Hey, style squad! Winter dressing doesn’t have to mean sacrificing style for warmth. In fact, it’s the perfect season to layer up, play with textures, and rock some seriously cozy outfits. I’ve pulled together some of my favorite recent looks that prove you can be totally bundled and still look effortlessly chic, whether you’re navigating a snowy trail or hitting the city streets. Get ready to grab some inspiration and elevate your cold-weather wardrobe!
The Looks:
1. Plaid Power
This outfit is the definition of city-chic glamour! Taking a classic, oversized plaid blazer and cinching it with a crocodile-embossed belt bag is a brilliant move that totally modernizes the look and defines the waist. The neutral top underneath keeps the focus on the statement jacket, and those gorgeous waves and bold red lip just complete the fierce, confident vibe. This is how you make a tailored piece feel fun and fashion-forward.
How to get the look:
- Oversized Blazer: Choose a double-breasted plaid or check blazer that hits mid-thigh.
- Fanny Pack Belt: Cinch your waist with a fashionable leather or textured belt bag worn over the blazer.
- Simple Base: Wear a simple, fitted top or bodysuit in a neutral tone like cream or nude underneath.
- Styling Tip: Go for a bold lip color (like a deep red) to add a pop of contrasting color and elegance.
2. Mountain Cozy
This is the ultimate cozy-in-the-snow vibe. The combination of the teddy-fleece jacket and the extra-long striped scarf just screams winter comfort. Paired with classic blue distressed jeans and a rustic setting, it’s perfect for a weekend getaway to a cabin or a chilly park walk. It’s proof that staying warm can look incredibly inviting and stylish. The whole look is just so effortlessly relaxed.
How to get the look:
- Teddy Fleece: Invest in a soft, oversized teddy-fleece or sherpa jacket in a warm tone like tan or brown.
- Chunky Scarf: Layer up with a thick, extra-long knit scarf, preferably with a subtle stripe pattern.
- Distressed Denim: Wear your favorite high-waisted, slightly ripped jeans for that relaxed feel.
- Styling Tip: Tuck the jacket into your jeans just slightly at the front to give a little shape and prevent looking too bulky.
3. Forest Edge
Love the effortless cool of this look! Standing out in a snowy forest requires the right gear, and this outfit totally nails the blend of function and fashion. The simple black base of a hooded top and black leggings is contrasted with a rugged olive-green utility jacket. And, of course, the classic Hunter boots are the perfect practical choice for a wet, snowy day. The wind-swept hair adds a fun, dynamic energy to the shot!
How to get the look:
- Utility Jacket: Choose an army green utility or parka jacket, possibly with a warm lining.
- Black Base: Keep the base simple and warm with black leggings or skinny pants and a black hooded shirt.
- Practical Boots: Wear tall, waterproof rain boots or wellies in black for navigating the snow or mud.
- Styling Tip: Let your hair be free and dynamic! The contrast of movement against the static, snowy background is beautiful.
4. Rust Walk
A fantastic example of how to make a practical outfit look put-together! The rust-colored checked coat is the star here—it brings warmth and a lovely autumnal color to the urban setting. Pairing it with a simple cross-body bag and well-fitted blue jeans creates a casual but polished feel. And those chunky-heeled hiking boots? They’re the ideal mix of comfort, practicality, and major style points for walking around town.
How to get the look:
- Patterned Coat: Find an A-line coat or tunic-length jacket in a warm-toned check or houndstooth pattern (like rust, orange, or brown).
- Cross-body Bag: Use a simple leather cross-body bag to keep your hands free.
- Chunky Boots: Opt for lace-up boots with a moderate, block heel for comfort and height.
- Styling Tip: Add a fluffy or textured detail, like a faux fur scarf or collar, for a little extra luxury and warmth around the neck.
5. Scarlet Fringe
Talk about a burst of color! This vibrant red poncho with fringe is absolutely stunning and a total showstopper against the green backdrop. A poncho is such a great piece for transitioning weather—it layers easily and instantly elevates any simple outfit. The matching beret is a classic French touch that adds a hint of timeless sophistication. Paired with those distressed jeans, it’s a perfect balance of playful and elegant.
How to get the look:
- Vibrant Poncho: Get a large, flowing knit poncho in a bright, eye-catching color like red, fuchsia, or cobalt blue.
- Beret: Add a matching or complementary-colored beret for a fashionable detail.
- High-waist Jeans: Pair with simple jeans, or try distressed denim for a more casual look.
