A well chosen hairstyle can be transformative for women over 50 and add definition to their appearance, especially to those who wear glasses. The right haircut can showcase the eyewear while also smoothing out features, achieving both goals simultaneously. A woman’s personality and lifestyle can be represented using hairstyle options like bobs, chic pixie cuts, elegant curls, and modern long bob (lob) cuts.
This styles guide showcases 51 hairstyles that can enhance facial features while properly framing the eyeglasses perched on the woman’s nose. Some cuts can be done effortlessly, while maintaining a boost in confidence.
1. Classic Bob with Glasses
A classic bob is a timeless hairstyle that works beautifully for women over 50 who wear glasses. This cut features a sleek, chin-length look that frames the face and accentuates your features. It’s particularly flattering for those with fine hair, as it adds volume and structure. Pair it with your favorite glasses for a polished and elegant appearance.
2. Textured Pixie with Glasses
The textured pixie hairstyle is perfect for women over 50 who want a low-maintenance yet stylish look. This haircut involves short layers and a bit of volume on top, making it ideal for those with thick hair. Glasses complement this edgy style, giving you a chic, modern appearance with minimal effort.
3. Soft Curly Bob
A soft curly bob adds a touch of femininity and bounce, which is fantastic for women with gray hair. This hairstyle involves loose curls that create a flattering, round shape around the face. It pairs well with glasses, giving you a soft and sophisticated look that enhances your natural beauty.
4. Blunt Bob with Glasses
This is one of the most popular glasses suitable hairdos. The blunt bob offers a sleek modern appearance featuring bold and sharp cuts straight across. This is perfect for medium to fine bodied hair of women that appears pencil thin and polished when paired with glasses. The sharp edges of the blunt bob frame the faces wearing spectacles beautifully and contrasts with the soft curves of stylish eyewear.
5. Shaggy Layers
Shaggy layers are a versatile option for women over 50 who prefer a more relaxed, textured look. This hairstyle involves multiple layers that add volume and movement, making it a great choice for thick, curly hair. Glasses enhance this casual, yet stylish appearance, making it perfect for everyday wear.
6. Elegant Chignon
The elegant chignon is a classic updo that’s perfect for special occasions. This sophisticated hairstyle involves twisting and pinning the hair into a low bun. It works beautifully with glasses, adding a touch of glamour and refinement to your overall look, while keeping your hair neatly in place.
7. Sleek Straight Cut
A sleek straight cut has contemporary and stylish elements to women over 50. It consists of hair that is of the same length without any layers, which can be adjusted to highlight the wearer’s features. This hairstyle also pairs well with glasses, while providing an immaculate and refined look appropriate for business or leisure.
8. Wavy Lob
The wavy lob (or long bob) is a trendy haircut that suits many faces and hair types because of how flexible it is. This is a medium hair length style cut into loose waves that is volumetric and texturally interesting. Achieving glasses looks amazing with this cut because they make you look polished while drawing attention to your cheekbones, helping you look stunning without much effort.
9. Curly Bob with Glasses
The bob with soft curls is easy yet stunning option for women over fifty since it provides extra density and enriches the structure of the hair. This style features smooth curls that contour the face and look amazing on a woman with mid-length hair. The balance that glasses bring to the curls and frame are perfect, making a winning fashion statement.
10. Long Layers with Glasses
Long layers provide a flattering and feminine look for women with longer, red hair. This hairstyle involves cutting the hair into various lengths to create movement and volume. Glasses enhance this style by adding a touch of sophistication, making it a great option for everyday wear.
11. Classic Pixie Cut
The classic pixie cut is a timeless and stylish option for women over 50. This short hairstyle features closely cropped sides and slightly longer layers on top, offering a chic and easy-to-maintain look. Glasses complement this haircut perfectly, providing a sleek and sophisticated appearance.
12. Side-Swept Bangs with Medium-Length Cut
Styling the hair to the shoulders and combining it with soft side bangs result in a very adaptable and elegant hairstyle. This particular haircut features side bangs that blend with shoulder-length hair. It can be complemented with loose frames which elevate the hairstyle further.
13. Messy Bun
Ideal for ladies above 50, a messy bun is a relaxed but chic option. To achieve this hairstyle, gather all your hair at the back of your head and twist it into a loose and relaxed bun. This hairstyle is paired with glasses, which balance out the casual vibe and add some charm.
14. Soft Waves with Medium-Length Hair
Soft waves are a classic sexy look, suitable for every woman with medium to shoulder-length hair. By adding a subtle curl and some texture, the hair appears beautiful and natural. It can be enhanced further by wearing glasses to add some glam that goes well with the waves and the facial features.
