Boots are Summers’ Greatest Accessory – Just Ask Olivia Rodrigo

Boots are Summers’ Greatest Accessory – Just Ask Olivia Rodrigo

May 21, 2026

There’s a growing obsession with styling boots with dresses and skirts this summer, with the trend already being embraced by stars like Olivia Rodrigo.

Move over, sandals—boots are officially having a summer moment! Searches for ‘white dress brown boots’ have risen by 121%, while interest in ‘dresses with knee high boots‘ is also up 82% on TikTok, signalling a shift towards softer, boho-inspired summer styling. From flowing maxi dresses to tiered skirts, shoppers are increasingly pairing feminine silhouettes with chunky and knee-high boots for a look that feels both practical and fashion-forward, making boots the unexpected accessory set to dominate the season.

To help you recreate the look, we’ve rounded up some gorgeous boots, skirts, and dresses perfect for tapping into the trend this summer.

Black Embellished Harness Boots 

Mink Faux Suede Pull on Boots 

Pair with: 

Cream Floral Embellished Maxi Dress 

Orange Paisley Print Tiered Maxi Skirt 

Brown Sun Maxi Dress 




Charlotte is the founder and editor-in-chief at Your Coffee Break magazine. She studied English Literature at Fairfield University in Connecticut whilst taking evening classes in journalism at MediaBistro in NYC. She then pursued a BA degree in Public Relations at Bournemouth University in the UK. With a background working in the PR industry in Los Angeles, Barcelona and London, Charlotte then moved on to launching Your Coffee Break from the YCB HQ in London’s Covent Garden and has been running the online magazine for the past 10 years. She is a mother, an avid reader, runner and puts a bit too much effort into perfecting her morning brew.