65 Chic Hairstyles for Women Over 50 with Glasses: A Complete Guide to Timeless Elegance

Finding the perfect hairstyle becomes more about balancing style, comfort, and functionality. For women over 50, choosing chic hairstyles that compliment their glasses can elevate their look

. Whether you prefer short, medium, or long hair, it’s essential to pick a style that flatters your face shape, and hair texture and works harmoniously with your eyewear. This comprehensive guide explores 65 chic hairstyles for women over 50 with glasses, helping you find the best look that combines modern trends with timeless elegance.

Short Hairstyles for Women Over 50 with Glasses

Short haircuts are particularly popular among mature women because they offer low-maintenance beauty with a sophisticated flair. If you’re looking for something fresh and youthful, these short hairstyles will work wonders with your glasses.

1. Textured Feathered Pixie

A textured feathered pixie is perfect if you want a lightweight, stylish cut that enhances volume. The feathering technique creates layers of texture and dimension, making it great for women with thinning hair. This hairstyle also allows your glasses to stand out, whether you prefer bold frames or something more subtle.

Why it works with glasses:

• Short length keeps hair manageable and away from your frames.
• Feathered texture adds volume and movement.
• Complements various glasses styles, from bold to minimalist.

Styling Tip: Use a texturizing spray to enhance the feathered look.

2. White Pixie

The white pixie cut is both bold and chic, embracing your natural hair color while keeping things fresh and modern. The short length draws attention to your eyewear, especially if you opt for colorful or bold glasses.

Key benefits:

• Low maintenance.
• Frames your face, allowing glasses to stand out.
• Perfect for showcasing naturally white or gray hair.

Pairing Suggestion: Opt for glasses with colorful frames to create contrast against your white pixie.

3. Cropped Blunt Bob with Layers

A cropped blunt bob with layers gives structure and movement, making it a timeless yet modern choice. The layers break up the blunt edges, offering a soft, flattering look. This style is particularly flattering for women with thick hair and pairs beautifully with thin and bold-frame glasses.

Why it works:

• Layers add volume without overwhelming the face.
• The blunt cut offers a chic, sophisticated edge.
• Versatile enough to work with various frame styles.

Pro tip: Use a round brush while blow-drying to add bounce and volume.

4. Salt-and-Pepper Pixie

For women with naturally graying hair, the salt-and-pepper pixie is a sophisticated choice that highlights your unique beauty. The pixie cut is youthful yet elegant, and the short, textured layers work well for women with finer hair textures.

Why it’s perfect for glasses:

• Short and easy to manage.
• Enhances the natural salt-and-pepper look.
• Complements rectangular or oval glasses, allowing your frames to take center stage.

5. Layered Bob with Swooping Bangs

A layered bob with swooping bangs is the ultimate chic hairstyle for glasses wearers. The layers add depth and volume, while the swooping bangs beautifully frame the face. This style works particularly well with round or oval frames, drawing attention to the eyes and softening facial features.

Key advantages:

• Layers create movement and dimension.
• Swooping bangs draw attention to your eyes.
• Perfect for women with round or oval glasses frames.

Styling Tip: Use a blow-dryer and round brush to enhance the volume of the bangs and layers.

6. Tousled Lob

The tousled lob (long bob) is a relaxed, effortlessly chic style that offers the best of both worlds. It’s long enough to provide versatility in styling but short enough to be low-maintenance. This hairstyle works wonderfully for women with square or rectangular glasses, as the tousled waves soften angular lines.

Why it’s great for glasses:

• Easy to manage and style.
• Tousled waves soften sharp facial features.
• Pairs well with angular glass frames for a balanced look.

Pro Tip: Add a sea salt spray for that perfect tousled, beachy texture.

7. Layered Mid-Length Cut

A layered mid-length cut is perfect for those who want a bit more volume without sacrificing length. This style is versatile and can be tailored to suit different face shapes and hair textures. Layered cuts also add movement, making it an excellent choice for women over 50 with glasses.

Why it works:

• Adds volume and texture without making hair look heavy.
• Pairs beautifully with different frame styles, especially bold or larger frames.
• Offers a youthful, modern look.

Styling Tip: Blow-dry your hair with a round brush for a sleek finish or let it air dry for a more natural, textured look.

