What to Wear in 20 Degree Weather – 13 Instagram Outfits to Inspire Your Transitional Looks

After summer, comes autumn (thinking hat is firmly on…) and often a mild bout of depression that the sunny season is over. If you live in northern Europe this could in fact happen at any time during what most other people would refer to as summer. What is extra fun about this time is that the weather will be as mental as your mood, ensuring that at any point you could need to dress for any season. What you don’t need to do at this time is add to your despair by spending hours trying to figure out what the hell to put on in the morning. It’s not summer, but it’s not yet autumn, so what to wear when it’s hovering around 20 degrees with a chance of sun/wind/rain/hail? Plus, it’s freezing in the morning and spicy at 2pm?

Well, I for one often have no idea, which is why I went trawling for Instagram inspiration and found these 13 Instagram Outfits to Inspire Your Transitional Looks. With a mind on the autumn/winter trends, but your summer wardrobe still in operation, you don’t want to end up looking like you got dressed in the dark, so let these looks inspire you until you can fully lean into those autumn/winter layers.

Transitional Outfit Ideas – Striped Shirt + Denim + Bright Trainers

This one works for so many seasons. Just update your layering system appropriately depending on the chill factor and add a long sleeve underneath when it’s nippier and wear your shirt open over a tank when it’s still warmish.

H&M Shirt in a soft cotton weave with a collar, buttons down the front and a double-layered yoke with a box pleat at the back. Gently dropped shoulders, long sleeves and adjustable cuffs. Gently rounded hem.
H&M Cotton shirt, £18.99
& Other Stories THE WIDE CUT CROPPED JEANS is a wardrobe saviour that goes great with any look and any mood. Crafted from organic cotton, this 5-pocket style features a high waist and a wide, cropped leg. – High waist – Wide, cropped leg– Comfort stretch– Zip and button flyAll trims (buttons, rivets, zippers and threads) for these jeans have been sustainably sourced.
& Other Stories Wide Cut Cropped Jeans, £75.00
Green adidas samba OG trainers
Adidas SAMBA OG SHOES, £95

what to wear in 20 degree weather in Autumn – Denim Jumpsuit + Trainers

There is only a small window in which you can comfortably enjoy your denim jumpsuit if you ask me, and it is now. Just add a bomber for blustery days, or a turtleneck underneath when it’s cooler.

If you are after Louisa’s actual boiler suit, here it is.

& Other Stories Short-sleeve jumpsuit featuring a utility-inspired finish with contrasting stitching. Secured with a self-tie belt
& Other Stories Short-Sleeve Utility Jumpsuit, £145
AUTRY Medalist Low leather and suede sneakers
AUTRY Medalist Low leather and suede sneakers, £170

Classic.

& Other Stories sleek round silhouette sunglasses draws inspiration from vintage classics.
& Other Stories Classic Round Frame Sunglasses, £23
Loewe olive green Hammock Mini leather shoulder bag
Loewe Hammock Mini leather shoulder bag, £1,250

Transitional Outfit Ideas – Red Knit + White T-Shirt + Jeans + Mary Janes

Red is the new everything, and a colour pop knit with denim is an easy way to wear it layered over a white t-shirt and paired with on-point Mary Janes. Remove sweater as and when needed, job done.

Red Ellery Cashmere Blend Oversized V-neck Sweater from Reformation
Reformation Ellery Cashmere Blend Oversized V-neck Sweater, £248
Arket white T-shirt cut from a heavy single jersey cotton knit. The sturdy but soft feel gives a smart look that stays in shape. A short-sleeved style with a round neckline and classic fit.
Arket Heavyweight T-Shirt, £37
Val 90s Mid Rise Wide Leg Cropped Jeans from Reformation
Reformation Val 90s Mid Rise Wide Leg Cropped Jeans, £168
LE MONDE BERYL Claudia leather Mary-Jane ballet flats
LE MONDE BERYL Claudia leather Mary-Jane ballet flats, £440
With its half-moon shape, signature clasp and an infinite range of colours: Sezane's Claude will never leave your shoulder this season. The best part? Claude is bigger than it looks, and the perfect size to carry books, notebooks and the largest purse you own.
Sezane CLAUDE BAG Glossy Black, €345

This bag is so classic.

what to wear in 20 degree weather in Autumn – Black Jeans + Black Top + Light Jacket

Keep it simple in all black, and a light jacket and you can’t go wrong.

