Boots Guide · 7 October 2026 · 2 min read
How to Style Boots This Winter
Ankle, tall or western: how to wear each boot shape with dresses, skirts and trousers, plus simple care tips.

Boots are the hardest-working shoes of the season. The right pair keeps you warm and dry and finishes an outfit. Here's how to style the three main boot shapes with dresses, skirts and trousers.
Ankle boots: the everyday choice
If you only buy one pair this winter, make it an ankle boot with a low block heel. It's comfortable for walking and works with almost everything.
- With dresses: the ankle boot's natural partner is a midi dress. Leave a little leg showing between the hem and the boot, or wear opaque tights in the same colour as the boot for a long, seamless line.
- With trousers: straight and tapered trousers should end just above the boot or sit over it. A cropped trouser with a small gap looks modern.
- With jeans: turn the hem up once or twice for a neat finish.
Try: Faith, comfort block-heel ankle boots, or Maxine, timeless lace-up boots.
Tall boots: instant polish
Knee-high boots turn a simple outfit into a considered one, and they keep you warmer than any other shoe.
- With midi dresses and skirts: the hem should meet or just cover the top of the boot, so no leg shows. It's the most flattering way to wear tall boots.
- With mini dresses: pair them with opaque tights for a confident, balanced look.
- With trousers: tuck slim trousers in for a riding-boot look, or wear wide-leg trousers over the top. The boot stays hidden but keeps you warm.
Try: Gretchen, riding-style tall boots, Aurora, classic tall riding boots, or Adriana, elegant slouch tall boots for a softer look.
Western and statement boots
A western-inspired boot adds character to a plain outfit. Keep the rest simple: a knit dress, a plain midi skirt or straight trousers. Let the boot be the focus.
Try: Delphina, lace-trim western tall boots.
Caring for your boots
- Let wet boots dry naturally at room temperature, away from radiators.
- Stuff them with paper so they keep their shape while drying.
- Check the product page for each pair's specific care advice.
See all styles in our Shoes collection. Boots are at the top this season. Unsure about sizing? Check the size guide on each product page, or ask our team.



















