When I say that winter is my favourite season to dress for, it comes with a caveat, and that’s when I have the time to do it justice. If the mornings are slower, I revel in layering up merino tops and cashmere finishes, mixing and matching knitwear and satins and indulging in playful accessories of cosy mittens and sleek scarves. But as the busiest time of the year, those languid mornings are few and far between, and getting dressed for the winter months can feel like an added task that our extensive to-do lists simply don’t need. My solution? The winter maxi dress.
Easy to throw on and even easier to style, it’s a piece that will consistently serve your wardrobe when the temperatures drop. Whether facing a day in the office, a stroll to your favourite coffee shop or even an evening out, simply let a maxi dress do all the heavy lifting this winter.
The elegance of the silhouette speaks for itself, meaning you don’t have to do much to form a seriously put-together look when there are only 5 minutes to get ready. For day, slip on boots or flats with a dash of classic jewellery and you’re all set, and for evening swap in mules or heeled boots for a more elevated appeal. Finally, call upon your trusted winter coat to pull the ensemble together and you’re all set to take on the day, come rain, shine or snow.
At this time of year, our dresses deviate from the linens of summer or light cottons of autumn and spring, honing in on soft knits for the day, and elegant silks for evenings. Taking inspiration from some of our favourite fashion people, I’ve separated the best winter maxi dresses into four categories, covering the most popular, wearable and timeless styles around.
Keep scrolling to explore the best winter maxi dresses now.
Shop the Best Winter Maxi Dresses:
1. The Best Knit Winter Maxi Dresses
Style Notes: For those who want to be cosy, a knit dress is ideal, and with an elegant silhouette, these can easily transform to evening as needed.
Shop the best knit winter maxi dresses:
COS
Brushed Cashmere Maxi Dress
If cosy and chic is what you’re looking for, meet COS’s brushed cashmere maxi dress.
Norma Kamali
Knitted Maxi Dress
From the bold shoulders to the softly draped pleats, there’s a lot to love about this dress.
MANGO
Knitted Turtleneck Dress
For a more affordable option, look to Mango’s classic knitted turtleneck dress.
2. The Best Evening Winter Maxi Dresses
Style Notes: With plenty of parties, drinks events and celebrations on the horizon, I’ve pulled together a selection of compliment-inducing evening dresses in maxi form that you’re sure to re-wear come 2025.
Shop the best evening winter maxi dresses:
STELLA MCCARTNEY
Ruched Stretch-Jersey Maxi Dress
Sometimes simple ruching is all that’s needed for a highly elegant look.
3. The Best Black Winter Maxi Dresses
Style Notes: The Little Black Dress can take a break, as the Long Black Dress steps in. Find the best black maxi dresses for winter below.
Shop the best black winter maxi dresses:
Anna Quan
Phoebe Off-The-Shoulder Knit-Cotton Maxi Dress
Off-the-shoulder necklines are trending right now.
Hush
Talen Long Sleeved Knitted Maxi Dress
For evening, I’d add oversized gold jewellery and a gold chain belt.
4. The Best Patterned Winter Maxi Dresses
Style Notes: If monochromatic palettes just won’t do, there’s an array of playful prints ready to join your winter wardrobe immediately. From florals to stripes, these contenders are sure to be favourites through 2025 too.