Over 55 Hairstyles For Over 50 With Glasses: Stylish Tips To Look Fabulous

Ms. Theresia Keeling Sr. 12 May 2025

Let’s face it—age is just a number, and style knows no bounds! If you're over 50, rocking glasses, and looking for the perfect hairstyles to complement your vibe, you’ve come to the right place. Hairstyles for women over 50 with glasses don’t have to scream "grandma." Instead, they can be modern, chic, and totally on-trend. It’s all about finding what works for your face shape, personality, and lifestyle.

Nowadays, more and more women over 55 are embracing their natural beauty while experimenting with trendy hairstyles. Whether you’re into low-maintenance looks or want to try something bold, this article will guide you through the best hairstyles for women over 50 who wear glasses. Spoiler alert: You’re about to discover how to look sharp, stylish, and confident at any age!

Before we dive in, let’s set the record straight—glasses aren’t a limitation; they’re an accessory! Think of them as a fashion statement that enhances your overall look. Pairing the right hairstyle with your glasses can elevate your style game tenfold. So, let’s get started and find the perfect ‘do for you!

Why Hairstyles Matter for Women Over 50 with Glasses

When you’re over 50 and wear glasses, your hairstyle plays a crucial role in balancing your facial features. The right cut can enhance your natural beauty, while the wrong one might make you feel like you're stuck in the past. But don’t worry—we’re here to help you navigate the world of over 55 hairstyles for over 50 with glasses.

Understanding Your Face Shape

Knowing your face shape is key to choosing the right hairstyle. Whether you have an oval, round, square, or heart-shaped face, there’s a hairstyle out there that will suit you perfectly. Here’s a quick breakdown:

Oval Face: Lucky you! An oval face shape can pull off almost any hairstyle, from long layers to short bobs.
Round Face: Opt for styles that add length, like asymmetrical cuts or side-swept bangs.
Square Face:
Heart-Shaped Face:

Remember, your glasses also play a role in framing your face. A good hairstylist will consider your glasses when recommending a cut that complements your overall look.

Top 10 Hairstyles for Women Over 50 with Glasses

Let’s dive into some of the most stylish and age-defying hairstyles for women over 50 who wear glasses. These looks are versatile, easy to maintain, and guaranteed to make you feel fabulous.

1. The Classic Bob

A bob is a timeless choice for women over 50. It’s chic, sophisticated, and works well with glasses. A chin-length bob with soft layers can frame your face beautifully, while a stacked bob adds volume and movement. Bonus points if you go for a bold color like silver or platinum blonde!

2. Layers with Bangs

Layers are a game-changer for women over 50. They add dimension and movement to your hair, making it look fuller and healthier. Pair layered hair with bangs to draw attention to your eyes and create a youthful look. Side-swept bangs are particularly flattering for women with glasses.

3. Pixie Cut

If you’re bold enough to go short, a pixie cut is an excellent option. This low-maintenance style is perfect for women over 50 who want to save time on styling. Plus, it pairs beautifully with glasses, emphasizing your facial features and adding a touch of elegance.

4. Wavy Lob

A lob (long bob) with natural waves is a great choice for women who want a slightly longer style. It’s effortless, stylish, and complements glasses perfectly. Add some beachy waves with a curling iron or texturizing spray for that effortless look.

5. Sleek and Straight

For a polished and professional look, go for sleek and straight hair. This style is perfect for women who wear glasses and want to keep their hair out of their face. Use a flat iron to achieve smooth, shiny locks that frame your glasses beautifully.

6. Curly Updo

If you have curly hair, don’t be afraid to embrace it! A curly updo is a great way to show off your natural texture while keeping your hair off your face. This style works well for formal occasions and adds a touch of elegance to your look.

7. Half-Up, Half-Down

This versatile style is perfect for women who want to keep their hair out of their face but still want some volume. Gather the top section of your hair into a loose bun or ponytail, leaving the rest flowing freely. It’s a great option for casual or semi-formal events.

8. Shaggy Layers

A shaggy cut with layers is a trendy choice for women over 50. It adds texture and movement to your hair, making it look fuller and more youthful. This style works well with glasses, as it frames your face without overwhelming it.

9. Side Part with Waves

A deep side part with soft waves is a classic look that never goes out of style. It’s perfect for women over 50 who want to add some drama to their appearance. This style works well with glasses, as it draws attention to your eyes and cheekbones.

10. Gray and Fabulous

Embracing your natural gray hair is a bold and beautiful choice. Pair your silver strands with a chic hairstyle like a bob or lob, and you’ll look effortlessly stylish. Glasses complement gray hair beautifully, adding a touch of sophistication to your look.

How to Choose the Right Hairstyle for You

Choosing the right hairstyle can feel overwhelming, especially if you’re over 50 and wear glasses. Here are some tips to help you make the right decision:

Consider Your Lifestyle

Think about how much time and effort you’re willing to put into styling your hair. If you have a busy schedule, opt for low-maintenance styles like a pixie cut or sleek bob. On the other hand, if you love experimenting with your look, consider styles that require more styling, like curls or braids.

Consult a Professional Stylist

A professional hairstylist can help you find the perfect cut based on your face shape, hair type, and personal preferences. Don’t be afraid to share your ideas and ask for their expertise. They’ll guide you toward a style that flatters your features and complements your glasses.

Experiment with Colors

Changing your hair color can completely transform your look. Whether you go for a bold blonde, rich brunette, or vibrant red, the right color can enhance your complexion and make your glasses pop. Just make sure to choose a shade that complements your skin tone.

Tips for Maintaining Your Hairstyle

Once you’ve found the perfect hairstyle, it’s important to maintain it properly. Here are some tips to keep your hair looking fabulous:

Regular Trims

Get regular trims to keep your hair healthy and prevent split ends. Aim for a trim every 6-8 weeks to maintain the shape of your cut.

Use the Right Products

Invest in quality hair care products that suit your hair type. Whether you need a moisturizing conditioner or a volumizing mousse, the right products can make a big difference in the way your hair looks and feels.

Protect Your Hair from Damage

Protect your hair from heat, sun, and environmental damage by using protective products and styling tools. A heat protectant spray and a wide-tooth comb can help prevent breakage and keep your hair looking its best.

Conclusion: Embrace Your Style

In conclusion, over 55 hairstyles for over 50 with glasses are all about embracing your unique style and confidence. Whether you choose a classic bob, a trendy pixie cut, or a voluminous updo, the right hairstyle can make you feel fabulous at any age. Remember to consider your face shape, lifestyle, and personal preferences when choosing a cut, and don’t be afraid to experiment with colors and textures.

So, what are you waiting for? Head to your favorite salon, grab a stylish pair of glasses, and get ready to rock your new look! And don’t forget to share your thoughts and experiences in the comments below. Your journey to stylish aging starts here!

Why Hairstyles Matter for Women Over 50 with Glasses
Understanding Your Face Shape
Top 10 Hairstyles for Women Over 50 with Glasses
How to Choose the Right Hairstyle for You
Tips for Maintaining Your Hairstyle
Conclusion: Embrace Your Style

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