8. Shoulder-length layers with Money Piece Highlights

Shoulder-length layers with money piece highlights bring both dimension and brightness to your hairstyle. The highlights around the face draw attention to your best features, including your eyes and glasses. This style works great for women with round or heart-shaped faces and pairs beautifully with statement eyewear.

Why it’s perfect for glasses wearers:

• Highlights enhance your facial features, including your glasses.
• Layers add volume and movement.
• The shoulder-length cut is easy to maintain while still offering styling versatility.

9. Long Shaggy Layers with Side Part

Long shaggy layers with a side part are a stylish and relaxed option for women who want to keep their hair long but easy to manage. The layers add movement, while the side part brings a fresh, youthful look. This hairstyle pairs well with both rectangular and round glasses, making it a versatile choice.

Why it works:

• Shaggy layers reduce weight, making it easy to manage long hair.
• The side part adds a modern touch.
• Complements glass frames of various shapes.

Pro tip: Use a volumizing mousse to add extra lift and texture to your layers.

10. Long Bob with Bangs

A long bob with bangs is a sophisticated, age-defying style that works beautifully for women over 50 with glasses. The length of the bob gives you enough versatility for styling, while the bangs draw attention to your glasses and frame your face. This cut works well with both round and square frames.

Why it’s a great option:

• Provides a modern, polished look.
• Bangs draw attention to your eyes and glasses.
• Versatile enough for various hair textures.

Styling Tip: Blow-dry your bangs to create a sleek, polished finish or leave them slightly tousled for a more relaxed look.

11. Curly Voluminous Pixie

For women with curly hair, a voluminous pixie is both youthful and chic. The curls add plenty of texture and volume, while the shorter length ensures it’s easy to manage. This style pairs wonderfully with round or oval glasses.

Why it’s great:

• Short and manageable for daily wear.
• Curls add natural volume, making this style full of life.
• Complements bold and colorful frames.

Styling Tip: Use a curl-enhancing cream to define your curls and keep them frizz-free.

12. Shoulder-length layers with Waves

Shoulder-length layers with soft waves create an effortlessly chic look for women over 50. This style adds movement and body, making it a great option for those with fine or medium hair. The waves frame the face beautifully, especially when paired with stylish glasses.

Why it’s ideal for glasses:

• The waves add softness, which can complement angular glass frames.
• Shoulder length is versatile and easy to style.
• Perfect for both casual and formal occasions.

Styling Tip: Use a curling wand for loose waves, and finish with a light-hold hairspray to maintain the look without stiffness.

13. Long Layers with Highlights

Long layers enhanced with highlights can bring vibrancy and dimension to your hairstyle. This look works particularly well for women who want to maintain long hair while adding movement. The highlights can be tailored to complement your skin tone, making your overall appearance more youthful and vibrant.

Why it’s great for glasses:

• Highlights draw attention to your features and glasses.
• Long layers add movement without overwhelming your look.
• Suitable for various hair textures, from straight to wavy.

Styling Tip: Use a shine serum to enhance the gloss of your highlights, making your hair look healthy and radiant.

14. Razor-Cut Pixie

A razor-cut pixie is an edgy choice that provides texture and a tousled look. This hairstyle is particularly suited for women with thick hair, as it removes weight while adding movement. It pairs well with oversized or geometric glasses for a trendy appearance.

Benefits:

• The razor cut offers a more relaxed, effortless look.
• Great for those with naturally textured hair.
• Bold frames can complement this edgy style beautifully.

Styling Tip: Apply a texturizing paste to enhance the tousled effect.

15. Tapered Bob

A tapered bob is a stylish, modern cut that gradually shortens towards the back, offering a sleek profile. This hairstyle is especially flattering for women with round or heart-shaped faces, as it adds definition and complements the angles of your face.

Why it works with glasses:

• The tapered design draws attention to your features.
• Maintains a sophisticated and polished look.
• Perfect for showcasing elegant eyewear.

Styling Tip: Use a flat iron to achieve a sleek finish or leave it slightly tousled for a more casual vibe.

16. Choppy Wavy Layers

Choppy wavy layers create a fun, youthful look that works wonderfully for women who want to add personality to their style. This cut is ideal for those with medium to thick hair, providing a fresh, vibrant appearance.

Why it’s ideal for glasses:

• The waves add volume and life, drawing attention to your eyewear.
• Choppy layers create an effortlessly cool vibe.
• Suitable for both casual and more polished looks.

