2026’s Most Flattering Hair and Makeup Trends for Women Over 50 with Round Faces

Cindy Marcus
Cindy Marcus Hairstylist, Editor-in-Chief

Finding the perfect hairstyle and makeup combination for round faces can be a delightful yet challenging adventure, especially for women over 50 who are eager to refresh their look while emphasizing their best features. If you’re searching for a hairstyle and makeup look that suits your face shape and age gracefully, you’re in the right place. This article explores 15 flattering hairstyles and makeup trends ideal for women over 50 with round faces, offering a variety of styles that promise to enhance your facial features and instill a new sense of confidence. Whether you prefer short pixie cuts, layered bobs, or soft, medium-length styles complemented by warm, flattering makeup that brings out your natural glow, our list will guide you to find your next rejuvenating hairstyle and makeup combination for a round face.

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Soft-Bronze Curly Bob with Glasses

#1 Soft-Bronze Curly Bob with Glasses

This haircut showcases a mid-length curly bob in a soft bronze tone, perfect for round faces and denser hair, offering a voluminous but manageable look. The curls add texture, balancing the face’s shape, while the bronze color adds warmth, ideal for enhancing natural complexion. Pair this style with warm bronze eyeshadow, earthy brown liners, and a rosy-mauve lipstick to complement the hair color beautifully. The warm, earthy-toned makeup creates a harmonious look that allows the voluminous curls to frame the face gracefully. Perfect for those who need a style that requires minimal daily styling yet offers elegance and sophistication. One caveat, curls might require regular maintenance to keep the shape and color vibrant. Consider this style for an effortless yet mature flair that provides both style and convenience.

Warm Caramel Waves with Soft Bangs

#2 Warm Caramel Waves with Soft Bangs & Coral Eyeshadow

This cut features warm caramel tones that beautifully complement a round face over 50 by elongating the appearance and providing movement. The soft, wispy bangs add a youthful touch without overwhelming the face, ideal for thin to medium hair density. On the technical side, the waves are crafted to add volume where it’s most flattering, drawing the eye upward and balancing facial proportions. To enhance this style, pair it with coral or peachy eyeshadow and a warm coral or salmon lipstick that complements the caramel tones. The makeup should be warm and glowing, creating a radiant appearance that harmonizes with the golden hair color. Although fabulous, the color may require maintenance to keep the caramel tones vibrant and the waves might need regular styling to retain their bounce.

Burgundy Layered Bob with Soft Waves

#3 Burgundy Layered Bob with Soft Waves with Warm Browns

Here’s a flattering choice for ladies over 50 with a round face. The deep burgundy shade adds a youthful flush, while layered cuts give it a lively bounce, enhancing volume. This medium-length style is perfect if you’re not too keen on short hair. The soft waves lightly frame the face, balancing out the roundness without overwhelming your features. To enhance this sophisticated look, pair it with a burgundy or wine-toned lipstick, neutral eyeshadow in warm taupes or browns, and a subtle hint of bronze on the eyelids. The refined makeup complements the rich burgundy hair color beautifully. It’s low maintenance but does require regular color touchups to keep the hue vibrant. A chic choice that’s both modern and manageable.

Elegant Shadow-Rooted Wavy Lob

#4 Elegant Shadow-Rooted Wavy Lob and Earthy Eyeshadow

This wavy lob is ideal for round faces, showcasing shadow-rooted highlights that deliver depth and texture while reducing upkeep. The waves soften facial contours, emphasizing the eyes and cheekbones, with a medium length that’s easy to manage but sophisticated enough for any age. To complement this elegant look, use a burgundy or wine-toned lipstick paired with warm earthy eyeshadow in browns and taupes. A touch of copper or bronze on the lids adds dimension and warmth, echoing the highlights in the hair. The shadow roots also mean less frequent color maintenance, which is fantastic for over-50 hair craving low upkeep but high style. However, the layered style does require regular styling to maintain its fresh look. This cut balances elegance with practicality, making it a smart choice for those transitioning into more mature, graceful styles.

