Look Posh in Classy Riding Boots Styled 3 Ways

Riding boots aren’t just for the horsey set. They’ve been a favorite of fashionistas for a few seasons now, and it doesn’t look like that’s about to change anytime soon. That’s because riding boots have a classic style and old-world charm and can make a casual, everyday outfit look posh.

If you are thinking about getting a pair of riding boots or are already a fan and would love a few fresh styling ideas, here are 3 classy ways to wear riding boots.


Black Riding Boots Taupe Satin Tunic


1.   Wear Riding Boots With Leggings

If there ever was a match made in heaven, it’s riding boots and leggings. They were made for each other. Form-fitting leggings tuck into riding boots with ease. You have a sleek, sophisticated, and classy look when you add an elegant tunic-length top like this metallic-finish tunic.

Make sure the riding boots you add to this outfit are in good condition and that they match the color of your leggings if you want a long, clean line that elongates your frame. Add a classic bag and upscale earrings, and you’re good to go.

Tan Riding BOots Burgundy Sweaterdress

2.   Try a Sweaterdress

If you don’t already have a sweater dress, I seriously encourage you to think about adding one to your wardrobe. They can be dressed up or down easily, are warm and cozy when you add a pair of tights, and are just as easy, if not easier, to wear than jeans and leggings.

Here I’ve dressed in a lovely tie-sleeve burgundy sweater dress in two-tone riding boots, a satchel bag, and rich, gold jewelry. You can just easily get a dressed-down look by swapping the necklace for a big, cozy plaid scarf.

Two-Toned Riding Boots Cream Turtleneck Sweater

3.   Jeans Work With Riding Boots

Jeans, an oversized sweater, and a classic riding boot are a great weekend look for running errands or grabbing a coffee with a friend. I recommend skinny or straight jean, so it tucks neatly into your boot. (If you do have trouble with bunching, one great trick is first to tuck your jeans into your sock.)

I love how the mix of black and cognac on this pair of boots gives them a little more visual interest and styling versatility than plain black or plain brown. Accessorize with a matching bag (either black or cognac will be great) and a pair of earrings, and you’re done.

Do you wear riding boots? Have you always been a devotee? What’s your go-to way to wear them? I’d love to know.

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