Flattering Hairstyles for Women Over 50 with Round Faces

Finding the perfect hairstyle as a woman over 50 with a round face can be a challenge, but it doesn’t have to be. The key is to choose a style that flatters your face shape while complementing your natural hair texture.

Whether you have fine hair, thick hair, or gray hair, there are countless options that can enhance your features and give you a youthful, modern look. From layered bobs to pixie cuts and everything in between, these hairstyles are designed to elongate and frame round faces beautifully.

Plus, many of these styles work seamlessly for women with glasses. Read on to discover the best haircuts that will help you look and feel your best at any age!

1. Classic Bob for Round Faces

A classic bob cut is a timeless option for women in their 50s with round faces. This style frames the face, making it appear slimmer, and adds a touch of sophistication. Whether you have fine or thick hair, this hairstyle can be tailored to suit your texture. For women with glasses, this bob provides a stylish contrast that enhances your overall look. Adding slight layers can create volume, making it ideal for fine hair while maintaining elegance.

2. Curly Bob with Volume

A curly bob is perfect for women over 50 who have round faces and want to embrace their natural curls. This style adds volume and dimension, making your face appear more elongated. Curly hair naturally lifts, so it works well with fine hair or thicker hair, depending on how you shape the curls. Women with glasses can pull off this look effortlessly, adding to the overall appeal of a balanced, playful appearance.

3. Long Pixie Cut

The long pixie cut is ideal for women in their fifties with round faces. The length on top adds volume, while the shorter sides balance the roundness of the face. This cut works well for both fine hair and thicker hair. Adding subtle highlights to gray hair can create depth and dimension, enhancing the pixie’s chic look. Women with glasses will find this style frames their face nicely, making it perfect for a modern, age-appropriate look.

4. Side-Swept Bangs with Layers

Side-swept bangs can be incredibly flattering for women over 50 with round faces. This style creates an angular effect, elongating the face and softening its round shape. Paired with layered hair, it adds texture and volume, making it suitable for fine hair. If you have gray or thick hair, this style still provides the perfect balance without overwhelming your features. For women with glasses, the side-swept bangs create a lovely frame around the eyes.

5. Short Shag Cut

The short shag cut is a versatile hairstyle for women in their fifties, especially those with round faces. The choppy layers and textured look give your hair volume and dimension, making your face appear slimmer. It’s particularly suitable for fine hair but can be adjusted for thicker hair as well. Gray hair gains an edgy, youthful appearance with this cut. Women with glasses can enjoy the lift this style provides, adding structure to their overall look.

6. Layered Lob

A layered lob is an excellent option for women over 50 with round faces. The longer length elongates the face, while the layers add volume and movement, making it suitable for both fine and thicker hair. If you have gray hair, the layers can add texture and depth, making your hair look more dynamic. Women with glasses will find that the lob enhances their facial features, giving them a stylish, modern appearance without overwhelming their look.

7. Wavy Bob with Side Part

A wavy bob with a side part is a flattering hairstyle for women in their fifties with round faces. The waves add natural volume and movement, while the side part breaks up the roundness of the face. This style works well for fine hair, as the waves give the illusion of thickness. Women with glasses can pull off this look effortlessly, and it can also be a great way to incorporate some highlights into gray hair for a youthful, vibrant effect.

8. Chin-Length Bob with Soft Waves

The chin-length bob with soft waves is a classic choice for women over 50 with round faces. The waves add softness and volume, helping to elongate the face. This style works especially well for fine hair, giving it a fuller appearance. Women with glasses will find this look incredibly chic, while those with gray or thick hair will enjoy the low-maintenance elegance this style offers.

9. Short Layered Pixie

A short layered pixie is perfect for women in their fifties who have round faces. The layers add volume on top, while the shorter sides help to balance the roundness of the face. This cut is ideal for women with fine hair, as the layers create the illusion of thickness. If you have gray hair, the short pixie adds a youthful and edgy vibe. Women with glasses will find this style frames their face beautifully.

