If you don’t already own a pair of riding boots, what are you waiting for?! The Louis Vuitton Legacy boot ($1,690) is a supremely elegant interpretation of the classic riding boot. It comes in a fine natural calf leather, embellished with an oversized LV monogram. If you want a fabulously stylish boot, but don’t wish to wear a tall heel, a riding boot is the answer for you. These boots pair well with skirts, skinny jeans or leggings. Add a cute cardigan or a long sweater and you’ve got several looks for both autumn and winter.