- Styling Tip: Roll up the sleeves of the layer underneath (like a thin turtleneck) to peek out a little and keep the look from becoming too voluminous.
6. Pastel Embroidery
This outfit is incredibly soft and romantic, perfect for a warmer winter day or a sunny destination. The off-the-shoulder knit sweater in a blush-nude tone is so chic, and the delicate floral embroidery adds a beautiful, subtle detail. Paired with a flowy, light skirt, it creates a feminine silhouette. The pink mini backpack is the perfect youthful accessory, adding a fun pop of functional color to the look.
How to get the look:
- Off-Shoulder Knit: Choose a chunky or medium-weight off-the-shoulder sweater in a soft pastel like blush, cream, or pale grey.
- Flowy Bottom: Pair with a light-colored, flowy midi or maxi skirt for a dreamy effect.
- Mini Backpack: Carry a small, leather-look backpack in a matching or complementary soft color.
- Styling Tip: A high, tousled ponytail or a loose side-braid works beautifully with an off-the-shoulder top.
7. Urban Stripes
This is a masterclass in stylish, transitional dressing! The look is clean, bright, and effortless. Starting with a basic white tee, she layered a cozy light grey cocoon cardigan—the ideal piece for adding warmth without bulk. The standout element is those vertical striped trousers; they’re tailored and lengthen the leg beautifully. The structured, multi-toned handbag adds a great pop of forest green to ground the otherwise light outfit.
How to get the look:
- Light Cardigan: Choose a longline, open-front cardigan in a soft grey or cream.
- Vertical Stripes: Find high-waisted trousers with subtle vertical stripes in a light blue or neutral tone.
- Structured Bag: Carry a medium-sized handbag with strong lines and a pop of deep color like burgundy, navy, or hunter green.
- Styling Tip: A simple front-tuck of your white t-shirt will keep the look polished and proportional with the long cardigan.
8. Boho Texture
The texture in this look is everything! This is a gorgeous example of a bohemian style updated for cooler weather. The chunky knit poncho with its intricate pattern and dramatic fringe is the centerpiece, and it’s perfectly balanced by the fitted sock booties and distressed jeans. The newsboy cap adds a cool, structured element, while the small, embellished bag ties the whole artistic vibe together. It’s cozy with a major personality!
How to get the look:
- Textured Poncho: Look for a thick, patterned knit poncho with long fringe details. Cream or white patterns look particularly bold.
- Structured Hat: A black newsboy cap, baker boy hat, or even a wide-brimmed fedora adds polish.
- Ankle Booties: Black suede or velvet sock boots or simple ankle booties keep the bottom half sleek.
- Styling Tip: Play with small, embellished accessories like a purse with embroidery or patches to enhance the bohemian feel.
9. Chevron Knit
This look is so fun and ready for an afternoon outdoors! It’s another great take on the knit poncho, this time featuring a bold chevron pattern in grey and pink. The texture of the poncho, combined with the distressed denim and a simple tan beret, gives off a lovely, casual autumn/winter feel. It’s the perfect effortless outfit for when you want to be comfortable but still look stylish for a walk in the woods or a coffee run.
How to get the look:
- Patterned Poncho: Find a soft knit poncho with a large, graphic pattern like chevron or color blocking.
- Ripped Jeans: Keep the look casual with well-fitting, ripped knee or distressed denim.
- Simple Hat: Top it off with a neutral-colored beret or beanie in a tan, cream, or grey shade.
- Styling Tip: Keep your shoes simple, like flat ankle boots or stylish sneakers, to maintain the relaxed feel.
10. Moody Combat
I love the grungy-chic vibe here! This dark, evening look is all about mixing textures and volumes. An oversized, structured olive blazer or jacket is layered over a simple black base for a cool, moody effect. The jacket is perfectly contrasted by the tall, lace-up combat boots—they bring major attitude and are super practical for cold streets. The simple camera slung across the body is the perfect finishing touch.
How to get the look:
- Oversized Blazer: Choose a menswear-inspired, boxy-fit blazer or jacket in a dark neutral like olive green or charcoal.
- All Black Base: Wear a black shirt and black skinny jeans or leggings underneath to keep the look streamlined.
- Lace-up Boots: Invest in tall, military or combat boots that come up high on the calf.
- Styling Tip: An edgy makeup look, like a smoky eye or a deep lip color, will enhance the overall mood of the outfit.
Which of these winter styles are you most excited to try out first? Let me know if you need help finding specific pieces!