Styling Tip: Enhance the waves with a sea salt spray for a beachy texture.

17. Classic Bob with Bangs

The classic bob with bangs is a perennial favorite that flatters nearly every face shape. This hairstyle offers a clean and sophisticated look, making it suitable for any occasion. The bangs frame your face beautifully, enhancing your glasses.

Why it works:

• Provides a timeless, elegant appearance.
• Bangs soften the look and draw attention to the eyes.
• Pairs beautifully with various glasses styles.

Styling Tip: Use a round brush while blow-drying to create volume and shape.

18. Feathered Layered Bob

A feathered layered bob adds softness and dimension to a classic bob cut. This hairstyle is particularly flattering for women with fine hair, as the layers create the illusion of volume while maintaining a polished appearance.

Key advantages:

• Feathered layers add movement and texture.
• A versatile look that works with both bold and delicate frames.
• Easy to maintain while looking effortlessly chic.

Pro tip: Use a volumizing mousse to give the layers extra lift.

19. Chin-Length Rounded Bob with Bangs

The chin-length rounded bob with bangs is another timeless choice that enhances your facial features. This hairstyle provides a youthful look while remaining classic and elegant, making it perfect for women over 50.

Why it’s a great choice for glasses:

• The rounded shape frames the face beautifully.
• Bangs draw attention to your eyes and glasses.
• Suitable for both straight and slightly wavy textures.

Styling Tip: Keep the ends slightly curled for a polished finish.

20. High-Volume Silver Layers

High-volume silver layers are stylish and celebrate your natural hair color. This cut adds movement and bounce, making it a fantastic choice for those with fine hair. Pair it with elegant glasses to enhance your look.

Benefits:

• Layers create the illusion of thicker hair.
• Silver tones add a modern touch to your style.
• Works well with various frames, especially those with metallic accents.

Styling Tip: Use a volumizing spray at the roots before blow-drying for added lift.

21. Voluminous Pixie with Side Part

A voluminous pixie cut with a side part offers a fresh, modern look that is perfect for glasses wearers. The side part adds asymmetry, which can create a more dynamic appearance.

Why it’s ideal for glasses:

• The volume adds dimension, making your features pop.
• Side parts complement angular frames beautifully.
• Easy to style and maintain.

Pro tip: Use a lightweight mousse to boost volume while blow-drying.

22. Shoulder-Length Layered Cut for Thick Hair

For women with thick hair, a shoulder-length layered cut can be a fantastic option. This style reduces bulk while maintaining length, allowing for a flattering silhouette. It’s easy to manage and works well with various styles of glasses.

Benefits:

• Layers help distribute volume evenly.
• A shoulder-length cut is versatile for styling options.
• Works beautifully with both straight and wavy hair.

Styling Tip: Use a smoothing cream to tame frizz and enhance shine.

23. Textured Cropped Pixie

A textured cropped pixie is an edgy, modern choice that exudes confidence. This haircut is particularly suitable for women who want a low-maintenance yet stylish look. It works wonderfully with bold glass frames.

Why it’s great for glasses:

• The cropped length draws attention to your eyes and frames.
• Textured layers add depth and movement.
• An effortlessly chic option for busy lifestyles.

Styling Tip: A little pomade can define the texture and create a tousled effect.

24. Curly Voluminous Pixie

For those with natural curls, a curly voluminous pixie is a fantastic choice. This hairstyle embraces your natural texture, making it vibrant and playful. It’s perfect for showcasing colorful or statement glasses.

Benefits:

• Highlights your curls while maintaining a modern cut.
• Offers a youthful, energetic look.
• Easily customizable with layers for added volume.

Styling Tip: Use a curl-enhancing cream to define curls and minimize frizz.

25. Tousled Medium-Length Cut

A tousled medium-length cut strikes the right balance between style and ease. This hairstyle works well for women who prefer a relaxed look without sacrificing elegance. It pairs beautifully with both classic and trendy glasses.

Why it’s appealing:

• Effortlessly chic with minimal styling required.
• Suitable for a variety of hair textures.
• Offers a youthful, fresh vibe.

Styling Tip: Use a texturizing spray to enhance the tousled look.

26. Wavy Bob with Center Part

A wavy bob with a center part is a trendy option that adds sophistication to your look. This hairstyle offers a flattering shape and is perfect for framing your face, making it an excellent choice for glasses wearers.

