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Home » Haircuts » Fade & Undercut » 25 Bold Medium Length Long Hair Undercut Hairstyles

25 Bold Medium Length Long Hair Undercut Hairstyles

Finding a fresh way to update your look can feel like a challenge. If you want something bold yet versatile, exploring 25 medium length long hair undercut hairstyles is a great place to start. An undercut removes bulk from the sides or back while leaving gorgeous length on top. This gives you endless styling options. You can wear your hair down for a classic appearance or pull it up to show off your edgy shave. Whether you prefer subtle hidden cuts or dramatic shaved designs, there is an option for everyone. These cuts work beautifully with different textures and colors. Let us dive into some amazing looks that will completely transform your vibe and give you that fierce confidence.

25 Bold Medium Length Long Hair Undercut Hairstyles - 25 Bold Medium Length Long Hair Undercut Hairstyles

1. Hidden Undercut With Long Straight Hair

Hidden Undercut With Long Straight Hair - 25 medium length long hair undercut hairstyles - 25 medium length long hair undercut hairstyles

Have you ever wanted a major change without losing your length? The hidden undercut with long straight hair is the perfect solution. This look keeps the top layer long and sleek. Underneath, the sides and back are shaved close to the scalp. You can wear your hair down to cover the shaved sections completely. When you pull your hair up into a ponytail, the undercut suddenly reveals itself. It is an amazing surprise element that keeps your style fresh. This style also removes bulk from thick hair, making it much easier to manage. You get the best of both worlds with this versatile look. It truly offers a secret way to express your bold personality.

2. Long Wavy Hair With Side Undercut

Long Wavy Hair With Side Undercut - 25 medium length long hair undercut hairstyles - 25 medium length long hair undercut hairstyles

Picture those romantic, flowing waves paired with a daring edge. Long wavy hair with a side undercut delivers exactly that striking contrast. The soft waves bring a gentle and feminine touch to your overall appearance. Meanwhile, the shaved side adds a punch of rebellion and cool attitude. You can sweep your waves over the shaved side for a mysterious vibe. Alternatively, tucking the hair behind your ear shows off the cut proudly. This combination is incredibly popular because it balances soft and bold elements flawlessly. It also reduces weight on one side, giving your waves more bounce and movement. This style is a fantastic choice for anyone craving a noticeable yet manageable transformation.

3. Pattern Shave Undercut With Medium Length Hair

Pattern Shave Undercut With Medium Length Hair - 25 medium length long hair undercut hairstyles - 25 medium length long hair undercut hairstyles

Why settle for a basic shave when you can wear a piece of art? A pattern shave undercut with medium length hair turns your head into a canvas. Skilled barbers can carve intricate designs right into the shaved sections. You might choose geometric lines, floral motifs, or even tribal prints. The medium length on top allows you to hide or reveal your artwork whenever you wish. This is a brilliant way to showcase your personal interests and creativity. When you tie your hair up, the pattern becomes the star of the show. It is a conversation starter and a unique fashion statement. This look guarantees you will stand out in any crowd effortlessly.

4. Curly Hair With Nape Undercut

Curly Hair With Nape Undercut - 25 medium length long hair undercut hairstyles - 25 medium length long hair undercut hairstyles

Curly hair is beautiful, but it can get heavy and overwhelming. Choosing curly hair with a nape undercut solves this problem perfectly. By shaving the hair at the back of your neck, you instantly remove excess bulk. This makes your curls feel lighter, bouncier, and much easier to style. The nape undercut remains hidden when your curls are worn down. However, when you pull your hair forward or up, the shaved nape looks incredibly chic. It keeps your neck cool during hot summer months too. This practical yet stylish choice is a favorite among people with thick curls. You get to enjoy your natural texture without the constant weight and frustration.