Dynamic Chestnut Tousled Curls for Round Faces

#5 Dynamic Chestnut Tousled Curls and Peach-Pink Eyeshadow

This style features refreshing tousled curls that soften the round face, highlighting spirited chestnut tones that add an exceptional glow to complexion. With medium-length hair, this cut brings out lively dynamics and voluminous curls, enhancing fullness. Pair this youthful style with warm peachy-pink eyeshadow and a warm pink or rosy pink lipstick to complement the chestnut tones beautifully. The makeup should have a fresh, luminous quality that makes the skin glow and harmonizes with the warm hair color. Ideal for women seeking a playful, but refined look, it requires some styling prowess to maintain the curls. The cut leverages layering to distribute weight effectively, making it a suitable choice for thin to medium hair densities. Mind that daily styling might be needed to keep those curls bouncy! It’s a top pick for a fresh, easy-going style that mirrors your vibrant spirit.

Rich Chestnut Textured Bob for Round Faces

#6 Rich Chestnut Textured Bob with Rosy Pink Makeup

This beautiful textured bob is ideal for ladies over fifty with round faces looking for a fresh, manageable style. The chestnut color adds depth, while subtle layering around the face gently sculpts, enhancing your features without overwhelming. The cut works well for medium density hair, providing volume and movement. To complement this style beautifully, pair it with a mauve or rosy-pink lipstick and warm, neutral eyeshadow in soft browns and taupes. Add a touch of rose gold or copper to the lids for warmth and dimension. The makeup should be subtle and refined, highlighting your natural beauty without competing with the textured hair. However, it might require regular styling to maintain the textured look, using products like mousse or texturizing spray. Discuss styling techniques with your stylist to ensure you can recreate the look easily at home.

Subtle Chestnut Waves With Face-Framing Layers

#7 Subtle Chestnut Waves With Face-Framing Layers and Peach

This hairstyle is perfect for those looking to soften their facial features while maintaining a natural and effortless look. The gentle waves and strategic layering around the face create a youthful appearance, enhancing your natural beauty without overwhelming. The subtle layers are perfect for medium length hair, adding movement and dimension while the warm chestnut color adds depth. Pair this with soft coral or peachy-pink lipstick and warm, medium-toned eyeshadow for a complementary look. Add a touch of bronze or peach to the lids to harmonize with the hair color beautifully. Ideal for round faces, these layers help elongate the face subtly while the makeup brings out your inner glow. One caveat: if your hair is fine or thin, this style might require a bit more product to hold the desired volume.

Copper-Toned Layered Waves with Face-Framing Bangs

#8 Copper-Toned Layered Waves with Face-Framing Bangs

This haircut features lush, copper-toned waves styled to enhance volume, perfect for thicker hair types. The face-framing bangs soften the round facial structure while drawing attention to the eyes. Enhance this look with a rosy pink or rose-mauve lipstick paired with warm, medium-toned eyeshadow in pinks and corals. A soft rose gold on the lids adds luminosity that complements the copper tones beautifully. Ideal for over-50 women wanting a fresh yet manageable look that doesn’t require daily styling. The rich color adds a youthful glow but will require regular maintenance to keep the vibrancy. The medium length is versatile but may need styling tools to maintain the bounce in the waves.

Golden-Caramel S-Wave Layers for Round Faces

#9 Golden-Caramel S-Wave Layers with Soft Pink

This cut’s elegance lies in its simplicity and suitability for thicker hair types and round facial structures. The hairstyle with medium-length and S-wave layers adds volume at the crown, elongating the face attractively. Complement this look with a light, fresh pink or soft peach lipstick paired with warm, light-toned eyeshadow that brings out the eyes beautifully. A touch of soft pink or peach on the lids creates a luminous, youthful appearance. This layered approach not only enhances natural waves but also allows for easy maintenance—ideal for those leading a busy lifestyle. On the downside, it might require regular styling to maintain the shape and volume particularly if your hair tends to fall flat or if you have very straight hair by nature. Ideal for adding a youthful yet manageable style to your look without the commitment to heavy styling or length.