Reformation beige marco bomber jacket. Waist adjustable, chest pockets, welt pockets, and front zipper.
Reformation Marco Bomber Jacket, £198
H&M black Cropped, fitted vest top in ribbed cotton jersey with a narrow trim around the neckline and armholes.
H&M Cropped vest top, £9.99
Levis high waist ribcage straight leg black denim jeans. 5 pockets, belt loops, zip and button fly.
Levis RIBCAGE STRAIGHT ANKLE JEANS, £110
Reformation black suede heeled mule
Reformation Daniela Kitten Mule, £298

Transitional Outfit Ideas – Bright Blazer + Jeans + Clogs

In love with this outfit. Just add socks and a scarf when it’s nippier out.

Notable for its understated yet sophisticated approach to design, Joseph delivers the building blocks for your forever wardrobe. The Jaden blazer is a double-breasted piece made from stretchy wool into a tailored silhouette with shoulder pads
JOSEPH Jaden wool blazer, £595
AGOLDE's 'High Rise Stovepipe' jeans are made from soft cotton-blend denim in a classic medium wash. They're cut for a straight leg fit and sit high on the waist to elongate your frame. Keep the 'Aspire' wash in the best condition by washing this pair inside out, and only when you have to.
AGOLDE High Rise Stovepipe straight-leg jeans, £280
BIRKENSTOCK Boston suede-trimmed leather clogs
BIRKENSTOCK Boston suede-trimmed leather clogs, £180
These tortoiseshell glasses from Celine Eyewear are a timeless accessory. Made in Italy from acetate, they have a square silhouette with signature studding and discreet gold-tone branding on the temples. Please note that the color of the protective case may vary.
CELINE EYEWEAR Square glasses, £300
& Other Stories Timeless shoulder bag crafted in glossy chrome-free leather, detailed with an adjustable buckled strap. Inside the cotton lined interior you'll find a large zipped pocket.
`& Other Stories Glossed-Leather Shoulder Bag, £95
& Other Stories Twisted Hoop Earrings
& Other Stories Twisted Hoop Earrings, £18

what to wear in 20 degree weather in Autumn – Leather jacket + Denim Skirt + Knee Boots

On those cooler days, the addition of some warming knee-high boots and a leather jacket takes your denim maxi and tank top into the transitional autumn territory.

Nour Hammour Hatti leather biker jacket,
Nour Hammour Hatti leather biker jacket, £1,145
& Other Stories blue Denim Midi Skirt
£95
& Other Stories Denim Midi Skirt, £95
Reformation suede brown Remy Knee Boot
Reformation Remy Knee Boot, £478
Off-white CREW-NECK MERINO WOOL TOP from COS
COS CREW-NECK MERINO WOOL TOP, £55
Gold COS Curved Dome Earrings
COS Curved Dome Earrings, £25

Transitional Outfit Ideas – Long Leather Jacket + Knee-High Boots

Balance out your temperature by releasing your thighs. An age-old trick.

Reformation Veda Marco Leather Oversized Bomber
Reformation Veda Marco Leather Oversized Bomber, £658
Reformation Nylah Nappa Knee Boot
Reformation Nylah Nappa Knee Boot, £448
Arket Wool Mini Skirt, £87
Vintage Christian Dior sport Cap
Vintage Christian Dior sport Cap, £140.67
Missoma Classic Medium Hoop Earrings in gold
Missoma Classic Medium Hoop Earrings, £98.00

what to wear in 20 degree weather in Autumn – Baggy Denim + Ballet Flats + Leather Jacket

Baggy denim gets a chic update in white which is perfect for sunnier days.

& Other Stories Oversized jacket crafted from buttery leather. Designed with drawstring waistline and snap button closures.
& Other Stories Drawstring-Waist Leather Jacket, £395
Arket TULSI Relaxed Jeans
Arket TULSI Relaxed Jeans, £119
Topshop Arya ballet flats in black, £52.99
Cut from a soft ribbed jersey fabric made from organic cotton with a hint of elastane, this white Arket tank top is styled with a slim fit and a flattering racer-shaped neckline and back.
Arket Rib Racer Tank Top, £17
Designed with a wider oval fit for all face shapes and sizes, the Outta Trash sunglasses feature luxurious gold metal hardware on both temples and are made from recycled PET plastic.
Le Specs Outta Trash Sunglasses, £85

Transitional Outfit Ideas – Sweater Vest + Maxi

All black layers and a bright sweater vest is such a chic way to do colour. Remove the roll neck when its still muggy outside and switch for ballet flats if it’s not yet boot season.

