Riding Boots: For Now, Later, and Waaaay Beyond
November 05, 2014

Every Shoe Lover knows this situation all too well: in the early weeks of fall, you’re eagerly reaching for riding boots. You’re wearing them with flowing skirts and pairing them with long sleeve dresses. Come November and December, you’re still relying on their practicality and tucking in leggings, denim, and tights. And in most cases, by spring you’re reluctantly pulling them from your closet, leaving your bright wedges and slip-on sneakers waiting until warmer temps finally come around. So this year, we’re helping you get ahead of the game by picking stylish looks that can be worn with your boots for months to come.

When it’s chilly…

Step out in your boots right now with your favorite pair of jeans, a few top layers, and chic accessories like a bold necklace and camel-colored hat. Perfect for leaf-peeping and pumpkin picking.

Steve Madden Adriian Riding Boot $149.95 (Compare at $190!), One Wink Gemstone Bib Necklace $24.95 (Compare at $40!), Hat available in stores


When it’s freezing…

Your holiday work party attire: these brown riding boots, a textured knit dress, and a light sweater layered underneath. Add accessories like a patterned infinity scarf and a matching leather tote to keep the look fun and festive, yet still office-friendly.

Kelly & Katie Chevron Twist Cowl Scarf $29.95 (Compare at $48!), Cole Haan Huntly Leather Tote $149.95 (Compare at $228!)


When it’s still cold…

Perk up any winter-to-spring blahs with bright colors! Floral prints in small doses are pure genius with two layered sweaters and a blush-colored crossbody bag. (Just wear with ribbed tights and a trench coat to still keep warm!)

Urban Expressions Pam Crossbody Bag $29.95 (Compare at $60!), One Wink Jewelry available in stores, Tights available in stores

Got a staple pair of boots like the ones above? Share your boot love story with us below!