15. Modern Shag
The modern shag is a new and active hairstyle and is characterized by its choppy layers and textured look. It works best for glasses-wearing women with thick coarse hair since it complements grunge edgy fashion. With pure modern shag, the hair movement and volume from the layers is accentuated which is ideal for bold contemporary looks.
16. Voluminous Curls with Glasses
These curls are perfect if you need to add some glamour or elegance to your hairstyle. Framing the face while enhancing the features emphasizes the need for the full, bouncy curls to be placed in just the right way. Glasses accessorize this look effortlessly and complete the vibe of sophistication that the style projects.
17. Side-Parted Bob
If you are over the age of fifty, the side-parted bob tries to blend classical and contemporary styles to make you look timeless. The sleek bob with the deep side part, bringing more dimension and style to the hair cut. It complements well with glasses, enabling the polished and refined look that goes along with the clean lines of the bob.
18. Bob with Face-Framing Layers
This type of bob softens your face while giving sharper edges to the features adding shape to the head, making the haircut multidimensional. It is meant to provide the best for those whose hair is peri- fringed and layered around the face. The modern touch is accentuated by glasses, improving the sleek appearance while looking chic.
19. Flirty Feathered Cut
The flirty feathered cut involves light, feathery layers that add movement and texture to your hair. This hairstyle is great for women with fine hair and glasses, providing a playful and stylish look that complements your eyewear and enhances your natural beauty.
20. Sleek Updo with Glasses
A sleek updo is an elegant and sophisticated choice of hairstyle for special occasions. This hairstyle has smooth, pinned back hair which gives a polished look. Glasses refine the look and make this style perfect for formal events, giving you a graceful and chic look.
21. Layered Bob with Side Bangs
The layered bob with side bangs gives a stylish and versatile look. This hairstyle consists of layers added to the back and sides of the hair to create volume and movement and along with side swept bangs to frame the face. Glasses are an added modern touch that compliments this cut and gives a sophisticated look.
22. Elegant Lob with Glasses
The elegant lob, or long bob, is a chic and versatile hairstyle that works well for various hair types. This medium-length cut features smooth, flowing layers that frame the face. Glasses complement this style beautifully, adding a touch of sophistication and enhancing your natural features.
23. Tousled Pixie Cut
The tousled pixie cut is a modern hairstyle that best suits women above 50 years of age. This cut has soft short layers with texture which gives it a stylish and relaxed vibe. This hairstyle works best when combined with glasses as they give a clean and effortless look.
24. Soft Textured Waves
Soft textured waves enhance the appearance of women with medium-length hair by giving a flattering yet relaxed look. This hairstyle involves soft curls that add movement and volume. Glasses make this style even better by making it sophisticated and ideal for both formal and casual gatherings.
25. Layered Shag with Glasses
A layered shag is a dynamic and modern hairstyle featuring choppy layers and texture. This cut works well for women with thick hair and glasses, offering a bold and stylish look. The layers create movement and volume, adding a touch of edge to your overall appearance.
26. Classic French Twist
Wearing the classic French twist gives a person an elegant and graceful appearance. This hairstyle is considered one of the timeless hairstyles because of its polished bun, making it suitable for cerebration or formal events. Glasses go well with this hairstyle as they add grace and accent the refinement of the style.
27. Polished Medium-Length Cut
A polished medium–length cut exudes elegance and flexibility. This style showcases hair of an equal length at the shoulders which can be worn in different hairdos. Glasses add to this style as they soften the appearance whilst also enhancing the contours of the face.
28. Curly Lob with Glasses
With medium length hair, the curly lob is a distinctive hairstyle that has soft curls. Moreover, it is easy to manage. This style takes away the monotony of hair making it flexible for ladies in their 50’s. Glasses add to the style because they ward off any dated look and completes the makeover.
29. Sleek Pixie with Glasses
The sleek pixie depicts the modern and ageless characteristics, and is suitable for women above the age of 50. This look comes with close shaved bangs and the top is left smooth and sleek. Glasses help to polish this outfit and are ideal for classy and contemporary sleek looks.
30. Soft Beach Waves with Glasses
The style with soft ocean waves will give a pleasant look to women with mid-length hair. The glasses will enhance this hairstyle as they highlight elegance with simplicity. This variation includes gentle free flowing curls that enhance the volume and movement of the hair.
31. Classic Tapered Cut
As refined as it is practical, the tapered cut is well suited for women over 50. With shorter sides and longer layers on top, the cut remains sophisticated and polished. This hairdo is best paired with glasses as they offer modern elegance.
32. Voluminous Bob with Glasses
With a voluminous bob, you can add extra style to your haircut. Characterized by additional volume at the roots, this style is flattering and chic. Glasses are a great addition to this style as they further enhance your look with sophistication.
33. Modern Textured Pixie
Shattered pixie is one of the most trendy and dynamic variations of textured pixie styles. Short choppy layers characterize this modern edgy cut suitable for women with fine hair and eyeglasses. The addition of texture enhances volume, making this style great for an edgy modern look.
