Top 27 Winter Haircuts for Plus Size Women: Flattering Styles to Complement Your Round Face

Finding the perfect winter haircut can be a challenge, especially for plus-size women looking to flatter their round faces. Whether you're seeking a bold pixie, a soft wavy bob, or something easy and healthy to maintain, the right style can enhance your natural beauty while keeping things chic and comfortable. In this guide, we’ll explore some of the best haircut ideas to keep you looking fabulous this winter season!

Flattering Medium-Length Waves with Red Highlights

This winter haircut blends striking red highlights with medium-length waves, offering a bold yet flattering option for plus-size women. The hairstyle enhances round faces, adding dimension and a pop of vibrant color, perfect for women in their 40s looking for a fresh, healthy look. The soft waves and gentle layers frame the face, making this an ideal style for shoulder-length hair.

Rich Plum Tones with Long Layers

This long-layered cut with rich plum tones is a perfect winter haircut for women. The soft curls add volume and movement, complementing round faces. This fashionable yet easy-to-maintain haircut suits medium to long hair, making it a versatile choice for a polished yet effortless look, perfect for women seeking a flattering style in their 40s or 50s.

Classic Long Waves

For a bridal or wedding look, this classic long wave hairstyle offers timeless elegance with subtle highlights that add depth. Best suited for plus-size women, the long flowing layers flatter round faces, creating a balanced and sophisticated silhouette. This healthy and fashionable option also works well for women in their 30s or 40s seeking a luxurious yet easy-to-manage haircut.

Vintage Curls for a Bridal Look

This stunning vintage-inspired hairstyle is perfect for plus-size women looking for a chic and timeless bridal or wedding look. The structured curls create a glamorous, Hollywood-style wave, making it a great option for round faces. This short-to-medium length cut is not only flattering but also brings an elegant, retro vibe that complements women in their 50s who prefer a classic yet bold style.

Flattering Shag with Plum Tones

The flattering shag cut in rich plum tones is ideal for women who want to add volume and dimension to their medium-length hair. This haircut suits round faces beautifully, creating a slimming effect while maintaining healthy, fashionable layers. It’s a versatile winter haircut that works for casual everyday wear or special occasions like weddings, making it one of the best medium-length styles for 50-round faces.

Easy Pixie Cut for a Chic Look

This easy-to-maintain pixie cut is a great choice for women looking for a flattering short haircut that suits round faces. The soft layers and textured top give a modern and fashionable touch, making it ideal for busy lifestyles. It’s a healthy, low-maintenance winter haircut that keeps the look sharp while offering a youthful, fresh vibe, especially for women in their 60s.

Curly Shag with Volume for Plus-Size Women

This curly shag cut is a perfect winter haircut for plus-size women who want a fun, voluminous style. The short, curly layers give a flattering lift to round faces, creating a healthy and bouncy look. This style is easy to maintain and ideal for women who want something bold and stylish while keeping it comfortable and fashionable.

Long Blonde Waves for a Wedding Look

These long blonde waves create a stunning bridal or wedding look for plus-size women. The flowing layers add softness to round faces, making it an elegant and flattering choice. This style works well for those in their 40s or 50s, adding a touch of sophistication while keeping the hair healthy and easy to style, especially for special occasions.

Short Curly Bob for Plus-Size Women

This short curly bob is an excellent winter haircut for women, especially those with round faces. The soft, voluminous curls create a flattering, youthful look, while the short length makes it easy to style. The bob shape balances the face, making it one of the best choices for plus-size women seeking a low-maintenance yet chic hairstyle.

Textured Bob with Wavy Layers

This short wavy bob is a healthy and easy winter haircut, perfect for round faces. The textured layers add movement, making it a flattering choice for plus-size women in their 30s or 40s. This medium-length cut is both fashionable and effortless, ideal for those who want a modern, easy-to-style bob that maintains a fresh, stylish look.

Short Curly Pixie for a Playful Look

This short curly pixie cut is ideal for women seeking a fun, easy-to-manage style. The playful curls add texture and volume, making it a great option for round faces and plus-size women The healthy, soft curls create a flattering shape, while the pixie length keeps it trendy and fashion-forward, perfect for the winter season.

Long Waves with Braided Accents

This bridal or wedding hairstyle features long waves with intricate braided accents, offering a unique look for plus-size women. The loose waves and braids add dimension, making it a perfect choice for round faces. This hairstyle is ideal for those in their 20s or 30s, combining healthy, flowing locks with a touch of boho-chic fashion, suitable for special occasions like weddings.