10. Shoulder-Length Cut with Soft Layers

Shoulder-length cuts are a versatile option for women over 50 with round faces. The soft layers add movement and volume, making this cut ideal for both fine hair and thicker hair. For women with gray hair, this style provides a youthful lift, while women with glasses will appreciate the way it frames their face. The length also offers enough versatility for styling, whether you prefer straight, wavy, or curly hair.

11. Sleek Bob with a Middle Part

A sleek bob with a middle part is a sophisticated hairstyle for women in their fifties. The middle part helps elongate the roundness of the face, creating a slimming effect. This style works particularly well for women with fine hair, as the sleekness adds a polished look. Women with glasses can enjoy the refined appearance this bob gives, while those with gray or thick hair will appreciate its simplicity and elegance.

12. Textured Lob with Beachy Waves

A textured lob with beachy waves is a playful and flattering choice for women over 50 with round faces. The waves add volume and movement, breaking up the roundness of the face. This hairstyle is perfect for fine hair, as the texture adds thickness and fullness. Women with glasses can rock this laid-back look, and it’s ideal for those with gray or thicker hair who want to maintain a youthful, relaxed appearance.

13. Angled Bob

An angled bob is an excellent choice for women in their fifties with round faces. The sharp angle of the bob creates an illusion of length, making the face appear slimmer. This style works well for both fine and thicker hair, depending on how dramatic you want the angle to be. Women with glasses will appreciate the modern, edgy look this cut provides. For those with gray hair, the angled bob adds an elegant, youthful flair.

14. Shoulder-Length Waves with Balayage

For women over 50 with round faces, shoulder-length waves with balayage highlights offer a youthful and fresh appearance. The waves add movement and dimension, while the balayage provides depth and contrast. This style works well for fine hair, as the waves give it a fuller look. Women with glasses will find the soft waves and color transitions to complement their frames beautifully. If you have gray or thick hair, this cut adds a sophisticated touch.

15. Wispy Bangs with Layered Cut

Wispy bangs paired with a layered cut is a soft and flattering hairstyle for women over 50 with round faces. The bangs help to frame the face, while the layers add volume and dimension, making it suitable for both fine and thick hair. Women with glasses will find the wispy bangs do not overpower their frames, offering a balanced, airy look. For women with gray hair, this style adds softness and a youthful touch to their overall appearance.

16. Long Layers with Side-Swept Bangs

Long layers with side-swept bangs are ideal for women in their fifties who want to elongate their round faces. The layers add movement and texture, making it perfect for fine hair, while the side-swept bangs create an angular effect that balances the face’s roundness. Women with glasses will find this style complements their frames beautifully, and for those with gray hair, the long layers add a touch of elegance and sophistication.

17. Choppy Pixie Cut

A choppy pixie cut is a bold and youthful hairstyle for women over 50 with round faces. The choppy layers add texture and volume, making it a great option for fine hair, while also being adaptable for thicker hair. Women with glasses will enjoy how this cut frames the face, giving a modern and edgy look. For women with gray hair, the choppy pixie provides a fresh and stylish way to showcase their natural color.

18. Shoulder-Length Cut with Side Part

A shoulder-length cut with a side part is a classic and flattering hairstyle for women in their fifties with round faces. The side part creates an asymmetrical look, helping to elongate the face. This style works well for fine hair, as it adds volume, and it’s equally effective for women with thick hair. Women with glasses will find this look frames their face beautifully, while those with gray hair will appreciate the versatility and elegance of this cut.

19. Short Bob with Blunt Ends

A short bob with blunt ends is a sleek and sophisticated option for women over 50 with round faces. The blunt ends help to add structure and definition to the face, making it appear more angular. This style is perfect for fine hair, as it adds weight and thickness, while women with thick hair can also enjoy the chic simplicity of this cut. Women with glasses will appreciate the sharp contrast this bob provides, and it’s a great choice for those with gray hair.

20. Textured Pixie with Long Bangs

A textured pixie cut with long bangs is a stylish and youthful option for women in their fifties. The long bangs help to elongate the face, while the textured layers add volume and dimension, making it perfect for fine hair. Women with glasses will find this cut complements their frames nicely, offering a chic and modern look. For those with gray hair, the textured pixie adds a fresh and playful touch.

