Cycling in Heels – 5 Women Who Do It Better Than Us

Cycling in heels is a real talent, here are some women who nail it

We’ll admit, riding in heels isn’t a ritual we practice very often. Firstly, we’ve seen plenty of examples of riding in cleats being risky enough, and secondly it looks like a feat of balance, grace and a die-hard commitment to style.

Celebrities Who Make Bike Style Look Effortless

However, we can still marvel at those women that manage to crack the heeled look and cycle around the city in sheer urban wonder. The women below have mastered this skill and make it look absolutely effortless!

Here are some of our favourite, well-heeled cyclists…

Vivienne Westwood

Vivienne Westwood is a big fan of cycling around on her Provence Pashley and certainly won’t prioritise functionality over style. She is often spotted cycling around London in a pair of heels and still manages to nail it in her seventies.


Catherine Baba

Catherine Baba is a Parisian stylist. Her style – vintage fur, kimonos, sky scraper heels and glamour is part of her identity as much as cycling is and she combines the two very successfully. She makes it look as easy as walking the streets in a pair of flats.


Kelly Brook

Kelly Brook turned heads when she arrived at an event to promote London’s Sky Ride in a pair of five inch stilettos a few years ago but as you can see from this photo, she looks perfectly at ease as she casually chats to Olympic champion Sir Chris Hoy!


Rosie Huntington Whiteley

Image: THE EDIT MAGAZINE- Rosie Huntington Whiteley in la Vie en Rosie by Greg Lotus. May 2013

Admittedly… this bike looks a lot like it might just be a prop for a photo shoot…  but we like to believe that Rosie could definitely peddle off into the sunset with these epic wedges on. Although thinking about it, it’s probably even harder to cycle in wedges that stilettos – there is absolutely zero purchase on those bad boys. Anyone fancy having a go?!


This lady…

We spotted this look in a campaign from brand, Citizens of Humanity. We love this easy Sunday-ride style. The shape of the leopard print shoe seems to perfectly hook onto the pedal – almost serving the purpose of a cleat. Maybe we could master it after all?


And then there’s always this option…


We came across this story of a designer who having recently built up a bike for his beloved, came up with the idea of making high-heels with a clipless cleat. He said:

The project spanned about 18 months, and sadly, outlived my relationship.

If you’re planning on channelling your inner Westwood or Baba, make sure you accompany your skyscrapers with an outfit that screams style and don’t forget to increase your saddle height!



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