November 19, 2025

5 Bootie Trends to Reboot Your Cool-Weather Style

From the cold and slush of November and December to the rainy stretches of early spring, a collection of seasonal booties not only protects your feet, it can also elevate your entire wardrobe.

This month, we’re helping you take inventory of the booties you already own and identify which silhouettes might earn a spot in your rotation.

You pick the heel height, colors and finishes that work best for you. Here are 5 styles we are loving right now. Enjoy!

#1 Get Shafted
Start your “reboot” with booties that don’t leave your ankles exposed. A higher shaft instantly creates a cleaner, more elongated line and modern vibe —no matter what you pair them with: pants, jeans, skirts, dresses. This season, every look benefits from a well-shafted bootie.

#2 Western Style
Western-inspired booties—with their angular heels and pointed toes—naturally lengthen the leg. They peek perfectly from under boot-cut and straight-leg denim. They add effortless cool to midi and maxi skirts or dresses. Think elevated cowgirl, not costume.

#3 Gloves for the Feet
Also known as sock booties, this style fits like a glove around the foot and ankle for a sleek, modern silhouette. They’re a sophisticated match for trousers, slip skirts, sweater dresses—you name it. Pair them with socks or tights in the same color for a seamless, leg-lengthening look.

#4 Zip Front
The easiest booties to get in and out of, zip-front styles blend practicality with laid-back edge. They often lean casual yet also can be quite fashion-forward. Choosing a pair with a wedge or platform sole gives extra height and a touch of urban cool.

#5 Lug-Soled
Finally, there’s a reason styles like Doc Martens and Blundstones have earned icon status. They break in beautifully, offer dependable traction in messy weather, and bring instant attitude to everyday outfits. No matter the brand you select, if you want a durable, slip-resistant bootie that adds weight and intention to your look, grab some lug soles!

Editor’s Note: We are here to help you look and feel your best with just the right looks – holiday and every day! We offer virtual and in-person assistance. Contact us to learn more about our services and see if we are just the right “fit!” We’d love to hear from you. Email us or reach out to Senior Stylist Sarah Zengo to get on her calendar. Our holiday gift certificate packages are also available for purchase now through December 24th. Truly the gift that always fits!

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