5. Asymmetrical Bob With Undercut

Asymmetrical Bob With Undercut - 25 medium length long hair undercut hairstyles - 25 medium length long hair undercut hairstyles

Looking for a style that screams modern sophistication? The asymmetrical bob with an undercut is a flawless combination. One side of the bob hangs longer, creating a dramatic and angled silhouette. The undercut beneath removes bulk and gives the sharp cut its structure. This look is incredibly sleek and polished for a professional setting. Yet, it carries an undeniable edge that sets you apart from the crowd. The longer side can be tucked behind the ear to highlight the undercut on the shorter side. It frames your face beautifully while emphasizing your jawline and cheekbones. This haircut is a powerful choice for anyone wanting a confident and fashion-forward appearance every single day.

6. Pastel Pink Hair With Undercut

Pastel Pink Hair With Undercut - 25 medium length long hair undercut hairstyles - 25 medium length long hair undercut hairstyles

Soft pastel shades are always fun, but adding a shave makes them fierce. Pastel pink hair with an undercut creates an unforgettable visual impact. The cotton candy pink brings a sweet and playful energy to your look. In stark contrast, the shaved sides or back introduce a tough, punk-inspired attitude. This duality makes the hairstyle incredibly dynamic and interesting to look at. The pastel color catches the light beautifully against the sharp lines of the shave. You can style the longer pink sections into loose waves or keep them perfectly straight. This pairing proves that feminine colors and edgy cuts belong together. It is the ultimate expression of bold and playful creativity.

7. Layered Medium Hair With Undercut

Layered Medium Hair With Undercut - 25 medium length long hair undercut hairstyles - 25 medium length long hair undercut hairstyles

Layers are the secret to massive volume and beautiful movement. When you pair layered medium hair with an undercut, the results are stunning. The undercut removes the heavy bottom weight, allowing your layers to swing freely. Suddenly, your hair feels incredibly light and airy without looking thin. The top layers can be styled with a blowout for a bouncy finish. When you lift those layers, the undercut peeks through to add an unexpected twist. This cut is especially amazing for people with dense hair who want a shorter styling routine. You keep enough length to play with different updos. It is a smart, stylish way to embrace texture and edge simultaneously.

8. Braided Long Hair With Shaved Sides

Braided Long Hair With Shaved Sides - 25 medium length long hair undercut hairstyles - 25 medium length long hair undercut hairstyles

Nothing highlights a bold shave quite like a detailed braid. Braided long hair with shaved sides offers a visually striking contrast. You can create stunning French braids or cornrows that transition directly into the shaved sections. The braid stands out beautifully against the bare skin of the undercut. It draws the eye and shows off your creative styling skills. When your hair is down, the shaved sides give you a rocker chic vibe. When braided, it looks intricate and highly stylized. This versatility means you can change your aesthetic based on your mood. It is an empowering look that celebrates both soft feminine details and hard punk elements in one style.

9. Platinum Blonde Hair With Undercut

Platinum Blonde Hair With Undercut - 25 medium length long hair undercut hairstyles - 25 medium length long hair undercut hairstyles

Platinum blonde is already a head-turning color on its own. Combine it with a cut, and you have pure magic. Platinum blonde hair with an undercut maximizes the drama and visual interest. The bright, icy blonde shade pops intensely against the dark roots of the shaved section. This creates a stunning color contrast that demands attention. Keeping the top length allows you to style the platinum locks in sleek straight looks or messy waves. The undercut keeps the overall maintenance more manageable by reducing the amount of hair to bleach. It is a high-fashion statement that looks amazing on various skin tones. You will absolutely radiate confidence with this fierce combination.

10. Shag Haircut With Undercut

Shag Haircut With Undercut - 25 medium length long hair undercut hairstyles - 25 medium length long hair undercut hairstyles

The shag is back and better than ever, especially with a modern twist. A shag haircut with an undercut brings a whole new level of cool. Shags are known for their choppy ends and heavy layers. Adding an undercut beneath removes the excess weight that sometimes drags shags down. This means your shag will look effortlessly fluffy and full of life. The shaved underneath section gives you a clean finish at the nape. It also prevents your hair from looking too bulky around your shoulders. You can embrace that messy, rock-and-roll aesthetic completely. This pairing is ideal for anyone wanting a retro vibe with a sharp and contemporary edge.