21. Long Bob with Layers

A long bob with layers is a versatile and flattering hairstyle for women over 50 with round faces. The layers add movement and volume, making this style suitable for both fine and thicker hair. Women with glasses will find this bob creates a stylish frame for their face, while those with gray hair can enjoy the depth and texture that the layers provide. This style is low-maintenance and perfect for a modern, polished look.

22. Shaggy Bob with Curtain Bangs

A shaggy bob with curtain bangs is an ideal choice for women in their fifties who want a relaxed yet stylish look. The shaggy layers add volume and texture, making it perfect for fine hair, while the curtain bangs frame the face and soften its roundness. Women with glasses will appreciate how the curtain bangs complement their frames, and those with gray hair can embrace this youthful, carefree style.

23. Wavy Lob with Side Bangs

A wavy lob with side bangs is a great option for women over 50 with round faces. The waves add volume and movement, while the side bangs create an angular effect that elongates the face. This style is perfect for fine hair, as the waves give it a fuller appearance, and it works equally well for thicker hair. Women with glasses will find this style enhances their overall look, and it’s a flattering choice for those with gray hair.

24. Asymmetrical Bob

An asymmetrical bob is a chic and edgy hairstyle for women in their fifties with round faces. The asymmetry creates a slimming effect, making the face appear more elongated. This cut works well for fine hair, adding volume and structure, while also being adaptable for thick hair. Women with glasses will love the modern, stylish look of this bob, and for those with gray hair, it adds a sophisticated yet youthful touch.

25. Sleek Shoulder-Length Hair

Sleek shoulder-length hair is a timeless option for women over 50 with round faces. The straight, smooth texture helps to elongate the face, creating a slimming effect. This style works well for fine hair, as the sleekness adds a polished look, and it’s also a great option for women with thick hair. Women with glasses will find this style complements their frames beautifully, while those with gray hair can enjoy the elegant simplicity of this cut.

26. Tousled Waves with Layers

Tousled waves with layers are a relaxed and flattering choice for women in their fifties with round faces. The layers add movement and texture, while the waves create a soft, natural look that breaks up the roundness of the face. This style is ideal for fine hair, as the waves give it a fuller appearance, and it’s equally suitable for women with thick hair. Women with glasses will enjoy the carefree, youthful vibe of this look, and it’s perfect for showcasing gray hair.

27. Soft Pixie Cut with Bangs

A soft pixie cut with bangs is a chic and flattering hairstyle for women over 50 with round faces. The soft layers add texture and volume, while the bangs help to frame the face and balance its roundness. This cut is ideal for fine hair, as the layers create the illusion of thickness, and it works well for women with thick hair too. Women with glasses will appreciate the way this pixie cut frames their face, offering a modern and stylish look.

28. Long Layered Waves

Long layered waves are perfect for women in their fifties with round faces. The layers add movement and volume, while the waves help to elongate the face and create a more angular appearance. This style is ideal for fine hair, as the waves give it a fuller look, and it works equally well for thick hair. Women with glasses will find this style complements their frames beautifully, and it’s a flattering choice for those with gray hair.

29. Blunt Bob with Middle Part

A blunt bob with a middle part is a sleek and sophisticated hairstyle for women over 50 with round faces. The blunt cut adds structure and definition to the face, making it appear more angular, while the middle part creates a balanced look. This style is perfect for fine hair, as it adds thickness and weight, and it’s also a great option for women with thick hair. Women with glasses will appreciate the chic simplicity of this bob, and it’s a timeless choice for those with gray hair.

30. Feathered Layers

Feathered layers are a great option for women in their fifties who have round faces. The feathering adds texture and movement, creating a slimming effect that elongates the face. This style is perfect for fine hair, as the layers add volume, and it’s also suitable for women with thick hair. Women with glasses will enjoy how the feathered layers frame their face, offering a soft and flattering look. For women with gray hair, the feathered layers add a youthful and dynamic touch.

