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11 Simple Outfits Fashion People Will Wear With Their Favourite Boots This Season

By Swedan Margen

11 Simple Outfits Fashion People Will Wear With Their Favourite Boots This Season

We’re well and truly in the midst of transitional weather. Sunny days are few and far between, with grey clouds and rain showers now far outweighing glimpses of blue sky. While I’m not a cold-weather person by any stretch, there is one thing I genuinely look forward to: the new season wardrobe.

There’s a certain thrill in the wardrobe switchover—packing away summer dresses and sandals to make room for knits, layering pieces and light jackets. But the item I’m most excited to bring back? Boots. For me, they’re the cornerstone of any autumn/winter capsule wardrobe.

What I love most about boots is their ability to completely transform an outfit. Whether styled with miniskirts, tailored trousers, jeans, or knitted dresses, boots instantly elevate an outfit, making it feel much more polished and put-together.

While fashion can be a fickle beast at times, there are certain things that have cemented themselves as core, capsule pieces that are an essential for every wardrobe and it’s safe to say boots have earned that title. There’s no one-size-fits-all silhouette either. Whether you gravitate towards a pointed croc-effect knee-high, a square-toe flat biker boot, or a classic rounded-toe leather pair, the options are endless and entirely personal.

With that in mind, I’ve pulled together seven outfit ideas featuring boots to inspire your autumn fashion refresh and to celebrate their well-deserved return to our wardrobes.

7 Outfits with Boots for Autumn 2025:

1. Pointed Coloured Boots + Lace Trim Skirt + Light Knit

Stylish women wearing outfits with boots

Style Notes: Marilyn has ticked off so many trends with one single outfit and done it in a way that doesn’t look OTT. Pairing a black lace trimmed midi skirt with a butter yellow knit and basic white tee is so seamless, and adding the element of the pointed coloured boots ties it altogether.

Shop the Look:

Crew-Neck Wool Silk Knit Champagne

Toteme

Crew-Neck Wool Silk Knit Champagne

Butter yellow is so on trend and can easily be transitioned from summer to autumn.

Carolina Silk Skirt

Reformation

Carolina Silk Skirt

Lace trim pieces are so on trend right now and bring an element of femininity to an outfit.

Mesh and Leather Knee-High Boots

The Row

Mesh and Leather Knee-High Boots

The Row know how to make an iconic piece.

Pack of 3 Rigid Resin Stud Bracelets

ZARA

Pack of 3 Rigid Resin Stud Bracelets

Statement bangles bring a focal point to any look.

2. Black Ankle Boots + Jeans + Long Coat

Stylish women wearing outfits with boots

Style Notes: Blue jeans paired with a chunky knit and a basic boot is one of my absolute go-to outfits in autumn. It’s an easy one to throw on and be able to walk out the door with minimal effort but without compromising on style.

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11 Simple Outfits Fashion People Will Wear With Their Favourite Boots This Season - Vanity Fair Fashion