As the temperature drops, our wardrobes transform, adding rich fabrics and cozy layering pieces that make layering up just that little bit more fun. Plus, it’s the perfect opportunity to bring back the statement jewellery and bags.
This season, the Winter 2026 fashion outfits and trends are all about blending classic styles with modern twists. Let’s dive into the top 10 Winter outfits that you must try.
I’ve since updated these winter trends for 2025, you can read it here: Winter 2026 Fashion Trends You’ll See Everywhere This Season
1. Pencil Skirt, Black Blazer and Belt
A pencil skirt paired with a black blazer and a belt is the epitome of power dressing. This combination is perfect for work environments or sophisticated events. The belt cinches the waist, creating a flattering silhouette while also adding some interesting detail to the outfit.
To complete this look, opt for pointed heels, which add an elegant touch. Oversized bags are trending this season, so carry one to add a modern twist to this classic outfit.
2. Grey Knit Sweater over Mini Skirt with Moto Boots
If you’re in a warmer climate, this is a great way to get some more wear out of your summer pieces. Layer a grey knit sweater over a white mini skirt and pair it with a belt (yes, a current favourite) and brown moto boots.
If you don’t have a mini skirt, you can always throw on a pair of your favourite shorts to get the same look. This outfit is perfect for weekends spent shopping or casual outings
3. Grey Oversized Coat with Pinstripe Pants
Who said tonal dressing is boring? A grey oversized coat worn over pinstripe wide leg pants is a great way to incorporate menswear-inspired pieces.
Layer a black singlet over a grey singlet for added depth—preferably ones made from a thin merino for added warmth. Complement it with pointed boots and an oversized black leather bag to finish.
4. Camel Coat, White Shirt, and Wool Trousers
What are winter 2026 fashion outfits, without a coat? An oversized coat in any capacity is a good investment, as we know. But a camel coat? It’s a timeless classic that is perfect for that old money style.
Pair it with a crisp white shirt and wool trousers this season. Then, throw on some Adidas Samba sneakers for a contemporary touch.
5. Brown Leather Jacket with Dark Wash Denim Jeans
A brown leather jacket paired with dark wash denim jeans is a classic combination that never goes out of style. Add a basic tee or a grey sweater underneath for layers.
6. Cream Wool Knit Sweater with Satin Maxi Skirt
For a feminine and elegant look, pair a cream wool knit sweater with a satin maxi skirt. This combination is perfect for evening outings or special occasions.
Finish the look with a black bag and sandals. The contrast between the cozy knit and the smooth satin gives it that old money aesthetic contrast.
7. Cream Knit Sweater with Classic Blue Denim Jeans
A cream knit sweater paired with classic blue denim jeans is a versatile outfit that works for various occasions. Add a pair of matching pointed heels and a beige woven bag to elevate the look.
8. Grey Wool Knit Sweater with Black Belted Trousers
Another go-to outfit in Winter is this. An oversized grey knit sweater paired with black belted trousers is a great example of tonal dressing. The belt adds structure to the loose-fitting sweater, creating a polished silhouette.
Complete this look with an oversized black slouchy bag, and some sleek pointed heel boots. And, the best thing about it? It’s mostly from H&M, so you can look great if you’re working with a smaller budget by shopping below.
9. White Pencil Skirt with a Black Belt and Shirt
As you can tell, belted looks are big a trend this winter. For a sleek and professional look, pair a white maxi pencil skirt with a black shirt, and belt to bring it all together. Then, pair your favourite black bag and you’re good to go.
10. Black Turtleneck Sweater with a White Lace Skirt
Unless you’ve been hiding under a rock, you’ll know that a lace maxi skirt is a big trend for 2025. Pairing a black turtleneck or leather bomber jacket, with a contrast white lace skirt is a great way to try this look in the colder weather.