Bold Braided Style with Ombre Accents

This braided hairstyle featuring bold, sleek braids with a dark-to-blue ombre effect is a stunning and fashionable winter look for plus-size women. It flatters round faces by adding structure, and the long length adds elegance. Perfect for those who want a unique yet easy-to-maintain style, this look is ideal for women in their 30s or 40s seeking both practicality and bold fashion.

Long Wavy Layers for Plus-Size Women

This long, flowing wavy hairstyle is perfect for plus-size women looking for a flattering and healthy winter haircut. The layers create softness around the round face, giving it a balanced look. This easy-to-style haircut works beautifully for those in their 30s or 40s, offering a fashion-forward look while keeping the hair manageable and voluminous.

Golden Curls for a Glamorous Look

These long, golden curls provide a glamorous wedding or bridal look. Ideal for plus-size women, this style flatters round faces by adding volume and movement. The healthy, full curls create an elegant silhouette, making it perfect for special occasions. It's best suited for women in their 20s to 40s who want a luxurious, fashion-forward style.

Silvery Long Bob

This silvery long bob is a perfect winter haircut for women. The medium-length waves soften the round face and add a chic, sophisticated look. It’s a flattering, easy-to-style haircut that keeps the hair looking healthy and fashion-forward, making it a versatile option for both casual and formal occasions.

Long, Soft Waves for a Flawless Look

This long, wavy hairstyle is a perfect choice for plus-size women with round faces. The soft waves frame the face beautifully, creating a flattering and effortless look. Ideal for women in their 30s and 40s, this healthy, easy-to-maintain hairstyle is perfect for those seeking a laid-back yet polished winter haircut.

Edgy Short Pixie with a Modern Twist

This edgy, short pixie cut is a bold, fashion-forward winter haircut for plus-size women. The sharp, clean lines flatter round faces by adding structure, making it a unique and striking choice for those looking to make a statement. Perfect for women in their 30s to 40s, this pixie cut is easy to style and maintain while offering a healthy, trendy look.

Short Curly Bob with Bangs

This short curly bob with bangs is an ideal winter haircut for plus-size women. The voluminous curls provide a flattering lift for round faces, while the bangs add an element of style. It's a healthy and easy-to-maintain haircut that works perfectly for women in their 30s and 40s, offering a fashionable yet practical choice for those looking to keep it short and chic.

Bold Curly Shag for Round Faces

This bold, voluminous curly shag is the best option for women with round faces seeking a dramatic, winter haircut. The medium length enhances the natural curls, adding both volume and definition. This style is especially flattering for plus-size women, giving the hair a healthy, bouncy texture that stands out in any season.

Long Red Curls for a Flattering Look

These bold, long red curls are a head-turning choice for plus-size women. The vivid color and voluminous curls add a striking element to the look while flattering round faces. Best for women in their 40s, this style offers a glamorous, healthy look that makes it perfect for weddings or other special events.

Short Wavy Bob

This short wavy bob offers a fresh and flattering look for plus-size women. The waves add movement and volume, making it a great option for women with round faces. This healthy, easy-to-style haircut works well for both casual and formal occasions, making it a versatile winter haircut choice for women in their 40s.

Shoulder-Length Curly Bob

This medium-length curly bob is a flattering and easy-to-manage haircut for plus-size women. The soft curls frame the round face beautifully, creating a healthy, voluminous look. This style is ideal for women in their 30s and 40s who are looking for a chic yet low-maintenance option for winter.

Sleek Long Ponytail for Round Faces

This sleek long ponytail is an elegant and simple winter haircut for plus-size women with round faces. The long length elongates the face, creating a flattering silhouette. This healthy and easy-to-maintain style is perfect for casual outings or even formal events, offering a stylish yet low-effort look for women in their 30s and 40s.

Classic Short Bob 

This classic short bob is a perfect winter haircut for plus-size women. The sleek, structured lines beautifully complement round faces, creating a flattering and sophisticated look. Ideal for women in their 40s, this bob is easy to maintain, giving a fresh, healthy appearance that works for both casual and formal settings.

Voluminous Long Bob with Waves

This voluminous long bob features soft waves that add body and texture to the hair, making it a great choice for round faces. This winter haircut is perfect for plus-size women who want a bold, healthy look. The long bob is flattering for those in their 40s and offers the best of both worlds — volume and elegance — perfect for wedding or bridal events.

Natural Curly Medium-Length Style

This natural curly medium-length haircut is ideal for women with round faces. The soft curls add volume and movement, giving a flattering look that works for plus-size women. This style is easy to manage and healthy, perfect for a laid-back, fashionable winter haircut. It’s a versatile choice for everyday wear and special occasions.