The Modest Dresser is a monthly series in which Who What Wear UK junior branded content editor and modest dresser Humaa Hussain shares the pieces that have caught her eye, along with styling tips to help you create looks that prove that modest doesn't have to equal boring.
As the weather turns from the cool crispness of autumn to the bite of early winter, it's time to embrace layers, textures, and cosy silhouettes that keep warmth and modesty in mind. This season, I'm leaning into pieces that effortlessly balance comfort with sophistication, perfect for layering through chilly mornings and icy evenings. For modest dressers, the colder months are all about pairing stylish layers—think high-neck knits, structured coats, and long skirts that add warmth while remaining polished and understated.
I'm particularly excited about versatile winter staples that are as chic as they are practical, with standout additions like longline wool coats, oversized blazers, and knit dresses that offer both comfort and coverage. Below, I’ve rounded up a curated wish-list of 15 pieces that blend function with fashion. These selections—from high-street favourites like COS and Arket to luxury finds from Toteme and The Row—are perfect for building a sophisticated, modest winter wardrobe.
Shop My Favourite Modest Pieces This Month:
This full-length coat is a winter essential. Its streamlined silhouette and buttoned waist keep it polished and cosy, making it ideal for layering over knits and wide-leg trousers.
A chunky cardigan that doubles as a jacket on milder days is a great investment.
This ribbed maxi skirt delivers on both comfort and style, and is perfect for pairing with a blouse for any upcoming festive plans.
This is ideal for throwing over a pair of thermal leggings and boots for a quick but warm winter outfit.
The iconic scarf-jacket but in a longer silhouette? Yes please. The soft wool blend offers warmth with a touch of luxe, while the relaxed design allows for a comfortable fit over any outfit.
The knit dress of dreams in the colour of the season.
This high-neck knit is a versatile layering piece that pairs well with skirts or tailored trousers.
This structured, recycled wool blazer is polished and classic, plus its longer length makes it perfect for modest dressing in winter's chill.
My airport looks have to be three things: cosy, comfortable and chic and this set from Lisa Yang is everything and then some.
The relaxed, wide-leg trousers in a ribbed wool blend are super comfortable and mean I'll get the much needed shut eye on my flights.
I can't not include these comfy loafers from The Row...
These tailored, wide-leg trousers are the perfect foundation to a sleek winter outfit. Pair them with a high-neck sweater for a put-together but comfortable outfit.
This oversized wrap scarf will elevate any coat, whether it's a puffer or tailored style.
This minimalist wool and cashmere-blend beanie will add a touch of warmth and style without overpowering your outfit—perfect for topping off any winter ensemble.
I love these classic ankle boots. With a low heel they're easy to style with everything from skirts to trousers.
Shop My Favourite Modest Pieces From Last Month:
This cotton shirt dress is the perfect autumn layering piece. Throw it over a pair of tights or wide-leg trousers and add a longline coat for an effortlessly chic look that'll keep you warm as the weather cools down.
These leather trousers perfect for autumn thanks to their relaxed, high-waisted fit. Style them with an oversized knit and loafers for a polished yet cosy vibe.
Knits are an autumn essential, and this ribbed midi skirt from Khaite is ideal for the season. It's sleek, versatile, and can be easily paired with chunky sweaters or slim-fit tops for a balanced silhouette.
But I think I'll be wearing it with the matching cardigan for a full autumnal co-ord look.
Now I already own the Toteme scarf coat but I think I've just found the high street dupe for it in this Arket piece.
Speaking of high quality dupes, this is a dread ringer for The Row's Ophelia sweater. Though still on the pricer side it is a fraction of the price but still has that intricate detailing that COS is renowned for.
A gorgeous cashmere coat is an absolute must for autumn, and this belted option from Max Mara is perfect for layering over dresses or trousers. The belted waist adds a touch of structure to the laid-back, oversized fit.
I'm a huge fan of boyfriend jeans for autumn, and this pair from The Row is a dream. The relaxed, straight fit and rich fabric feel polished, but they're still comfortable enough to wear all day long.
Autumn is all about blazers, The Frankie Shop is a must for this. It's sharp enough for work, but relaxed enough to throw on with jeans and a tee for a casual weekend look.
Knit basics are key for autumn layering, and this long-sleeve cashmere-blend sweater is a wardrobe essential. Won't it look so chic worn with a silk maxi skirt?
& Other Stories always knows how to make the best cardigans and this one is no different. I love how the single button adds a touch of structure to the otherwise laid-back, oversized fit.
There's nothing like slipping into a pair of wide-leg wool trousers when the weather starts to cool. These from COS are as comfortable as they are stylish, perfect for pairing with blouses or cosy turtlenecks.
This polo shirt is giving me my prep school sports days vibes and I am very happy to relive those memories in this form.
Just add an oversized blazer and some black pumps and you're ready for a chic dinner date.