11. Thick Hair With Undercut

Thick Hair With Undercut - 25 medium length long hair undercut hairstyles - 25 medium length long hair undercut hairstyles

Dealing with thick hair can feel like a daily workout. Opting for thick hair with an undercut is an absolute game changer. By shaving away the lower sections, you remove up to half of your hair’s bulk. This instantly makes your hair feel lighter and easier to manage. You will spend far less time blow-drying and straightening every morning. Despite removing the weight, you still keep all the length on top for styling versatility. You can wear it down to conceal the shave or up to show it off. This practical solution allows you to enjoy your thick hair instead of fighting it. It truly gives you freedom and style effortlessly.

12. Red Hair With Undercut

Red Hair With Undercut - 25 medium length long hair undercut hairstyles - 25 medium length long hair undercut hairstyles

Fiery red locks are naturally captivating and full of personality. Adding a shave elevates that natural magnetism to the next level. Red hair with an undercut looks incredibly bold and striking. The vibrant red hues stand out vividly against the closely shaved sections of the scalp. Whether you choose a bright copper or a deep burgundy, the contrast is stunning. The undercut gives the heavy red hair a weightless feel. You can style the long red sections into loose curls to frame your face. When you sweep your hair up, the edgy undercut shines through. This look is perfect for making a dramatic entrance and leaving a lasting impression everywhere you go.

13. V-Cut Hair With Undercut

V Cut Hair With Undercut - 25 medium length long hair undercut hairstyles - 25 medium length long hair undercut hairstyles

A V-cut creates a gorgeous, dramatic point at the back of your head. Pairing a V-cut hair with an undercut softens that heavy bottom line. The long layers cascade down into a sharp V shape. Meanwhile, the undercut removes the dense hair right at the nape of your neck. This prevents the V-cut from looking too bulky or triangular. You get a sleek, streamlined silhouette from every angle. When you turn around, the subtle peek of the shaved undercut adds an element of surprise. It is a fantastic way to maintain your long length while updating your style. This cut offers elegance in the front and an edgy secret in the back.

14. Wolf Cut With Undercut

Wolf Cut With Undercut - 25 medium length long hair undercut hairstyles - 25 medium length long hair undercut hairstyles

The wolf cut has taken the hair world by storm recently. A wolf cut with an undercut makes this trend even more fierce. The wolf cut features heavy face-framing layers and lots of volume on top. The undercut removes the bulk from the sides and back. This allows the top layers to fan out beautifully without looking messy. You get that wild, untamed rocker aesthetic with a much cleaner finish. The shaved sections also make styling a breeze since there is less hair to deal with. This combination is incredibly modern and perfect for trendsetters. It captures a bold, rebellious spirit while keeping your hair looking intentionally stylish and sharp.

15. Feathered Hair With Undercut

Feathered Hair With Undercut - 25 medium length long hair undercut hairstyles - 25 medium length long hair undercut hairstyles

Feathered layers bring back that classic 70s bounce and movement. However, feathered hair with an undercut brings the look right into the modern era. The feathering creates soft, sweeping curves that beautifully frame your face. The undercut hidden underneath eliminates the heavy base that usually drags feathered styles down. This results in airy, weightless layers that move with every step you take. When you walk, your hair catches the wind perfectly. The undercut also gives you the option to switch to an edgy look for the weekend. It is a beautiful marriage between retro softness and modern sharpness. This style is guaranteed to make you look effortlessly glamorous and cool.