Benefits:

• The center part creates a balanced look.
• Waves add volume and dimension.
• Versatile for both casual and formal settings.

Styling Tip: A flat iron can be used to create soft waves, adding movement and bounce.

27. Effortless Side-Parted Layered Wave

Side-parted layered waves are an ideal choice for women seeking a laid-back yet stylish appearance. This look is easy to achieve and complements various face shapes and glasses styles.

Why it’s perfect:

• Soft waves add a touch of femininity.
• Layers create a lightweight feel.
• The side part can enhance cheekbones and jawlines.

Styling Tip: A light-hold mousse can help maintain the waves throughout the day.

28. Tousled Updo

A tousled updo is an elegant yet relaxed option for events. This hairstyle allows you to showcase your features while keeping your hair out of your face, making it an excellent choice for those who wear glasses.

Benefits:

• Keeps hair off the neck and face for a polished look.
• Perfect for highlighting statement earrings or necklaces.
• Works well with various hair textures.

Styling Tip: Use bobby pins to secure the updo, and finish with a light-hold spray to maintain the tousled effect.

29. Voluminous Waves for Formal Events

Voluminous waves are ideal for formal occasions, adding glamour and sophistication to your look. This hairstyle can be tailored to complement your outfit and glasses, ensuring you look fabulous from every angle.

Why it’s a great choice:

• Adds drama and elegance to your appearance.
• Flattering for all face shapes.
• Can be styled in various ways, from loose waves to tighter curls.

Styling Tip: Use a curling iron to create waves, and apply a volumizing spray for the added body.

30. Elegant Braided Updo

An elegant braided updo is a sophisticated hairstyle that can elevate your look for any special occasion. This style is not only beautiful but also practical for glasses wearers, as it keeps hair neatly secured.

Benefits:

• Braids add intricate detail to your hairstyle.
• Keeps hair away from the face while looking stylish.
• Perfect for highlighting accessories.

Styling Tip: Incorporate small flowers or hairpins into the braid for a romantic touch.

31. Money Piece Highlights

Money piece highlights are a fantastic way to add brightness to your face. These are lighter strands that frame the front of your hair, creating a striking contrast against your base color. This technique works beautifully with both short and long hairstyles.

Why they work well:

• Brightens your overall appearance.
• Highlights can complement your glasses by drawing attention to your eyes.
• Versatile for different hair types and colors.

Styling Tip: Ask your stylist for highlights that blend seamlessly with your natural color for a subtle yet effective enhancement.

32. Face-Framing Layers

Face-framing layers are an excellent option for adding dimension and shape to your hairstyle. This technique works with various lengths and can be particularly flattering for those with glasses, as it draws attention to the facial features.

Benefits:

• Softens sharp angles in the face.
• Adds movement to your hairstyle.
• Perfect for creating a more youthful appearance.

Styling Tip: Use a round brush when blow-drying to create a soft, flattering curve around your face.

33. Textured Shag

The textured shag haircut is back in style and is perfect for adding a modern twist to your look. This hairstyle features layers of varying lengths that provide movement and a relaxed vibe, making it ideal for casual settings.

Why it’s stylish:

• Adds volume without weighing down your hair.
• Pairs well with statement glasses for a bold look.
• Effortless to style, requiring minimal maintenance.

Styling Tip: A bit of texturizing spray can help emphasize the layers and maintain a tousled effect.

34. Silver Pixie Bob

A silver pixie bob is a trendy choice that highlights your gray hair beautifully. This modern cut combines the sophistication of a bob with the playful edge of a pixie.

Benefits:

• Silver hair can shine brightly when styled correctly.
• Pixie cuts are low-maintenance and easy to style.
• Perfect for showcasing bold glasses.

Styling Tip: Use a shine serum to enhance the brightness of your silver hair.

35. High-Volume Gray Layers

High-volume gray layers add depth and movement to your hair. This style allows for versatility while celebrating your natural color.

Why it’s a great option:

• Layers prevent gray hair from looking flat or dull.
• Adds a youthful bounce to your hairstyle.
• Works with various hair textures.

Styling Tip: A volumizing mousse can enhance body and texture, making your hairstyle look full and vibrant.

36. Classic Long Bob (Lob)

The long bob, or lob, is one of the most versatile cuts for women over 50. It’s a chic option for those who want a polished look without losing too much length.

