Medium Length Hair? Try These 32 Winter-Ready Hairstyle

Medium Length Hair Try These 32 Winter Ready Hairstyle

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Winter would be perfect for experimenting with a hairstyle, marrying functionality with style. Hair care may take a backseat as the temperatures start to cool down due to dryness, static, and the overall chill in the air.

Preparing for festive nights, snuggling up by the fire, or battling harsh weather conditions – a haircut can give a person an added style boost and safeguard hair against winter travails. From sleek and sophisticated updos to playful braids and waves, there’s a hairstyle for every occasion.

This guide has 32 winter-ready hairstyles for medium-length hair that will see you through the season in style, comfort, and confidence all season long.

1. Soft Waves with a Middle Part

Soft waves are one of those hairstyles that look the most elegant during winter. Use a curling wand to get loose, and use natural waves that frame your face beautifing wand.

The middle part offers balance and symmetry, making it perfect for any face shape. Finish with a texturizing spray to maintain all-day waves, even in the cold winter air.

Pair this hairstyle with cozy sweaters, scarves, and bold lipstick for an effortlessly chic seasonal look that transitions seamlessly from day to night.

Soft Waves with a Middle Part
PC:fabmood.com

2. Half-Up, Half-Down Knot

This casual yet classy style is suitable for outings in the snowy weather or parties during the holidays.

First, take the top section of your hair and twist it into a small bun, and then fix it in place by using bobby pins.

The remaining loose hair falls effortlessly and creates a flowing texture. A decorative clip or bow adds sparkles to enliven the festive look. It can be paired with either cozy, knitwear or dressy winter outfits.

Half Up, Half Down Knot
PC:itakeyou.co.uk

3. Low, sleek ponytail

A low, sleek ponytail works wonderfully for winter’s practical and stylish demands. Make it by brushing your hair smooth and securing it close to the nape of the neck.

Finish it off by applying a light serum or gel to control flyaways and boost shine by wrapping a small section of hair around the ponytail holder for an elegant finish.

Pair well with turtlenecks and high collars, keeping it polished while remaining fast and easy to style.

Low, sleek ponytail
PC:yourwifeknows.com

4. Braided Crown

The braided crown is perfect for any special occasion but can also be worn during casual outings for winter romance.

Begin by creating two sections of hair on each side, then cross them over and pin them at the back for a halo effect.

Loosen a bit of this braid for extra charm, as it will look soft and boho. Subtle hair accessories such as pearl pins or small clips can be added for a festive touch.

This style goes well with warm, cuddly sweaters or elegant dresses.

Braided Crown
PC:lookosm.com

5. Curtain Bangs with Loose Curls

Curtain bangs are the ultimate winter trend that adds softness and dimension to your face. These can be paired with loose, effortless curls, keeping up a hairstyle that works for any occasion.

The mid-lengths and ends can be set while the hair is loose and relaxed using a curling wand.

Casual face-framing bangs blend perfectly with curls for a sleek yet accessible look. Winter makeup, including bold eyeliner or rosy cheeks, makes this hairstyle shine.

Curtain Bangs with Loose Curls
PC: Style Community

6. Tendril Messy Bun

A messy bun is a winter classic for those lazy, chill days. Gather your hair into a loose bun to put it comfortably on your head.

Pull a few tendrils out around your face for softness and romance. Perfectly suited to wearing a hooded sweatshirt indoors or a fashionable beanie outside, this style can be amped with decorative pins or velvet scrunchies.

Tendril Messy Bun
PC:instagram.com

7. Side Braid with Accessories

Add a festive touch to your winter look with a side braid adorned with accessories. Sweep your hair to one side and create a traditional fishtail or French braid.

Secure it, then add more personality to the style with glittery snowflakes, pearl clips, or velvet bows pinned into the hair.

Perfect for holiday events and casual outings, this hairstyle is whimsical and practical for keeping your hair in place.

Side Braid with Accessories
PC: ArtforYou

8. Straight and Sleek with a Deep Side Part

This sleek and sophisticated style is ideal for winter occasions or an evening look. To prepare, use a flat iron for sleek, smooth,h glossy strands.

Create a deep side part to outline your face structure. Use a shine serum or finishing spray for frizz-free, shiny hair.

Statement earrings or bold lip color combine well with this hairstyle for a striking winter look.

Straight and Sleek with a Deep Side Part
PC:cutsandhues.com

9. Wound Half-Up Style

Here’s the twisted half-up style that is quick and elegant for medium-length hair. Twist small sections of hair on both sides of your head towards each other at the back. Pull them together using a fashionable clip or bobby pins.

This hairstyle keeps your hair away from your face while maintaining a soft and romantic feel.

It is great for casual days or evening events, especially if paired with a wardrobe of oversized sweaters or tailored blazers during the colder seasons.

Wound Half Up Style
PC: Notesgirls

10. Low Bun with a Scarf

A low bun paired with a scarf is a cozy and chic winter hairstyle. Secure your hair in a low bun at the nape of your neck and tie a scarf around it for added flair.

