Autumn is here, and fashion insiders know that buying well for the season ahead, starts early. Some of the best Autumn/Winter 2025 pieces drop in store as early as the beginning of September, so if you're looking to celebrate the arrival of autumn by treating yourself to a few well-chosen wardrobe additions, then you've come to the right place.
I've combed through all the Autumn/Winter 2025 collections from high street to high end, to bring you the 30 best fashion buys that will see you through the months ahead in serious style—and that are well worth the investment. Keep scrolling to discover—and shop—the coolest jumpers, coats, shoes and bags that everyone will soon be clamouring for.
Under £100
Autograph
Merino Wool Rich Tie Front Knitted Vest
Introducing the coolest everyday knit of the season, courtesy of Marks & Spencer.
H&M's belted tote is giving Prada, but for much much less.
ZARA
Asymmetric Lace Dress Zw Collection
Style this lace-trim satin slip over jeans or tailored trousers and layer with an oversize knit for an easy, cool-girl look. It'll work on its own with tights and heels come party season, too.
MANGO
Pleated A-Line Skirt
Grey is everywhere at the moment, and this corpcore-style skirt is a great way to dip your toe into the trend.
Under £200
ARKET
Oversized Denim Jacket
This is the AW25 upgrade of a classic denim jacket—and it's perfect for the tricky between-seasons weather.
Boden
Marion Merino Henley Jumper
Insert a pop of colour into an otherwise neutrals-dominated winter wardrobe with this joy-sparking emerald green design.
Jigsaw
Wool Twill Mini Skirt
Kilt skirts are set to be a major trend, and this mini wool style from Jigsaw is one of the best I've seen.
Massimo Dutti
100% Wool Melange Suit Blazer
For stylish, cool, expensive-looking tailoring on the high street, look no further than Massimo Dutti. This double-breasted, collarless style is bound to be a hit, and the matching trousers too.
Under £500
& Other Stories
Kitten Heel Leather Knee Boots
Animal print accessories are the fashion set's secret to reinventing their favourite outfits, so why not take a walk on the wild side in these excellent snake-print leather boots?
COS
Cashmere Funnel-Neck Jumper
COS can't be beaten for high-quality cashmere at affordable prices. This chunky funnel-neck style in rich burgundy is destined to become an everyday staple.
Insider-favourite London label Jakke has just relaunched with an epic collection of bold, textured faux-fur coats, and this hot pink mongolian-inspired design would be my top pick.
AGOLDE
Vana Fold Wide-Leg Denim Jeans
We can always count on AGOLDE to launch the jeans of the season, and this time around it's the folded Vana design.
Big enough to fit everything and the kitchen sink, this would make the perfect new-season work bag.
The Frankie Shop
Jane Coat
The Frankie Shop's Jane coat is a modern autumn/winter essential, and this chocolate-brown colourway is especially alluring.
Bottega Veneta
Oversized Aviator-Style Tortoiseshell Acetate Sunglasses
When it comes to sunglasses this season, it's the more oversized and statement-making the better.
Reiss
Oversize Grained-Leather Bomber Jacket
Oversized burgundy leather jackets are going to be everywhere in the coming months, so get ahead of the trend with this Reiss design.
JW Anderson
Ribbed Cotton-Blend Cardigan
A pop of red is still a strong style move this season, especially if it's courtesy of this excellent JW Anderson zip cardi.
Russell & Bromley
Hillcliffe Lace Up Court
Ghillies were all over the SS25 catwalks, and this pony-hair style from Russell & Bromley is proof that they're sticking around for the new season, too.
Under £1,000
Dries Van Noten
Cotton Twill Wide-Leg Pants
Dries Van Noten's mustard wide-leg trousers are the epitome of cool.
Toteme's bucket bag is deceptively capacious, and especially beautiful in this rich brown suede.
Jimmy Choo
Isa 80 Chocolate Zebra Printed Pony Pumps
Whether peeking unexpectedly out from beneath a grey tailored suit, paired with a classic LBD, or styled for the everyday with jeans and a crisp white shirt, these pony-hair slingbacks will elevate your outfits to no end.
Róhe
Wool and Cashmere Polo Sweater
Polo jumpers are a hot ticket right now, and Róhe's slouchy grey design might just be the perfect one.
Loewe
Buckled Leather Mini Skirt
If you're looking to invest in a new season skirt, make it this one from Loewe.
Louis Vuitton
LV Sneakerina
The cult-favourite LV Sneakerinas now come in a chic brown and orange colour combo that feels perfectly autumnal.
Future Heirlooms
Dior
Large Dior Voyage Bag
Dior's newest It-bag has just dropped, and it's a modern classic in the making.
Prada
Antiqued Leather Pumps
These Prada pumps have been high on every stylish woman's wish list since debuting on the AW25 runways.
Alaïa
Leather Peplum Jacket
If money were no object, my ultimate AW25 purchase would be Alaïa's peplum leather jacket. It's elegant, edgy, direction and ultra-luxurious all at the same time, and, quite simply, fashion heaven.
Miu Miu
Distressed Leather Shoulder Bag
Looking to invest in a new-season piece that will retain its cool-girl status for years still to come? Then this Miu Miu bag is the one for you.
Fendi
Fendi Arco Black Hagfish Leather Boots
Knee-high black leather boots are an autumn/winter classic for a reason, and they don't come much cooler than Fendi's.
Gucci
Siena Small Shoulder Bag
Gucci's latest bag will add instant polish to your everyday outfits.