
There’s arguably no harder period to dress for than the confusing summer-to-autumn transition. It’s still blazing hot in most places, yet the desire to dress in linen pants and athletic shorts day in and day out has long since waned. In its place is a longing sensation for knitwear, lightweight jackets, and jeans—the cornerstones of early-autumn fashion. That feeling is only compounded by the fact that all the new, fresh autumn deliveries are beginning to arrive, each one chicer than the last. Personally, I don’t mind suffering a bit in the late-summer warm temperatures if it means I get to start enjoying the sartorial delights of autumn. I welcome it, actually. There are too many great summer-to-autumn transition items to shop to care.
From the Saint Laurent boots that I guarantee will sell out by the first signs of autumn to the tissue-thin sweaters that will scratch your itch to wear knitwear without breaking a sweat, the 30 pieces below are everything you need to master this difficult time to dress for with ease and style, of course. Light-coloured denim that won’t trap heat? Check! Sandals that will get you through November and not feel “out” once spring 2027 hits? Check! Accessories to create compliment-worthy outfits out of simple early-autumn basics? Check! It’s a treasure trove, really, one I’d suggest you shop through before everything’s gone.
Summer-to-Autumn Luxury Shopping List
NOUR HAMMOUR
Quincy Paneled Suede Jacket
Autumn’s It jacket is here. Buy one before it sells out like every other Nour Hammour style.
Altuzarra
Mitchell Scarf-Detail Midi Dress
It would be too hot to wear a knit dress like this in the dead of summer, so actually, this upcoming period is the perfect time to wear it.
Gucci
Women’s Vittoria Thong
Must-buy sandals in an autumnal colour.
AGOLDE
’90s Pinch Waist Cropped High-Rise Straight-Leg Jeans
I’m 100% here for wearing white jeans all year long, especially during the summer-to-autumn transition.
Rise & Fall
Women’s Superfine Merino Wool Knitted T-Shirt
I already own this in cream. Red is next.
LE SUNDIAL
The Opera Silk Scarf
Wear it as a scarf, a belt, or a hair accessory.
LESET
Daniel Satin Wide-Leg Pants
The easiest trousers to throw on with anything in any season.
Loafers season is almost upon us.
Rixo
Cely Satin Mini Dress
I can totally see this mini being worn as a tunic with trousers and sandals.
Khaite
Danielle High-Rise Straight Jeans
Helsa’s new jeans will be your new go-to. Trust me.
This will be a clear hit for autumn 2026. Get it early.
KALLMEYER
Yara Cotton-Blend Cardigan
MATTEAU
Pleated Organic Cotton-Blend Twill Shorts
With the right shoes, Bermuda shorts are just as practical for autumn as they are for summer.
HUNTING SEASON
The Pendant Tagua and Leather Necklace
This burgundy pendant necklace will make every outfit intriguing.
Prada
Re-Cashmere Cardigan
DEMELLIER
The Stockholm Bag
Jennifer Behr
Justine Gold-Plated Drop Earrings
These feel both summery and tropical as well as they do moody and autumnal.
PARIS TEXAS
Stiletto Patent-Leather Knee Boots
These boots belong in a museum, but they’d fit right in in your wardrobe too.
CALVIN KLEIN
Cotton Poplin Midi Dress
Toss on a thin cardigan or light jacket for chillier nights.
Barbour
Beadnell® Waxed Jacket
It’s not too heavy, not too light. Plus, with layers, you can wear this coat well into fall and early winter.
Trenches are the ultimate transitional-season tool.
POLO RALPH LAUREN
The Iconic Relaxed Fit Oxford Shirt
Buy this shirt in every colour you can find. It doesn’t wrinkle or show sweat, making it a perfect long-sleeve option to get you through the hot late-summer months.
Jimmy Choo
Brigitte 100 Heels
Throw this over your tank top and linen trousers when it gets chilly.
TOTEME
Easy Raw Edge Trousers
A stellar alternative to summer’s white linen trousers.
LESET
Barb Satin Midi Skirt
Magda Butrym
Crochet Cotton Scarf
The best way to hide dirty hair in hot weather.
The Frankie Shop
Drea Bomber Jacket
The color’s giving summer, but the style’s giving fall.





