Womenswear

How to Style Ankle Boots: 12 Outfits for Every Occasion

How to Style Ankle Boots: 12 Outfits for Every Occasion

Ankle boots are the most versatile shoe in cold weather. The key is getting the pairing right so the leg line stays clean.

The styling rules

  • With jeans: cuff or tuck to show the ankle
  • With skirts: match boot height to the hem
  • With dresses: add tights for a seamless line
  • Neutral colors go with everything

12 outfit ideas

Skinny jeans tucked into heeled ankle boots.

A midi skirt with flat Chelsea boots.

A slip dress with tights and heeled boots.

Wide-leg trousers with a pointed-toe boot.

Leggings with an oversized sweater and lug-sole boots.

Which style to buy

A black Chelsea boot is the most versatile. A brown or tan pair adds warmth. A heeled style dresses things up.

Invest in one good pair and it will carry you through three seasons.