16. Ombre Medium Hair With Undercut

Ombre Medium Hair With Undercut - 25 medium length long hair undercut hairstyles - 25 medium length long hair undercut hairstyles

Ombre coloring is a fantastic way to add dimension to your strands. Ombre medium hair with an undercut highlights this color transition perfectly. The dark roots fade smoothly into lighter ends. The undercut removes the darker, heavier hair at the base. This exposes more of the lighter shades as your hair moves. When you tie your hair up, the shaved section contrasts with the light ends beautifully. It adds an unexpected layer of depth to the overall color palette. This style works wonderfully with warm caramel or cool blonde tones. You get the best of both color and cut techniques. It is a striking choice that looks incredibly stylish and well thought out.

17. Half Shaved Head With Long Hair

Half Shaved Head With Long Hair - 25 medium length long hair undercut hairstyles - 25 medium length long hair undercut hairstyles

Ready to commit to a seriously bold transformation? The half shaved head with long hair is the ultimate statement. This look involves shaving one entire side of your head down to the skin. The other side retains its long, flowing length. The contrast is extreme, eye-catching, and incredibly fashionable. You can slick the long side over the shaved side for a sleek look. Alternatively, you can pull it all back into a high ponytail to show off the symmetry. This style exudes confidence and a fearless attitude. It is definitely for the person who loves to stand out. You will turn heads and inspire others with this daring and iconic hairstyle choice.

18. Messy Bun With Undercut

Messy Bun With Undercut - 25 medium length long hair undercut hairstyles - 25 medium length long hair undercut hairstyles

The messy bun is a universal go-to for casual days. However, a messy bun with an undercut takes this lazy style to a cool new level. Gathering your long hair into a bun automatically exposes your shaved sections. The intricate shave turns a simple bun into a focal point. It adds instant edge to an otherwise basic everyday look. You no longer have to worry about your bun looking too boring or flat. The shaved undercut provides visual interest and structure at the back of your head. It is perfect for running errands or hitting the gym. You get effortless style and maximum comfort without sacrificing your bold personality whatsoever.

19. Sleek Straight Hair With Undercut

Sleek Straight Hair With Undercut - 25 medium length long hair undercut hairstyles - 25 medium length long hair undercut hairstyles

There is something undeniably powerful about perfectly straight, glass-like hair. Sleek straight hair with an undercut amplifies that power significantly. The smooth, flat top layers reflect light beautifully and look incredibly polished. Right beneath that sleek surface lies a rebellious, shaved undercut. The moment you tuck your hair behind your ear, the fierce shave is revealed. This creates a stunning juxtaposition between corporate elegance and underground punk. The undercut also helps the straight hair lay closer to the head. It prevents that annoying puffiness at the nape of the neck. This style is perfect for anyone wanting a clean look with a hidden wild side. It commands respect and attention effortlessly.

20. Balayage Hair With Undercut

Balayage Hair With Undercut - 25 medium length long hair undercut hairstyles - 25 medium length long hair undercut hairstyles

Balayage offers a sun-kissed, natural color transition that looks amazing. When you mix balayage hair with an undercut, the results are phenomenal. The hand-painted highlights pop dramatically against the shaved sections of your scalp. Because the undercut removes darker base hair, the lighter balayage pieces stand out more. This makes your expensive color look even brighter and more vibrant. Wearing your hair down shows off the seamless color blend. Pulling it up reveals the bold undercut for a sudden style shift. This combination is highly sophisticated and very trendy. It works incredibly well for people wanting low-maintenance color with high-impact style. You get a beautiful, customized look that always feels fresh and modern.

21. Bohemian Waves With Undercut

Bohemian Waves With Undercut - 25 medium length long hair undercut hairstyles - 25 medium length long hair undercut hairstyles

Bohemian style is all about loose, free-spirited textures and relaxed vibes. Bohemian waves with an undercut bring a surprising twist to this gentle aesthetic. The soft, undone waves create a romantic and earthy feel. The undercut adds an unexpected layer of toughness to the mix. You can wear your waves down with a middle part for a classic boho look. When you braid your hair back, the shaved section completely changes the mood. It takes a soft festival style and gives it a streetwear edge. This contrast keeps your look from feeling too predictable or ordinary. It is a fantastic way to express a multi-dimensional personality. You stay true to your roots while pushing boundaries.

