfection, with textured layers that add depth and dimension.

24. Curly Voluminous Pixie

Here’s a look that celebrates curls in all their glory: a voluminous pixie that lets those ringlets shine. This short hairstyle embraces your hair’s natural texture, creating a playful, youthful look that complements your glasses and highlights your best features.

25. Classic Bob with Bangs

Chic, timeless, and with a modern twist, this classic bob comes complete with a fringe that brings attention straight to the eyes and spectacles. The bangs are a sweet contrast to the structured bob, giving it a softer, more approachable look.

26. Blonde Bob with Full Bangs

Blonde hues dance through this bob cut, graced with full bangs that skim your glasses. This cut is flattering and low-maintenance for women over 50 who wear glasses, as the bob length provides a youthful look that is easy to style, while the bangs draw attention to the eyes and complement the glasses.

27. Voluminous Layers

With these layers, volume is the name of the game, creating a lush cascade that frames the face beautifully. It’s a perfect style for anyone looking to add some body to their hair, working wonderfully to give that lift and life to your locks. Plus, the way it pairs with bold glasses is nothing short of striking.

28. Chin-Length Bob with Bangs

A chin-length bob paired with bangs offers a refreshingly modern spin on a classic style. The bangs bring a softness to the angular cut, perfect for those who enjoy a blend of edge and femininity. This style softens the appearance of frames, highlights facial features, and is easy to style.

29. Feathered Layered Bob

A feathered layered bob whispers of carefree elegance and pairs delightfully with a chic pair of glasses. The layers bring movement and depth, making the hair look fuller and effortlessly styled.

30. Rounded Bob

The rounded bob hairstyle, characterized by its soft curves and voluminous shape, is a fantastic choice for women over 50 who wear glasses. The round silhouette delicately frames the face, balances the proportions of the eyewear, and complements your features.

31. Waves with Fringe

The soft, tousled waves add movement and volume to the hair, while bangs help to frame the face, softening facial features and drawing attention to your eyes behind your glasses. This versatile hairstyle can be adapted to various face shapes and hair textures, making it an excellent option for many women.

32. Textured Cropped Pixie

This short, low-maintenance hairstyle features choppy layers and a slightly longer fringe, which adds depth and dimension to the hair. This pixie cut is practical and easy to style, making it perfect for women with busy lifestyles who want a fashionable yet low-maintenance hairstyle that complements their glasses.

33. Long Shaggy Layers with Side Part

Beautiful long flowing locks never go out of style and look stunning with statement frames. The side part adds asymmetry and volume. Shaggy layers pump up texture, perfect for fine or thinning hair.

34. Shoulder-Length Layers

Here’s a versatile classic that works for any face shape. The layers can be customized to flatter your specific features and hair texture. Plus, it pairs well with all types of glasses, from bold frames to delicate ones.

35. Piecey Layered Shoulder-Length Cut

Edgy meets elegance in this modern take on layers. The piecey texture creates striking dimension and volume. It’s ideal for thick hair, as the layers help reduce extra heaviness that might weigh your hair down. The tousled finish complements both funky and classic glasses styles.

36. Classic Bob with Bangs

Timeless sophistication meets practicality. This polished bob with bangs frames your face and glasses. The bangs can be tailored to complement your glasses – try side-swept for a softer look or blunt for a modern statement.

37. Layered Choppy Waves

Choppy layers help waves and curls stand out, creating a fun, bouncy look. The layers work well with all face shapes and glasses styles. This cut is particularly flattering for thick hair, as it helps distribute volume evenly. For best results, use a diffuser when drying to enhance your natural waves.

38. Shoulder-Length Shaggy Layers

Looking for a fun, youthful style? This cut brings the cool factor! The shaggy look pairs perfectly with trendy glasses frames, too. Ask your stylist for long layers starting at the chin that work their way down.

39. Long Waves with Side Part

Want to keep your length but update your look? These gorgeous waves are the answer. The side part creates asymmetry that balances out your glasses. The soft, flowing texture softens angular frames and gives thick hair shape and definition.

40. Long Bob with Bangs

This chic long bob hits right above the shoulders, creating a flattering length for women of all ages. The addition of bangs brings a fresh, youthful energy to the style. They also work well with glasses, creating a cohesive framed look for your face.

41. Face-Framing Mid-Length Cut

This medium-length hairstyle has face-framing layers that start high, accentuating your cheekbones, and are perfect for showcasing those fabulous glasses. The mid-length keeps things modern and easy to manage. This style looks lovely on oval or heart-shaped faces.

42. Feathered Layers

This fabulous feathered cut uses wispy layers to create striking depth and texture and pairs perfectly with statement glasses. This style is ideal for fine or thinning hair, as the layers create the look of fullness and thicker strands. Use a round brush when blow-drying to boost the feathered effect.

43. High-Volume Silver Layers

These voluminous silver layers work wonderfully with glasses because they balance the face. The layers create softness around the cheeks, preventing the glasses from overwhelming your features. The added volume helps keep the look light and airy, ensuring the glasses don’t dominate your appearance.

44. Tapered Bob

A sleek tapered bob creates a stunning contrast against glasses of any shape. The clean lines draw attention to your eyes and frames. This low-maintenance style works for straight or wavy hair textures.

45. Tousled Pixie

Short and sassy, a tousled pixie cut has textured layers that perfectly balance bold, statement glasses. Texturizing paste gives just the right amount of piecey definition to this stunning short cut. This wash-and-go style is ideal for busy women who want a polished look with minimal effort.