Arket Roll-neck jumper fine-knitted with a rib texture. A slim-fit design, detailed with thumbholes at the end of sleeves. Responsible Wool
Arket Merino Wool Roll-Neck, £67
Lilac COS CHUNKY KNITTED VEST
COS CHUNKY KNITTED VEST, £75
& Other Stories High-Waist Maxi Skirt
& Other Stories High-Waist Maxi Skirt, £77
Defined by a glossy black patent leather construction, these ankle boots from Prada infuse everyday ensembles with polished flair. The minimalist silhouette stands out with a unique square-toe design and decorative straps showcasing the signature logo plaque.
PRADA Patent leather ankle boots, £1,160

For a more budget-friendly option try this pair of Charles & Keith patent ankle boots

what to wear in 20 degree weather in Autumn – Short `trench + Jeans + SL72s

We are headed into trench territory and this season it’s all about the short trench which is so appropriate for indecisive weather. Layer and delayer as appropriate and this simple outfit is perfect for every day.

Arket beige Short Trench Coat
Arket Short Trench Coat, £169
Arket blue striped Oversized shirt crafted from cotton. A button-up style with a single chest pocket.
Arket Oversized-Fit Poplin Shirt, £67
Adidas SL72 OG Trainers in brown
Adidas Originals SL72 OG Shoes, £80
AGOLDE + NET SUSTAIN '90s mid-rise straight-leg organic jeans
AGOLDE + NET SUSTAIN ’90s mid-rise straight-leg organic jeans, £280
Vintage blue cap
Vintage blue cap, £68.36
& Other Stories Chunky chain necklace cast from polished brass. Finished with clasp closure.
& Other Stories Curb-Chain Necklace, £27

Transitional Outfit Ideas – Loose Jacket + Studded Bag + Baggy Denim

On cooler days reach for your coat and jeans but keep your layers minimal and loose to ensure you won’t overheat when it turns out it’s one of those sweaty but cold heading into autumn days. You know they happen. A studded bag is so on-point for AW24 too.

Arket Double-Face Wrap Coat, £189
COS studded black lather bag with silver toned rivets.
COS VALLEY EYELET SHOULDER BAG – LEATHER, £135
Reformation Cary High Rise Slouchy Wide Leg Jeans
Reformation Cary High Rise Slouchy Wide Leg Jeans, £168

What to Wear in 20 Degree Weather in Autumn – Big Scarf + Bright Cardigan + Jeans

A scarf makes everything ready for autumn. Cardigans are having a major moment and the bright blue paired with yellow makes a dreamy autumn combination.

Add some luxury to your looks with our pure cashmere cardigan. Indulgently soft and cosy, this button up women’s cardigan can add a warm layer to work looks or your off duty styles, and makes enjoying the finer things in life that much easier by being made of machine washable cashmere.
AUTOGRAPH Pure Cashmere Crew Neck Cardigan, £89
Acne Studios Logo wool-blend scarf, £300
Arket black Mid-size bag featuring a curved design. A versatile bag that can be worn on the shoulder or as a cross-body. Adjustable shoulder strap. Dimensions 34 cm x 22 cm.
Arket Mid Size Curved Shoulder Bag, £159
Arket CLOUD Low Loose Jeans, £97
As the name suggests, the Everyday earrings by Sophie Buhai will top off daily ensembles with an air of contemporary polish. Suitable for pierced ears, this medium-sized pair is made from sterling silver.
SOPHIE BUHAI Everyday Medium sterling silver hoop earrings, £245

Transitional Outfit Ideas – Knit Mini Dress + Knee High Boots

Flash some thigh whilst the weather still allows but stay cosy with a short knit dress and knee-high boots. A winning look.

Reformation short cream knit dress
Reformation Radlee Knit Dress, £98
Made from smooth black calfskin leather, these knee-high boots draw on equestrian styles. The pair features square toes, a strap at the top of the shaft, and a silver Totême logo appliqué.
TOTEME Leather knee-high boots, £860
Saint Laurent manifests structured elegance with the Small Manhattan tote. Made in Italy from black croc-effect leather, this bag features a golden logo plaque fastening that offers subtle branding.
SAINT LAURENT Manhattan Small croc-effect leather tote, £1,850

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