Dynamic Tousled Pixie Cut for Texture

#10 Dynamic Tousled Pixie Cut for Texture

This trendy tousled pixie cut is a fantastic choice for round faces, enhancing volume and texture while keeping things low-maintenance. The layered styling emphasizes movement, making it perfect if you’ve got fine to medium hair—giving the illusion of thickness. Enhance this bold look with a warm peachy or mauve-pink lipstick and light, warm-toned eyeshadow that brings out your eyes beautifully. Add a touch of peach or rose gold on the lids for a glowing, youthful appearance. Ideal for those on the go, needing minimal styling time. Be mindful, though, this cut might require frequent visits to the salon to keep its shape sharp. The short length is incredibly liberating and perfect for emphasizing your facial features and bone structure.

Effortless Russet Pixie with Textured Layers

#11 Effortless Russet Pixie with Textured Layers

This Effortless Russet Pixie with Textured Layers showcases a practical and stylish choice for women over 50 with round faces. The haircut features a playful, layered texture that adds volume, enhancing facial features while minimizing the roundness. Pair this bold style with a bright, vibrant pink lipstick for maximum impact, and use a neutral to warm-toned eyeshadow to complement the russet tones. The russet color brightens the complexion beautifully without overwhelming it, making the style vibrant yet manageable. The short back with longer top pieces allows versatility in styling, which can be critical for thinner hair types. Perfect for making a statement! On the flip side, the shorter cut requires regular salon visits to maintain shape and texture. Suitable for those seeking a low-maintenance yet fashionable look.

Cherry-Red Textured Bob with Soft Layers

#12 Cherry-Red Textured Bob with Soft Layers

This cherry-red textured bob is tailored for enhancing round face shapes and suits denser hair by integrating textured layers that give volume and softness around the face. Pair this vibrant style with a deep burgundy or wine-toned lipstick for maximum sophistication, using light, neutral makeup on the eyes to let the bold hair and lips shine. Ideal for over-50 hair, it requires minimal styling, ensuring easy maintenance. The textured layers add dimension and movement, flattering round faces beautifully. However, red hues can fade quickly, so plan for regular color upkeep. This look incorporates a subtle asymmetric cut that softens jawlines, paired with a vibrant yet balanced color to add a youthful glow without overdoing it.

Textured Brunette Bob with Feathered Bangs

#13 Textured Brunette Bob with Feathered Bangs

This bob cut is ideal for round faces as it embraces a textured finish to add volume, making it less flat against rounder features. The feathered bangs draw attention upward, softening broad cheekbones subtly. Enhance this style with a rosy-mauve or soft pink lipstick paired with natural, neutral-toned eyeshadow in warm browns and taupes. Add subtle bronze or rose gold on the lids for a refined, glowing appearance. While stylish and able to refresh your look, keep in mind it might require styling products to maintain the texture. Ideal for thin to medium hair densities, this hairstyle might increase style time in your morning routine but offers a youthful lift and frames the face beautifully.

Lush Chestnut Curls with Voluminous Texture

#14 Lush Chestnut Curls with Voluminous Texture

This haircut showcases medium-length, voluminous curls with a deep, rich chestnut color, ideal for those with naturally curly or wavy hair. The fullness around the crown balances a round face, accentuating the cheekbones while softening the jawline beautifully. Enhance this gorgeous style with warm coral or peachy eyeshadow and a coral or salmon lipstick to complement the rich chestnut tones. The warm, glowing makeup creates a harmonious look that makes the voluminous curls shine. The curls are cut to enhance their natural spring, preventing them from weighing down and maintaining a lively, youthful appearance. This style requires some maintenance to keep the curls well-defined and frizz-free, but it’s a fantastic choice to add volume and movement, especially for fine-haired ladies wanting a fuller look.

Classic Chestnut Bob with Subtle Waves

#15 Classic Chestnut Bob with Subtle Waves and Neutral Beige Makeup

This classic bob is cut just at the jawline, making it a fantastic match for round faces looking to add some angularity. The subtle waves introduced here soften the appearance, enhancing the cut’s natural flow and giving it a fresher feel. It’s manageable due to its medium length and density, making styling a breeze for those on-the-go mornings. This style can also highlight natural greys subtly blending with the chestnut base. The neutral, beige-toned makeup with soft browns and subtle peachy accents complements this timeless style perfectly, allowing the hairstyle to take center stage while keeping the overall look balanced and sophisticated. One potential downside could be the need for regular styling to maintain the waves, but with the right lightweight product, this look remains effortless and fresh.