46. Tousled Updo

An elegantly messy updo is a convenient and easy style. The soft tendrils framing the face soften angular glasses shapes. The updo lifts the hair off the neck, creating a light and airy feel that balances the weight of the glasses. To style, tease the crown for volume and secure the hair loosely, letting a few tendrils frame your face.

47. Side-Parted Layered Waves

Soft, side-swept waves are a flattering cut, especially for medium to thick hair. A side part creates an asymmetry that complements rectangular or cat-eye frames. Long layers add movement and body. For lasting waves, wrap two-inch sections around a large-barrel curling iron and gently tousle with your fingers once cool.

48. Voluminous Layers

Amp up your style with this fabulous layered cut! The voluminous layers will make your locks appear thicker and more vibrant. The gray shade, in particular, complements dark glasses. To get more volume, use a root-lifting spray and blow-dry your hair upside down.

49. Cropped Curls

The short length of this hairstyle for women in their 50s keeps your curls bouncy and defined, creating a playful contrast with your glasses. The shorter length keeps the style modern, perfect for showcasing your natural texture. Use a diffuser when drying to enhance curl definition and minimize frizz.

50. Cropped Blunt Bob with Layers

This cropped blunt bob with layers offers a sleek look that pairs perfectly with trendy glasses. The blunt ends create a strong, polished look, while the subtle layers add texture and some softness to the blunt style. This style harmonizes beautifully with glasses, creating a chic and cohesive look.

51. Tousled Medium-Length Cut

This mid-length style subtly frames the face, highlighting your eyes and smile while keeping the look light and airy. Soft waves prevent the frames from overpowering your face. The tousled finish gives a casual feel that’s perfect for everyday wear.

52. Salt-and-Pepper Pixie

Rock your natural gray with this stunning salt-and-pepper pixie cut! This bold, contemporary style showcases your mix of silver strands in all their glory while perfectly framing your glasses. The short length is incredibly low-maintenance, too!

53. Wispy Layers with Curtain Bangs

Feathery and fresh, this cut is a fabulous choice for pairing with glasses. The wispy layers add plenty of volume while curtain bangs softly sweep to the sides. It’s a breezy look that is especially flattering on lighter hair colors and dark glasses.

54. Wavy Bob with Center Part

This chic bob has a center part that creates symmetry, balancing out the frames of your glasses. Soft waves add natural volume, giving the hair a fuller appearance. The center part draws attention to the eyes and highlights the glasses, making them a stylish accessory rather than a focal point.

55. Side-Parted Tapered Bob

Sleek and sophisticated, this bob has tapered ends to create a clean, modern shape. The length hits just above the shoulders, keeping the focus on your face and frames. To style, use a flat iron for a smooth finish, or add some texture spray for a more tousled look.

56. Razor-Cut Pixie

Bold and beautiful, this razor-cut pixie is a statement-maker. The textured layers and piecey finish complement the strong lines of your eyewear. It’s a wash-and-go style that’s perfect for busy women.

57. Choppy Wavy Layers

Embrace your natural texture with this fun and flirty style. The choppy layers create volume, while the waves add a playful touch. The layers work to enhance your facial features and complement your glasses. For styling, use a light mousse to keep the layers defined.

58. Blunt Long Bob

Want a chic, modern look that’s easy to style? A long, blunt bob hits all the right notes. This sleek cut falls around the shoulders, creating a clean line that looks fabulous with glasses. The blunt ends add structure and can even make fine hair appear thicker.

59. Curled Medium-Length Layers with Glasses

Soft curls and medium-length layers complement the strong lines of dark glasses frames. Women with wavy or curly hair will love how this cut amplifies their natural curls or waves. For styling, use a diffuser to boost your curls or wrap sections around a curling iron for more defined spirals.

60. Piecey Side-Parted Bob

The piecey layers of this bob add texture, preventing the glasses from overwhelming your features. The side part adds interest by drawing attention to the eyes. This style frames the face softly, creating a refined and elegant look.

61. Medium-Length Layers with Flipped Ends

This versatile layered cut delivers volume and lift to your hair. The flipped ends add a fun, flirty touch. Glasses wearers will appreciate how the layers soften their facial features.

62. Shoulder-Length Layered Cut for Thick Hair

Tame unruly, thick hair with this smart, layered haircut. This style works well with glasses, as it balances facial proportions. Styling is adaptable – air dry for a natural look or blow out for a sleeker finish.

63. Voluminous Waves

Luxurious blonde waves take center stage in this glamorous style. The side-swept bangs blend seamlessly into the waves, softening the forehead and drawing attention to your eyes behind those chic glasses. A volumizing mousse can help maintain that gorgeous bounce.

64. Purple Shaggy Layers with Bangs

Vibrant purple hues woven throughout dark strands create a fun, playful look that’s perfect for women who aren’t afraid to stand out. Wispy bangs soften the look while drawing attention to your frames. Pair this daring ‘do with statement glasses for a truly unforgettable look.

65. Silver Pixie Bob

Showcase your natural gray hair with this chic and sophisticated pixie bob. The sleek, angled cut has longer top layers to provide versatility – sweep them to the side for a softer look, or style them up for added volume. The subtle side-swept bangs complement a variety of glass shapes, from cat-eye to oval frames.