Why It Works:

• Face Shapes: Great for square or round faces, as it soften angular features.
• Hair Types: Works well for thick, straight hair.
• Glass Pairing: Complement angular or rectangular frames beautifully.

Pro Tip:

Add a side part to create more dimension and movement. This youthful hairstyle can also be easily transitioned into a sleek hairstyle by using a straightener and serum for a polished finish.

37. Tousled Lob with Soft Waves

For a more casual, playful look, opt for a tousled lob. This cut adds texture and movement, making it ideal for fine or thinning hair.

Why It Works:

• Face Shapes: Ideal for heart-shaped faces, as the waves balance out a narrower chin.
• Hair Types: Adds volume to fine hair and texture to straight hair.
• Glasses Pairing: Cat-eye or oversized frames are a fun match with this tousled style.

Styling Tip:

Use a curling wand to create loose waves, then tousle with your fingers. This cut also falls under the category of easy styling haircuts because it requires minimal effort to look great.

38. Layered Bob with Swooping Bangs

A layered bob with swooping bangs offers a modern twist on the classic bob, adding layers for movement and bangs to frame the face.

Why It Works:

• Face Shapes: Perfect for women with oval or angular faces.
• Hair Types: Suits thicker hair that needs some volume reduction.
• Glasses Pairing: Pairs well with a rectangle or round frame, softening the face while adding definition.

39. Textured Feathered Pixie

The textured feathered pixie is a bold, low-maintenance look that offers volume and lift—perfect for women on the go.

Why It Works:

• Face Shapes: Suits oval and square faces.
• Hair Types: Ideal for thin or fine hair that needs added volume.
• Glasses Pairing: Bold, statement glasses complement this short and sassy cut.

Styling Tip:

Use a texturizing spray to add volume and definition. This edgy hairstyle is perfect for women looking for something stylish yet easy to maintain.

40. Layered Mid-Length Cut with Soft Ends

This cut is perfect for those who want to keep some length without sacrificing style. Layers add dimension and softness, while the mid-length keeps it practical.

Why It Works:

• Face Shapes: Works well for oval and heart-shaped faces.
• Hair Types: Great for thick hair that needs some texture and movement.
• Glasses Pairing: Best paired with thin, wire-framed glasses.

Hair Care Tip:

Regular trims keep the layers fresh, making this one of the best haircuts for thick hair that still requires little daily upkeep.

41. Textured Long Layers with Subtle Waves

Long layers create a youthful, flowing look while adding texture to your hair. This cut is a great option for those looking to keep their length while adding some movement.

Why It Works:

• Face Shapes: Perfect for round or heart-shaped faces.
• Hair Types: Ideal for wavy or straight hair types looking to add more dimension.
• Glass Pairing: Best suited for round or rectangular frames.

Styling Tip:

Apply a texturizing spray for extra volume. This style also transitions well into tousled haircuts, offering a casual yet chic finish.

42. Sleek, Straight Bob with Glasses

A sleek bob is a no-fuss, polished style that’s perfect for professional women. This cut is all about clean lines and smooth texture.

Why It Works:

• Face Shapes: Best for oval and rectangular faces.
• Hair Types: Suits straight or fine hair.
• Glasses Pairing: Thin, wire-framed glasses add a modern touch to this classic look.

Fun Fact:

The sleek bob has remained popular for decades because of its elegant hairstyle appeal. A quick blow-dry and a touch of shine serum is all you need to look effortlessly polished.

43. Long Layers with Curtain Bangs

Curtain bangs are a great way to soften your look while keeping a long, flowing cut. The bangs frame the face, making it ideal for women with glasses.

Why It Works:

• Face Shapes: Works for round, oval, or heart-shaped faces.
• Hair Types: Great for thick, straight, or wavy hair.
• Glasses Pairing: Curtain bangs pair especially well with bold or oversized frames, drawing attention to the eyes.

44. Feathered Layers with a Side Part

Adding feathered layers with a side part is a great way to inject volume and life into aging hair. The side part creates a flattering angle, especially for women over 50.

Why It Works:

• Face Shapes: Best for round or square faces.
• Hair Types: Ideal for fine or thinning hair.
• Glasses Pairing: Complements heavier, statement glasses.

Styling Tip:

Feathered layers work well with a side part, making this one of the more youthful hairstyles. Use a volumizing mousse to keep the layers bouncy throughout the day.

