3 Celebrity Looks: How to Wear Riding Boots

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Riding boots are known to be very versatile and casual chic. With skirt, jeans or trousers, dress, or with shorts layered with tights, riding boots smoothly take the role of great accents. There´s no wonder why celebrities are loving these boots. Not only are they fabulously casual smart, they´re also comfortable, keeping your feet warm and cozy as they wrap snugly your legs. That explains why stars, if forced to attend film festivals on a gray and cold weather, are all wearing flat leather riding boots.

See: 3 Fashionable Ways to Wear Riding Boots

Just like a-list celebrities, we also want to keep our toes warm and dry while maintaining our style. There´s no best way to achieve this but by getting inspired with these 3 celebrities looks and get booted.

1. Rachel Bilson´s Girlish Style

Rachel Bilson Inspired Look How to Wear Riding Boots
Riding Boots $189

A great way to get ready for fall is by wearing a pair of riding boots that are tough with some girlie elements. If worn with nude skirt and completed with a denim jacket, you have a perennially cool look. Let your style shine, throw over a high-class shoulder bag.

See: How to Wear Cowboy Boots

2. Olivia Palermo´s Military Smart

Olivia Palermo Inspired Look How to Wear Riding Boots
Boots $254.47

Another gorgeous way of staying warm this fall is by creating a military smart look out of your black riding boots. You simply need a military jacket and a women military belt. Create a feminine contrast by wearing under your jacket a girly mini dress. Thick black tights and black handbag are your great addition to deepen your military look.

See: 6 Perfect for Fall/Winter Riding Boots

3. Lindsay Lohan´s Casual Chic

Lindsay Lohan Inspired Look How to Wear Riding Boots
Riding Boots $280

Who doesn´t love-hate Lindsay Lohan? I love that she´s a talented actress and I adore that she knows how to accent a worn, brown riding boots with color. Quickly mimic Lindsay´s casual chic look by wearing a honey gold cardigan and coordinating it with a navy blue fitted top. Skinny jeans in brown riding boots, sunnies, and a red satchel is perfect for a mix of ultra-modern and casual look for fall.

See: How to Wear Leopard Print Boots

So tell me Creative Fashionistas, which celebrity look inspires you to wear riding boots this Fall?


  1. says

    I love riding boots. They are so chic and comfy for the Fall/Winter season. I think I own about 5-6 pairs of them and am always searching for more. These photos are so inspirational. I love Rachel Bilson’s style. Thanks for sharing!


  2. says

    Thank you for visiting me and it was great to catch up with you and your blog again.
    I love the Lohan look and I do like riding boots.

    Happy weekend


  1. […] Go through your maxi dresses and see which is the thickest, you probably can make a winter layering for it. If you have a long-sleeved long dress, the better. Layer under it a fitted pullover and wear thick tights (if it´s really cold, double the tights) to keep you cozy enough under. Wrap up with a fur vest or jacket and slip into a pair of flat riding boots. […]