31. Layered Bob with Wispy Bangs

A layered bob with wispy bangs is an ideal hairstyle for women over 50 with round faces. The layers add volume and texture, while the wispy bangs help to frame the face and soften its roundness. This style works well for fine hair, as it creates the illusion of thickness, and it’s equally effective for thicker hair. Women with glasses will find this look complements their frames beautifully, and for those with gray hair, the layered bob adds a youthful and dynamic feel.

32. Chin-Length Bob with Side-Swept Bangs

A chin-length bob with side-swept bangs is a chic and flattering choice for women in their fifties. The bob frames the face and adds structure, while the side-swept bangs create an angular look that elongates the face. This hairstyle works well for fine hair, as the bob adds fullness and volume. Women with glasses will find that the side-swept bangs complement their eyewear nicely, and it’s an excellent option for those with gray hair.

33. Curly Bob with Fringe

A curly bob with fringe is a fun and youthful hairstyle for women over 50 with round faces. The curls add volume and bounce, making this style perfect for those with curly hair. The fringe helps to frame the face and balance its roundness. Women with glasses will find that the fringe works well with their frames, while the curls create a soft, playful look. For women with gray hair, this bob offers a modern yet timeless style.

34. Straight Lob with Side Part

A straight lob with a side part is a sleek and elegant option for women in their fifties who want to elongate their round faces. The side part creates an asymmetrical effect, while the straight texture gives the face a more angular appearance. This style is perfect for fine hair, as the straightness adds a polished look, and it’s also a great choice for women with thick hair. Women with glasses will find this style frames their face beautifully, and it’s a sophisticated look for those with gray hair.

35. Layered Pixie with Textured Ends

A layered pixie with textured ends is a bold and modern hairstyle for women over 50 with round faces. The layers add volume and texture, while the textured ends give the cut a playful, edgy feel. This style is great for fine hair, as it creates the illusion of thickness, and it also works well for women with thicker hair. Women with glasses will love how this pixie frames their face, offering a stylish and youthful look. For women with gray hair, the textured pixie adds a fresh and contemporary touch.

36. Shoulder-Length Waves with Highlights

Shoulder-length waves with highlights are a flattering and youthful option for women in their fifties with round faces. The waves add volume and movement, while the highlights create dimension and depth. This style works well for fine hair, as the waves give it a fuller appearance, and it’s equally suitable for thicker hair. Women with glasses will appreciate how the waves and highlights complement their frames, while those with gray hair can enjoy the added vibrancy from the highlights.

37. Short Bob with Volume

A short bob with volume is a chic and flattering hairstyle for women over 50 with round faces. The volume adds height and dimension, helping to elongate the face. This style works well for fine hair, as it creates the illusion of thickness, and it’s also a great option for women with thick hair. Women with glasses will love how the volume adds balance to their look, and it’s a timeless option for those with gray hair.

38. Soft Wavy Bob

A soft wavy bob is a perfect style for women in their fifties who want a gentle, flattering look for their round face shape. The waves add movement and softness, creating a balanced appearance. This style is great for fine hair, as the waves give it fullness and texture. Women with glasses will enjoy how the waves frame their face, and it’s an ideal choice for women with gray hair who want a youthful, elegant look.

39. Sleek Pixie with Side Bangs

A sleek pixie with side bangs is a modern and stylish option for women over 50 with round faces. The side bangs help to elongate the face, while the sleek texture adds a polished, sophisticated look. This cut works well for fine hair, as the sleekness adds a smooth finish, and it’s also suitable for thicker hair. Women with glasses will love how the side bangs complement their frames, and it’s a chic choice for those with gray hair.

40. Layered Lob with Feathered Ends

A layered lob with feathered ends is a versatile and flattering hairstyle for women in their fifties. The feathered ends create movement and texture, helping to elongate the face. This style is ideal for fine hair, as the layers add volume, and it works equally well for women with thick hair. Women with glasses will find this look frames their face beautifully, and for those with gray hair, the feathered lob adds a modern and youthful touch.