45. Bob with Blunt Bangs

The bob with blunt bangs offers a bold, retro look that’s perfect for women looking to make a statement.

Why It Works:

• Face Shapes: Best for oval or long faces.
• Hair Types: Works well with straight hair.
• Glasses Pairing: Matches beautifully with small, round glasses or any minimalist frames.

Styling Note:

This is one of those fun hairstyles for older women who aren’t afraid to embrace a bold, striking look. Blow-dry the bangs straight for a sharp, polished finish.

46. More Hairstyle Options for Women Over 50 with Glasses

While these are just a few examples, there are plenty more styles to explore. Here’s a quick breakdown of additional hairstyle ideas based on common considerations for women over 50 with glasses:

Hairstyle	Best For	Key Features
Shoulder-Length Cut with Flipped Ends	Oval and heart-shaped faces	Adds a youthful touch with flipped ends
Pixie with Wispy Bangs	Women with thin hair	Adds texture and complements large frames
Natural Coils	Women with curly hair	Embraces natural texture, pairs with round glasses
Layered Choppy Waves	Women with thick, wavy hair	Adds definition and movement
Silver Pixie Bob	Women embracing gray hair	A bold, chic style that adds volume

47. Chin-Length Rounded Bob with Bangs

A chin-length rounded bob paired with bangs is a timeless and flattering style for women over 50. It’s a youthful yet elegant choice that enhances natural facial contours.

Why It Works:

• Face Shapes: Perfect for round or heart-shaped faces, as it defines the jawline.
• Hair Types: Great for straight or slightly wavy hair.
• Glass Pairing: Works well with angular or geometric glasses to balance the roundness of the bob.

Styling Tip:

Add a shine-enhancing serum to emphasize the sleekness of this chic haircut, especially when paired with bold glasses. Regular trims will keep this style polished.

48. White Pixie with Volume

For those embracing their natural gray or white hair, a voluminous pixie cut offers a stylish and edgy look. It’s ideal for mature women who prefer a short and sassy hairstyle.

Why It Works:

• Face Shapes: Complements oval and square faces.
• Hair Types: Ideal for fine or thinning hair, as the volume adds fullness.
• Glasses Pairing: Best matched with statement glasses, such as bold, oversized frames or colorful options.

Pro Tip:

Use a volumizing mousse or light hairspray to keep the pixie looking full throughout the day. This is one of the best hairstyles for heart-shaped faces that also works well with glasses.

49. Layered Textured Bob

A layered textured bob adds movement and dimension, making it an excellent option for women over 50 with glasses. The layers create a fuller look, especially for those with thinning hair.

Why It Works:

• Face Shapes: Suits oval and long faces.
• Hair Types: Great for fine to medium hair.
• Glasses Pairing: Works with round or oval frames to soften angular features.

Styling Tip:

Apply a texturizing spray and scrunch the layers for added volume. This style offers a youthful hairstyle that’s easy to maintain.

50. Tousled Pixie with Long Bangs

A tousled pixie with longer bangs adds a playful yet chic element to the classic pixie cut. The bangs soften the face and give the illusion of more hair volume.

Why It Works:

• Face Shapes: Works for oval, square, and heart-shaped faces.
• Hair Types: Ideal for fine or straight hair.
• Glasses Pairing: Pairs well with rimless or light metal frames.

Styling Tip:

Use a light pomade or mousse to tousle the bangs and add texture. This edgy hairstyle can be dressed up or down, making it a versatile option for women over 50.

51. Voluminous Pixie with Side Part

A voluminous pixie with a side part is a great way to add drama and style while keeping the hair short and manageable. The side part adds definition, while the volume gives a fuller appearance.

Why It Works:

• Face Shapes: Best for square or round faces.
• Hair Types: Ideal for fine or thinning hair.
• Glasses Pairing: Looks fabulous with statement frames, such as cat-eye glasses.

Pro Tip:

Blow-dry the hair upwards to achieve maximum volume. This easy-styling haircut works wonders for adding height to your look.

52. Long Shaggy Layers with Side Part

For those who want a bit of length with a carefree feel, long shaggy layers with a side part are the perfect choice. This style offers movement and texture without being high maintenance.

Why It Works:

• Face Shapes: Best for oval or round faces.
• Hair Types: Ideal for thick, wavy hair that benefits from layers.
• Glasses Pairing: Looks great with oversized or colorful glasses.