22. Choppy Layers With Undercut

Choppy Layers With Undercut - 25 medium length long hair undercut hairstyles - 25 medium length long hair undercut hairstyles

Choppy layers are the best way to get that intentionally messy, grunge look. Choppy layers with an undercut make this aesthetic even sharper and more defined. The layers are cut unevenly to create maximum texture and volume. The undercut removes the underlying weight so those choppy pieces do not clump together. This ensures your hair always looks light and piece-y. You can use a texturizing spray to enhance the choppy effect even more. The shaved sides give the entire style a clean boundary. This prevents the choppiness from looking like a mistake. It is a highly stylish and low-maintenance option. This cut perfectly captures an effortless, cool-girl vibe for your everyday life.

23. Double Braided Undercut With Long Hair

Double Braided Undercut With Long Hair - 25 medium length long hair undercut hairstyles - 25 medium length long hair undercut hairstyles

Braiding is a fantastic way to showcase the geometry of an undercut. The double braided undercut with long hair looks incredibly intricate and cool. You can create two Dutch braids that run along the scalp. These braids expose the shaved sections perfectly, making them the focal point. The long hair remaining at the back can hang loose or be tied into a ponytail. This style is very practical for keeping your hair out of your face. At the same time, it looks highly stylized and deliberate. The contrast between the tight braids and the bare scalp is visually striking. It is a sporty and stylish option that works for any casual occasion.

24. Ginger Hair With Nape Undercut

Ginger Hair With Nape Undercut - 25 medium length long hair undercut hairstyles - 25 medium length long hair undercut hairstyles

Ginger hair is uniquely warm, vibrant, and full of life. Choosing ginger hair with a nape undercut lets you enjoy this color without the heavy bulk. The rich red-orange tones look stunning when styled into loose curls or waves. At the back, the nape undercut keeps your neck cool and sweat-free. It also removes the dense weight that naturally comes with thick ginger hair. When you wear your hair down, the undercut is completely invisible. A simple upflip or a casual bun instantly reveals your hidden secret. This combination is both practical and incredibly stylish. It allows you to embrace your natural color while enjoying a lighter, more comfortable daily styling routine.

25. Textured Lob With Undercut

Textured Lob With Undercut - 25 medium length long hair undercut hairstyles - 25 medium length long hair undercut hairstyles

The textured lob is a timeless and universally flattering haircut. Adding a textured lob with an undercut updates this classic for the modern woman. The lob typically hits right around the collarbone. The undercut removes the weight underneath, allowing the textured ends to flip out effortlessly. You get that perfect, lived-in wave without having to use a ton of product. When you tuck one side behind your ear, the undercut adds immediate visual interest. It stops the lob from looking basic or flat. This is a fantastic option for fine hair, as the undercut creates the illusion of more density on top. It is chic, manageable, and endlessly stylish for any occasion.

Conclusion:

Changing your look is an exciting journey. These 25 medium length long hair undercut hairstyles prove you do not have to lose your length to make a huge impact. An undercut gives you the freedom to play with edge and texture. It removes annoying bulk and makes your daily routine so much faster. Whether you choose a hidden nape shave or a bold patterned side, you are making a fearless choice. Remember to keep your shaved sections moisturized and protected from the sun. Talk to your stylist about which variation works best for your hair type. Embrace the versatility and the confidence that comes with it. You are going to absolutely love your fresh, new vibe.

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Fade & Undercut

About Jen Atkin

I'm Jen Atkin, a hairstylist who's all about making hair care and styling simple and accessible for everyone. Every day on Lovelyish.com, I share my latest finds and personal tips on the newest hairstyles, cuts, and products. Whether you're looking for a fresh look or ways to keep your hair healthy, I've got you covered with straightforward advice drawn from my years of experience in the industry. Let's make every day a good hair day together!

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