Choose a patterned or colorful scarf to complement your outfit. This look is perfect for protecting your hair from cold winds while adding a fashionable touch.

It’s great for casual outings or errands, making it practical and stylish.

Low Bun with a Scarf
PC:flawlesshair.com

11. Ponytail Bubble

This is a cute, fun-looking winter outing hairstyle. Start with a ponytail mid- or low-proofed on your head. Use elastic bands all down your hair; at different intervals, pull the hair sections outward to create what you could call “bubbles.”

Tease each bubble for added volume. Apply metallic or jewel-toned colored elastics for some festive flair.

This look is ideal for casual events, and its secure style withstands winter weather.

Ponytail Bubble
PC: Timeless Hairstyles

12. Double Dutch Braids

Double Dutch braids are practical and stylish, keeping your hair neat during blustery winter days.

Part your hair down the middle and braid each side tightly, starting at the hairline and working towards the nape. Secure with elastics or small ties.

This hairstyle works well under winter hats, protecting your hair from tangling. Add a playful feel to the braids with ribbons or use decorative ties to finish, thus making it suitable for active and laidback days.

Double Dutch Braids
PC:povixi.com

13. Loose Chignon

Loose chignon is stylish for a winter wedding or formal dinner. Collect all your hair into a low ponytail and twist it into a loose bun at the nape of your neck.

Secure it back with pins, leaving a few strands framing your face for a romantic touch.

Add jeweled clip or comb to complete. This hairstyle would go perfectly with scarves and high-collared coats, keeping you stylish and cozy.

Loose Chignon
PC:lookosm.com

14. Textured Lob with Highlights

A textured lob with highlights gives warmth and dimension to your winter look. Add subtle caramel or honey tones to achieve a sun-kissed look and brighten the cold weather around your face.

Add some texturizing spray or sea mist for enhanced layering and movement. This hairstyle remains simple yet works great on almost any straight or wavy texture.

It’s ideal for those who prefer little maintenance but want something fashionable for the season.

Textured Lob with Highlights
PC: Plurzo Hairstyles

15. Twisted front pieces

This simple yet quirky hairstyle adds a playful charm to medium-length hair. Take two small sections of hair from the front, twist them, and pin them at the back of your head. Now, let the rest of your hair flow around your shoulders.

The styles can be adapted to suit straight, wavy, or curly hair, dressed with jeweled pins or subtle sparkles.

Twisted front pieces
PC:projecthairstyles.com

16. Top Knot Bun

This top knot bun is super versatile, great to wear when lounging in the house, and suitable for going out in winter weather, for you gather all your hair up high on your head and twist it into a bun, securing it with a tie or pins.

For a very laid-back look, allow a few strands to fall loose. Accessorizing using a scrunchie or headband to inject personality is also possible.

This style keeps your hair out of your face, so it’s great for scarves and hats.

Top Knot Bun
PC:servis-na-5.ru

17. Fishtail Braid

A fishtail braid is intricate yet surprisingly easy to make, making it a popular favorite for winter celebrations. Sweep your hair to one side and divide it into two sections.

Take a small piece from one section and cross it over to the other, repeating until you reach the end. Secure with an elastic and loosen the braid gently to enhance fullness.

This style goes perfectly well with chunky knits and winter wear like earmuffs or headbands.

Fishtail Braid
PC:medium.com

18. Low Twisted Pony Style

This beautiful variation of the classic ponytail is perfect for winter formal events. It begins as a low ponytail and then divides into two parts above the elastic.

The ponytail is flipped back through the opening, giving the illusion of being twisted. You can do the twist again for added detail or keep it simple.

This look works well on sleek, straight hair or soft waves, creating a polished finish that complements winter coats and evening wear.

Low Twisted Pony Style
PC:fabmood.com

19. Tucked Back Waves

Pinned-back waves are your old-school charm plus modern glamour. Use a medium-barrel curling iron to curl your hair into soft waves, then pin back one or both sides with decorative clips or barrettes.

This style highlights your facial features and pairs well with statement earrings or bold lipstick.

It is perfect for winter weddings, holiday parties, or a sophisticated date night- this is a timeless look made easy.

Tucked Back Waves
PC: Jalixo

20. French Twist

French twist is one of the most traditional updos, which meets perfectly formal occasions in winter.

Collect all your hair from the back of your head and twist it up, pinning your hair using bobby pins. Add some loose hair strands around your face for a modern touch, or add this with decorative pins.

Turtleneck sweaters, evening gowns, or even tailored coats can go well with this smooth, elegant hairstyle, which may be worn from day events to nighttime celebrations.

French Twist
PC:medium.com

21. Braided Low Bun

The braided low bun is one of the high-quality yet easy winter hairstyles. Make a low ponytail, braid it, and then roll up the braid into a bun at the nape of your neck.