Styling Tip:

Use a sea salt spray to enhance natural waves. This hair inspiration for mature women keeps things light, airy, and stylish.

53. Shoulder-Length Shag with Layers

A shoulder-length shag with layers is a fun, modern take on a classic cut. The layers add texture, while the shaggy ends give it an effortless feel.

Why It Works:

• Face Shapes: Suits oval, round, or heart-shaped faces.
• Hair Types: Ideal for thick or wavy hair.
• Glasses Pairing: Best paired with retro-inspired glasses or oversized frames for a playful vibe.

Styling Tip:

Use a curling wand to flip the ends slightly for that extra shaggy look. This is a great example of tousled haircuts that provide volume and texture.

54. Piecey Layered Shoulder-Length Cut

The piecey layered shoulder-length cut adds definition and texture to medium-length hair. It’s ideal for women who want a bit more structure without losing length.

Why It Works:

• Face Shapes: Perfect for square or heart-shaped faces.
• Hair Types: Works well for medium to thick hair.
• Glass Pairing: Complements square or rectangular frames to balance out the layers.

Pro Tip:

Add a light wax or texturizing spray to separate the layers. This hairstyle with layers keeps things light while maintaining a polished look.

55. Chin-Length Bob with Bangs

A chin-length bob with bangs is a great way to frame the face and add a youthful touch. This classic bob cut is versatile and easy to style, making it ideal for women over 50.

Why It Works:

• Face Shapes: Best for oval or round faces.
• Hair Types: Ideal for straight or wavy hair.
• Glasses Pairing: Looks great with wide frames or bold colors.

Styling Tip:

Blow-dry the bangs straight for a sleek finish. This elegant hairstyle pairs well with both casual and formal outfits, making it a go-to for women looking to maintain style and simplicity.

56. Hairstyles and Haircuts Table for Quick Reference

Hairstyle	Face Shapes	Hair Types	Best Glasses Pairing
Long Bob (Lob)	Square, round	Thick, straight	Angular or rectangular frames
Tousled Lob with Soft Waves	Heart-shaped	Fine or thinning	Cat-eye or oversized frames
Layered Bob with Swooping Bangs	Oval, angular	Thick	Rectangular or round frames
Textured Feathered Pixie	Oval, square	Thin or fine	Bold statement glasses
Shoulder-Length Shag with Layers	Oval, round	Thick, wavy	Retro-inspired or oversized frames

57. Voluminous Waves

Voluminous waves are a go-to hairstyle for women over 50 who want a fuller, more glamorous look. These waves add bounce and life to the hair, giving a youthful and radiant appearance. Perfect for women with glasses, the waves soften the features and bring a playful touch to any style.

Why It Works:

• Face Shapes: Ideal for oval, round, or heart-shaped faces.
• Hair Types: Great for medium to thick hair that can hold curls.
• Glass Pairing: Pairs well with round or rectangular frames, balancing the softness of the waves with structure.

Styling Tip:

Use a large-barrel curling iron to create loose, voluminous waves. A light-hold hairspray will maintain the look without weighing down the hair. This youthful hairstyle adds both volume and elegance, making it a popular choice for mature women.

58. Sleek Shoulder-Length Bob

The sleek shoulder-length bob is a polished and sophisticated option that works beautifully for women over 50 with glasses. This straight and shiny style exudes elegance and professionalism, making it perfect for those who prefer a more refined appearance.

Why It Works:

• Face Shapes: Best suited for square or oval faces.
• Hair Types: Ideal for straight or slightly wavy hair.
• Glasses Pairing: Complements wide, angular frames, such as cat-eye or rectangular glasses.

59. Shoulder-Length Shag with Bangs

A shoulder-length shag with bangs is ideal for women looking to add texture and volume to their hair. The bangs frame the face and complement the glasses by drawing attention to your eyes.

• Best for: Oval and round faces, pairs well with square or rectangular glasses.
• Styling Tips: Use a texturizing spray to give your shag that perfectly undone look.
• Maintenance: Medium. This style benefits from regular trims to maintain its shape and texture.

60. Textured Lob with Side Par

The textured lob (long bob) with a side part is a versatile, flattering hairstyle. It adds body and volume while keeping the hair at a manageable length. The side part gives this style a trendy, asymmetrical look.

