5 Transitional Trends To Try This Autumn

As we say our bitter goodbyes to 2020s short-lived summer, looking forward to the shorter days and darker nights doesn’t seem as melancholy as it once did.

The transition to our colder, darker seasons is comforting in its promise of change– a sentiment that felt nonexistent in our lockdown way of life. For once, the colder months may actually be the brightest.

The result of our unconventional spring and summer has been an attitude of indulgence when it comes to Autumn/Winter trends. Everyone seems to be going all-out to embrace our beloved transitional season. From Grandad-chic to our unwillingness to let go of sports-inspired apparel, here are five standout autumnal trends to try.

Sweater Vest

I know I’m going to be scouting around my local charity shops on the hunt for a Chandler Bing inspired sweater vest in the near future. I love a trend that I never see coming, and geek chic is definitely that. 

How to style: Layer over a collared shirt and a mini skirt or tight fit trousers and you’ve got yourself the perfect androgynous, weather-appropriate autumnal outfit. 

Sweaters and Tennis Skirts 

If you’ve read my article gushing over the tennis trend, you’ll know I am utterly over the moon with this trend. I didn’t think I could love looking like a seventies tennis player any more, but here we are. This trend is already racking up attention on Instagram, so make sure to make the most of it whilst bare legs are still bearable.

How to style: Throw on your trusty tennis skirt with an oversized sweater and collard shirt underneath. Pair with classic sneakers or chunky loafers or oxfords for an even more autumnal feel.


Leather jackets and blazers were massive last winter. The nineties inspired garment is one of the easiest things to track down in your local thrift store or charity shop. This season you’ll see leather jackets accompanied by a whole host of other leather items; trousers, skirts, and even bucket hats. Just remember, faux is your friend, vintage is always better, and try not to have a Ross Geller moment in the bathroom.

How To Style: If you’re feeling brave, style your leather blazer with tight leather trousers, and a basic white tee or cami underneath. Throw on your favourite pair of chunky trainers and a noughties inspired shoulder bag for the ultimate street style look.


For me, it’s the sensual awareness of nature transitioning through the seasons that draws me to a neutral colour palette at this time of year. As the academic year rolls back around and many of us head back to a regular working routine, a time of quiet accumulation is approaching. Reflecting all these changes in our fashion is a great way to feel connected to the world around us. Why not take a minute, slow down, and immerse yourself in a nature-inspired outfit before the Christmas glitz and glamour sets in.

How To Style: Keep it simple with an all-neutral look. Cocoon up in a neutral coloured cardigan or grab your favourite neutral loungewear set. If you’re a lover of neutrals but aren’t quite ready to squirrel away, a neutral blazer or suit is a classy and chic look to boss the remaining months of 2020 in.

Oxfords and Loafers

We might all be wearing our slippers to work, but at least we’re dressing work-appropriate in our personal lives. A chunky pair of loafers or oxfords are your must-have transitional footwear– perfect for booting 2020 out the door.

How To Style: I love the look of a floral dress with a chunky oxford for a mix of girly and grunge. If you’re ready to leave summer behind and fully immerse in cold weather styling, pair your statement shoes with a knitted sweater for the ultimate Grandad chic inspired outfit.

Big Collars

Statement collars are finally gaining the attention they deserve. Whether your preference is petite and preppy, or loud, lacy, and embellished, a collar is going to help your outfit stand out this season.

How To Style: Wear under a sweatshirt and with your tennis skirt for a cross-decade inspired outfit.
Wear your statement collar on a blouse or lose fit dress to execute those Jane Austen regency period vibes. Or wear collar as an accessory to your casual outfits for a more attention-inspiring everyday look.

Tennis Skirt/ Grey Sweater/ Dr Martens/ Cream Cardigan/ White Shirt/ Sweater Vest/ Camel Pant Suit/ Faux Leather Blazer/ Faux Leather Trousers/ Round Collar Blouse/ Black Loafers/ White Dress

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