Fix everything with bobby pins and tighten with hairspray. Style is ideal for some formal parties or just casual dates.

Goes perfectly well with chunky knit sweaters or elegant scarves. Add a jeweled pin or subtle accessory for a festive touch.

Braided Low Bun
PC: Kenley

22. Voluminous Blowout

A voluminous blowout: This is the epitome of warm and shiny glam for th. Apply a heat protectant, then blow-dry your hair using a round brush, as this helps to get volume.

Add soft waves for ends to create movement, and finish with a lightweight hair spray that helps preserve that lift.

It’s a perfect hai hair-perfect makeup for date nights or holiday parties.

Voluminous Blowout
PC:courtneysworld. co

23. Knotted Ponytail

The knotted ponytail is an excellent version of the classic style that works best when you want something different for wintertime.

Separately divide your hair and tie each portion into a loose knot, attaching them with elastic string at the base. Let the remaining ponytail flow as it likes, or add soft curls for texture.

The look is chic and still functional, making it ideal for other layers like coats or a shawl over the top.

Knotted Ponytail
PC:theskinnyconfidential.com

24. Wrapped headband style

A wrapped headband adds instant charm and coziness to medium-length hair. Style your hair in loose waves or a straight finish, then add a thick fabric headband that complements your winter outfit.

Choose warm tones, knits, or velvet materials for a seasonal vibe. This hairstyle keeps your ears warm and adds a touch of elegance whether you’re headed to the office or out for a casual winter stroll.

Wrapped headband style
PC:pinklily.com

25. Shaggy curls with sparkling clips

Add sparkle to your loose curls with sparkly clips for a festive look during winter celebrations. The curling wand helps to create relaxed waves, then pin back one side using a rhinestone or glittery clip.

This hairstyle beautifully frames your face, giving you a glamour that will make you feel confident and ready for the camera all night.

It’s perfect for holiday parties and New Year’s Eve gatherings.

Shaggy curls with sparkling clips
PC:cutsandhues.com

26. Twisted Low Side Bun

A twisted low-side bun makes a romantic, sophisticated look perfect for winter weddings or formal dinners.

Begin by parting the hair to one side and twisting it back into a low-side bun near the neck.

Secure with pins and add a decorative comb or pearl accessory for extra elegance. It pairs well with winter dresses and coats and has a timeless, polished appearance.

Twisted Low Side Bun
PC:smore.com

27. Shaggy Layers with Beanies

Shaggy layers paired with a beanie perfectly complement winter’s more casual outings. This effortless hairstyle allows your layers to frame your face while the beanie provides warmth and gives it that cool touch.

For added movement, style your layers through texturizing spray. It is a great look when running errands or meeting up on really cold days; pair it with bold or neutral beanies to match your outfit.

Shaggy Layers with Beanies
PC: how can I do this

28. Crimped Waves

Crimped waves bring a throwback touch to hairstyles during winter. Wet hair was used overnight for this textured look.

Framed waves add volume and personality to this textured look, perfect for casual events or fun winter outings.

Tyle this look with bold accessories such as statement earrings or a thick scarf for a playful touch. Since it will work well under hats, this hairstyle will hold up well in winter.

Crimped Waves
PC:intrendhairstyle.com

29. Sleek Bob with Side Clip

A glossy bob with a statement side clip is the latest look for winter. Straighten it and finish the look with one side tugged back with a bold, oversized clip or barrette.

This style represents sharp lines and clean aesthetics, perfect for more formal events or professional settings.

Pair it with tailored coats and minimalist jewelry for an effortlessly chic winter look.

Sleek Bob with Side Clip
PC: Her Secret Styles

30. Tucked-In Waves

Tucked-in waves are a cozy winter hairstyle that works beautifully with scarves and high-neck sweaters.

Style your hair in soft waves, then tuck the ends under your scarf or sweater collar. It creates a faux bob effect that’s warm and stylish.

It’s a great way to protect your hair from cold winds while achieving a polished, fashion-forward look. Add a beret or hat for extra flair.

Tucked In Waves
PC:gemmaetc.com

31. Double Top Knots

Double top knots can be playful and edgy, suitable for snowy winter activities. Divide the hair into two sections and create two high buns on both sides.

Tie or pin them back. Tease or loosen some strands to add texture to this edgy look.

This great winter hairstyle can be paired with fun accessories like earmuffs or colorful beanies, making it a youthful and trendy choice.

Double Top Knots
PC:lovehairstyles.com

32. Classic blowout with curtain bangs

A classic blowout with curtain bangs gives winter perfection in general. Use a round brush while blow-drying to add volume and lift, but create a style on the bangs to frame your face. Add a shine spray for a sleek finish at the end.

This hairdo transitions nicely from day to night, especially with more authentic winter coats and accessories.

It is a polished look that can fit many facial shapes, making it a versatile favorite for the season.

Classic blowout with curtain bangs
PC: pinterest.com

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