• Best for Oval and square faces looks great with thin-rimmed or frameless glasses.
• Styling Tips: Use a flat iron or curling wand to create soft waves. Part your hair on the side to add extra volume.
• Maintenance: Low to medium. Easy to style and maintain, but the waves may need touch-ups.

61. Curtain Bangs with Layers

Curtain bangs with layers create a soft, romantic look that’s both modern and timeless. The bangs, which part in the middle and frame the face, draw attention to your glasses and give your hairstyle a chic, trendy touch.

• Best for Round, square, or oval faces, works well with all types of glasses.
• Styling Tips: Blow-dry the bangs using a round brush to create that soft, curtain-like effect.
• Maintenance: Medium. While curtain bangs are easy to style, they need regular trims to maintain their length.

Pro Tip: Curtain bangs are perfect for glasses-wearers because they sit gently around the face without covering the glasses.

62. Side-swept curls with Glasses

For a glamorous yet sophisticated look, side-swept curls create a beautiful, flowing style. This hairstyle is perfect for formal events or everyday wear, giving a touch of elegance to women who wear glasses.

• Best for: Oval or heart-shaped faces, pairs well with cat-eye or round glasses.
• Styling Tips: Curl the hair away from your face using a large curling iron, then sweep it to one side and secure it with bobby pins for a dramatic effect.
• Maintenance: High. This look requires styling and products to maintain the curls and side-swept finish.

63. Low-Maintenance Pixie with Layers

If you’re looking for a low-maintenance pixie, adding layers to this short style helps create texture and volume. The layers soften the look, making it suitable for women who want something stylish but easy to manage.

• Best for: Oval and rectangular faces, works well with large, bold glasses.
• Styling Tips: Apply a volumizing mousse before blow-drying to give the layers extra lift. Finish with a light-hold hairspray to keep it in place.
• Maintenance: Low. This pixie requires minimal upkeep and is ideal for busy women who want a no-fuss style.

64. Textured Feathered Pixie

The textured feathered pixie is a timeless yet trendy hairstyle perfect for women over 50, especially those who wear glasses. This cut provides volume and texture, making it a great choice for those seeking a low-maintenance yet chic look. Here’s why the textured feathered pixie stands out:

• Effortless Volume: The feathered layers in this pixie cut create natural volume, making it ideal for thinning hair. It adds fullness without the need for excessive styling products.
• Face-Framing Elegance: The pixie cut offers a soft, face-framing effect, which pairs beautifully with glasses, highlighting your facial features while keeping the focus on your frames.
• Low-Maintenance: One of the biggest advantages of the textured pixie is its easy upkeep. The short length means less styling time, and the feathered layers maintain their shape with minimal effort.
• Versatile Styling: Whether you prefer a more polished look or something tousled and carefree, the textured feathered pixie can be styled in different ways. Use a bit of texturizing spray for a messy, lived-in look, or smooth it down for a sleeker appearance.

This haircut is perfect for those seeking a stylish, manageable look that enhances their natural beauty and fits seamlessly with the day-to-day lifestyle of women over 50.

65. Razor-Cut Pixie

A razor-cut pixie is edgy and stylish, perfect for women who want a modern, youthful look. The razor-cut technique gives the hair a sharp, defined edge, creating a textured and bold appearance. It’s a low-maintenance option that works well with both minimal and statement glasses.

Purple Shaggy Layers with Bangs

For the adventurous, a purple shaggy layers with bangs look offers both color and texture. The shaggy layers add movement and volume, while the purple hue provides a modern twist. The bangs frame the face and balance glasses, making it a fun and daring choice for women over 50.

Wavy Bob with Center Part

The wavy bob with center part is a sleek and modern hairstyle that pairs loose waves with a structured part. This hairstyle adds soft movement and is ideal for women who want to keep their look youthful. It’s especially flattering for glasses wearers as the center part balances the facial features.

Conclusion

The world of hairstyles for women over 50 is rich with possibilities. From chic bob cuts to edgy pixies, there’s a style for every personality and occasion. Glasses can enhance your overall look, making it essential to choose hairstyles that complement your frames. Whether you embrace your natural color, experiment with highlights, or incorporate modern trends, the key is to find a look that resonates with you.

With this guide to 65 chic hairstyles for women over 50 with glasses, you’re equipped with the knowledge to embrace your beauty and confidence.