34. Soft Shoulder-Length Cut
Soft shoulder-length cut is an appealing option for women above 50 because of its smooth and flattering design. Hair is layered gently around the shoulders, further accentuated by glasses which polish the natural beauty of the wearer.
35. Layered Medium-Length Hair with Glasses
Medium-length layered hair is an effortlessly stylish haircut for women. It enhances the volum and movement in one’s shoulder-length hair. This hairstyle is complemented beautifully with glasses as it adds extra elegance and sophistication which frames your face.
36. Elegant Low Bun with Glasses
Sophisticated and formal gatherings require an elegant low bun. This hairstyle consists of hair being swept into a neat smooth bun at the nape of the neck. This hairstyle can be enhanced further with the use of glasses which elevate the overall style bringing more elegance.
37. Side-Swept Pixie Cut
Swept to the side pixie cut is a modern chic hairstyle depicting short, textured layers of hair that have been cut and styled to rest on one side. It is ideal for women who put on glasses, creating chic and stylish appearance with the proper framing of the features.
38. Long Curly Layers with Glasses
Women over 50 still desire to appear youthful and withagic ans long curly layers does exactly that. Softener voluminous curls work wonders with the overall movement of the hair. Adding glasses with this hairstyle looks stunning resulting in elevated sophistication.
39. Polished Straight Bob
This A-Line bob for women above 50 years is sleek. The hair is straight and un-layered which creates a sophisticated appearance, and any accessories glasses look enhances this hairstyle. Polished straight bob accentuate the user’s handsomeness.
40. Stylish Medium-Length Shag
This trendy hairstyle for women with thick hair and glasses resembles a timeless shag cut; it is texturized, layered, and choppy at mid-lengths. It blends well with bold and contemporary looks. The haircut’s layers and volume make it a trendy hairstyle.
41. Flirty Layered Bob
This playful hairstyle has layered curls that give the bob a playful touch and frames the face volumetrically which add dynamics rendering flirty layered bob versatile. Glasses further enhance this look while adding finesse to the overall appearance.
42. Chic Angled Bob with Glasses
This modern and stylish Angled Bob with sleek lines is a bold look for women with fine hair and glasses. The cut incorporates sharp angles which create edgy dimension. The Chic Angled Bob rendered sophisticated appearance turns out to be a perfect choice.
43. Elegant Roll-Up Hairstyle
The sophisticated roll-up hairstyle comprises rolling and securing hair into an elegant updo. It is suitable for formal occasions and enhances the wearer’s grace, especially with eyeglasses.
44. Soft Textured Lob
The soft textured lob is a stylish hairdo, sported with shoulders-length hair, that combines light curls giving an effortless and polished look. This hairstyle is manageable, yet adds volume to the hair. Attending events while wearing glasses enhances the beauty of the look by softening the edges of the face and providing a sophisticated touch.
45. Polished Side Part with Glasses
A polished side part is a sophisticated hairstyle suitable for women over 50 years of age. It consists of smooth, shoulder-length hair with a deep part on one side. Glasses help capture the essence of this hairstyle by drawing the attention to the features of the face.
46. Modern Pixie Cut with Glasses
The modern pixie cut is characterized by short hair with soft, textured layers. It is suitable for women of all ages as it is easy to style with glasses, making it contemporary for those with fine or thick hair. The new age standards and texture, adds movement and dimension unto the hair making it suitable for all modern looks.
47. Soft Beachy Curls with Glasses
For women over the age of 50, soft beachy curls provide an appealing and effortless look. The hairstyle features natural volume and texture with loose, natural curls. It also adds glasses which complements the hairstyle very well giving you a chic and relaxed look.
48. Elegant Side-Swept Curls
These curls appear soft. Elegant side-swept curls are refined and swept to one side, adding polish to the hair. This mainly aims at women wearing glasses as it enhances the elegance of the hairstyle and frames the face beautifully.
49. Classic Shoulder-Length Cut
A shoulder-length cut is categorized as a versatile and timeless hairstyle. The hairstyle exhibits smooth shoulder length hair which can be styled in multiple ways. The style is further defined using glasses which add sophistication and enhance one’s natural features.
50. Chic Curly Pixie Cut
The curly mohawk is a contemporary hairstyle that is both bold and dynamic featuring short, curly layers. It is advisable to older woman above 50 who where spectacles as this defines the trendy look adds a touch of class. The springy locks create movement making it suitable for stylish women.
51. Textured Medium-Length Cut
This hairstyle is ideal for women with medium length hair as it is both flattering and easy to manage. This specific hairstyle has volume and movement due to the layers and texture. With this style, glasses complete your look by adding polish and chic flair.
