10 Pretty Riding Boots You'll Be Reaching For All Season Long

This Sam Edelman Drina Riding Boot ($250) looks so sleek and classic. It's the perfect throw-on-and-go boot that will still have you looking polished and pretty. We love the modern square toe that gives a timeless silhouette a little edge.

These cool Staud Palamino Tall Boots ($495) also come in black, but we love the dark-brown hue. Plus, the thick sole makes it more modern, and it has a little platform, which gives the perfect subtle lift. Try these with skinny jeans or pants tucked into them (we know, they're coming back.)

If you're in the market for a shorter boot, these Tamara Mellon Easy Rider Mid Calf ($895) are the ones we love. They look great with jeans tucked into them or paired with a midi skirt. Plus, they're super comfortable.

If you're feeling fancy, there's perhaps no more useful boot than the stunning Khaite Derby Riding Boot ($1,460). It'll be in your closet for years to come. It's sleek, stunning, and so versatile. It also comes in a soft chocolate brown, but we're big fans of the black.

Everyone's obsessed with a thick lug-sole boot this season. The Sam Edelman Lydia Tall Boot ($225) takes the classic tall boot and makes it more modern. It's a good mix between a riding boot and a utilitarian boot, which means there are so many different ways to style them.

When we think of riding boots, we usually think of something with a buckle. It feels more elevated and elegant, and we're big fans of these Tommy Hilfiger Imizza Knee High Riding Boots ($149). At under $150, they're on the more affordable end of the spectrum, which is great, and they're timeless.

We're loving these elevated, elegant Franco Sarto Meyer Knee High Riding Boots ($250). The black and brown two toned style would feel right at home in an equestrian rink, or in your closet. Pair these with either a fall midi dress or skinny black pants.

The fashions associated with the English style of riding include jodhpurs, blazers, crisp white shirts, and elegant, round toe black boots. We're loving this elegant, timeless Vince Carleigh Riding Boot ($595). It perfectly fits with the aesthetic, and will help you channel your inner riding champion.

If, on the other hand, you like a slightly more Western riding aesthetic, go with these Frye Veronica Harness Tall Boots ($387). We're obsessed with the buckle at the heel, and think it makes for a tougher, cool look. Pair these with a miniskirt and blazer or bomber jacket.

If you want easy, pull on riding boots, these Frye Paige Tall Riding Boots ($398) are the ones to get. We love the sleek, dark black leather, and the cool stitching makes these boots look like they should be three times the price.