25 Trendy Hairstyles With Glasses For Women Over 50

When choosing the ideal hairstyle for women over 50, your glasses can greatly influence how your look comes together. The right haircut should work in harmony with your eyewear while highlighting your natural features. Whether your hair is fine, thick, or naturally gray, there are countless flattering options to explore. 

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1. Side Brushed Bob

Among the many hairstyles for women over 50 with glasses, this one stands out for its understated elegance. Featuring a longer length on one side, it creates a subtle asymmetrical effect. The side part adds extra volume, making it an excellent choice for those with longer face shapes.

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2. Long Blonde Hair

Gentle, tousled layers give off a breezy, beachy vibe that complements round and oval face shapes beautifully. The textured ends bring effortless elegance and a hint of playfulness to long hair, creating a stylish and graceful look.

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3. Straight Brown Haircut

Another beautiful option for mature women is the long bob. Worn with a side part, sleek straight hair, and black glasses, this look exudes elegance and style.

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4. Choppy Pixie with Big Glasses

Choppy layers bring a fresh, youthful touch to your appearance. The varied lengths add texture and depth, giving the style a fun and effortless feel. When combined with glasses, it takes on a trendy, contemporary edge. Perfect for casual occasions or creative fields, this look suits women who enjoy a hairstyle with personality and flair.

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5. Grey Fine Hair

A gray pixie cut is a confident and stylish choice that celebrates your natural color. The short layers at the crown create volume and movement, while glasses add a chic, contemporary touch. This easy-to-manage hairstyle is perfect for women who want a fuss-free look that still feels fashionable, making it great for both everyday wear and special occasions.

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6. Long Hair Uptie

Blunt and layered hairstyles for over 50 with glasses can be a good choice for you if you have thin hair. The hair from the crown and the sides are pinned back but not too tightly so that there is still some easy carefree vibe to it.

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7. Red Glass with Brown Hair

Here’s another trendy hairstyle for women over 50 with glasses. The charm of this look comes from its gorgeous colour, adding a touch of class and sophistication. It’s a flattering style that enhances any look and suits all hair types, regardless of thickness.

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8. Backbrushed Bob

Here’s another youthful hairstyle for women over 50 with glasses. The graduated bob is a chic choice that flatters both thick and thin hair, though it’s especially beneficial for those with finer strands. The flipped side part adds lift and prevents the hair from appearing flat.

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9. Classic Pixie

The timeless pixie cut remains a favorite for a reason. Featuring short, tapered sides and a longer top, it accentuates your facial features perfectly. When paired with glasses, it exudes elegance and charm, making it a versatile option suitable for everything from casual outings to professional settings.

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10. Long Hair with Glasses

Here’s another effortlessly chic look we adore. This blunt cut is both fashionable and flattering, especially for thin, straight hair—and it’s incredibly easy to style.

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11. Grey Wavy Hair

Age should never stop you from having fun with your hair. The carefree, messy look knows no age limits—and this hairstyle captures that spirit perfectly. It even adds personality to simple frames. If you’re searching for inspiration for long hairstyles for women over 50 with glasses, this effortlessly tousled style is a great choice.

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12. Layered Auburn Hair

Layered hairstyles always carry a timeless appeal, effortlessly making a chic style statement. Among the top layered hairstyles for women over 50 with glasses, it strikes the ideal balance between sophistication and glamour.

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13. Layered Pixie

For extra texture and bounce, the layered pixie is a great choice. The layers add vitality and pair beautifully with glasses. This haircut is particularly ideal for women with fine or thinning hair, as it creates the illusion of fullness. It’s a stylish yet low-maintenance option, perfect for women with busy, active lifestyles.

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14. Short Haircut

Fine hair can often lack volume, but a short cut instantly adds body and movement. This hairstyle highlights your facial features and complements glasses perfectly, creating a refined yet youthful look. It’s a versatile option that works well for both professional settings and casual outings—perfect for women with a busy lifestyle.

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15. Choppy Layers

Choppy layers bring a fresh, youthful energy to your hairstyle. The uneven texture adds movement and depth, giving it a fun, carefree feel. Combined with glasses, this look takes on a trendy, contemporary edge. Perfect for casual outings or creative careers, it’s a great choice for women who enjoy a touch of personality in their hair.

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16. Blonde Bob

The long bob, often called a “lob,” is a universally flattering hairstyle that complements nearly every face shape. It’s an excellent option for women over 50 with glasses, as its length highlights the cheekbones and defines the jawline. Whether for a special occasion or a relaxed outing, this style brings effortless elegance and sophistication.

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17. Curly Hair with Glass

When it comes to youthful hairstyles for women over 50 with glasses, curly styles are hard to beat. This particular look is one of the best examples — the soft bangs draw subtle attention to the face while keeping the focus balanced with the glasses.

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18. Voluminous Grey Hair

Enhance your look with this stunning layered hairstyle. The layers add plenty of volume, while the loose curls bring shape and movement. Complete with full front bangs, this style comes together beautifully for a polished and flattering finish.

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19. Grey Bob

A classic bob looks especially striking with gray hair. The clean, smooth lines of the cut highlight your natural shade, while glasses add a refined finishing touch. Ideal for women seeking an easy-to-manage yet eye-catching style, this look works beautifully for both everyday wear and special occasions.

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20. Medium Length Blonde Hair

If you want a neat and polished appearance to pair with your glasses, a combed-back hairstyle is an excellent choice.