41. Wavy Bob with Side Bangs

A wavy bob with side bangs is a playful and flattering hairstyle for women over 50 with round faces. The waves add texture and volume, while the side bangs help to elongate the face. This style is perfect for fine hair, as the waves give it a fuller appearance, and it works equally well for thick hair. Women with glasses will enjoy how the side bangs frame their face, and it’s a stylish option for those with gray hair.

42. Shaggy Pixie with Long Layers

A shaggy pixie with long layers is a trendy and modern choice for women in their fifties. The long layers add volume and texture, helping to create a more angular look for round faces. This cut works well for fine hair, as it gives the illusion of thickness, and it’s also a great option for women with thicker hair. Women with glasses will find the shaggy pixie complements their frames nicely, and it’s a fun and youthful style for those with gray hair.

43. Curly Lob with Bangs

A curly lob with bangs is a perfect style for women over 50 with curly hair. The lob adds length and volume, while the bangs help to frame the face and soften its roundness. This style is ideal for women with thick hair, as the curls create a voluminous and dynamic look. Women with glasses will find that the bangs and curls work well with their frames, and for those with gray hair, this curly lob offers a fresh and playful option.

44. Short Cut with Soft Layers

A short cut with soft layers is a flattering and low-maintenance option for women in their fifties with round faces. The soft layers add movement and texture, creating a more balanced look. This style is perfect for fine hair, as it adds volume, and it also works well for women with thick hair. Women with glasses will love how the soft layers frame their face, and it’s a great choice for those with gray hair.

45. Layered Shag with Fringe

A layered shag with fringe is a youthful and playful hairstyle for women over 50 with round faces. The layers add volume and texture, while the fringe helps to balance the face’s roundness. This cut is ideal for fine hair, as the layers create the illusion of thickness, and it works well for women with thicker hair. Women with glasses will appreciate how the fringe complements their frames, and for those with gray hair, the layered shag adds a fresh and dynamic look.

46. Voluminous Bob with Curls

A voluminous bob with curls is a bold and fun option for women in their fifties with round faces. The curls add volume and bounce, making this style perfect for women with thick hair. The bob frames the face, while the curls create a soft, playful look. Women with glasses will enjoy how the voluminous curls complement their eyewear, and it’s a stylish choice for women with gray hair.

47. Short Pixie with Tapered Sides

A short pixie with tapered sides is a sleek and modern hairstyle for women over 50 with round faces. The tapered sides create a more angular look, helping to elongate the face. This cut works well for fine hair, as it adds structure and definition, and it’s also a great choice for women with thick hair. Women with glasses will appreciate how the tapered sides complement their frames, and it’s a stylish option for those with gray hair.

48. Side-Swept Lob with Layers

A side-swept lob with layers is a flattering and versatile hairstyle for women in their fifties. The layers add volume and texture, while the side-swept style helps to elongate the face. This cut works well for fine hair, as it creates the illusion of fullness, and it’s equally suitable for thick hair. Women with glasses will love how the side-swept look complements their eyewear, and for those with gray hair, this lob adds a fresh and youthful touch.

49. Curly Bob with Side Part

A curly bob with a side part is a playful and flattering hairstyle for women over 50 with round faces. The side part adds asymmetry, helping to elongate the face, while the curls add volume and movement. This style is ideal for women with thick hair, as the curls create a dynamic look. Women with glasses will enjoy how the curls and side part frame their face, and it’s a stylish option for those with gray hair.

50. Short Wavy Pixie

A short wavy pixie is a chic and modern option for women in their fifties who want a youthful look. The waves add texture and movement, while the pixie cut helps to

elongate the face. This style works well for fine hair, as the waves give it a fuller appearance, and it’s also suitable for women with thick hair. Women with glasses will love how the waves frame their face, and it’s a great choice for those with gray hair.

51. Shaggy Bob with Layers

A shaggy bob with layers is a playful and youthful hairstyle for women over 50 with round faces. The layers add texture and volume, while the shaggy cut creates a casual, relaxed look. This style works well for fine hair, as it gives the illusion of thickness, and it’s equally suitable for thick hair. Women with glasses will find that the shaggy bob complements their frames beautifully, and it’s a trendy option for women with gray hair.