Team Insider: Fall Trends Breakdown, Part 4 (BOOTS)

This week we have 5 different boot styles we are LOVING for fall. Each of our stylists have shopped 3 or 4 different price points to bring you the best of the best for each boot category. If that doesn’t make you ready for this brisk weather, what will?! These boots were made for walkin’…and that’s just what we’ll do…straight through fall!

Western Boot 

Photo by Edward Berthelot/Getty Image


This casual boot trend is an easy, CLASSIC boot that can be worn from day to night. Some may think it’s only for the trendy, Bohemian girl, but we also love this look for the most classic woman! She can style it with her ankle denim and white woven. The Western boot can be worn with dresses for a more playful style, or paired with your favorite skinnies and sweater combo. The leather here is really the difference in price point factor. This boot is easy to find at all price points!

  1. Free People Vavalier Boot | 2. Tecovas Casey Boot | 3. See By Chloe Western Boot | 4. Golden Goose Wish Star Boot 

Combat Boot 

     Photo by Paul Gonzales

When you think fall fashion, boots are one of the first things that come to mind.  The combat boot is making a resurgence and we are seeing it with all sorts of looks and on women of all styles.  This trend is led by the iconic Dr. Martens classic combat boot and can toughen up a feminine dress or midi skirt, elevate a rock & roll look with black denim or biker shorts, and grunge any classic style on the street. At a variety of price points, there is a combat boot for everyone.

1.Zara High Shaft Boot | 2. Dr. Martens Jadon Boot | 3. Gucci Trip Boot 

High Boot

Photo Source: Emily Ratajkowski via Getty Images/The Telegraph

While the ankle bootie has reigned supreme for years, and is still very relevant, we are finally seeing the return of the tall boot. From a casual wellie to a dressy stiletto, there is a style to suit every occasion. Pair them with your favorite skinny jeans, layer under a midi skirt or go fashion-forward and tuck in loose trousers.


1.Chinese Laundry Riser Tiger Boot | 2. Hunter Wellie Boot | 3. Loeffler Randell Goldy Tall Boot 

Slouchy Boot

Photo by Style Du Monde via PopSugar

The slouchy boot has made a return and we are here for it. This boot style is particular great for the season as it provides a unique way to add a touch of extra dimension to your footwear and overall look. You can find the slouchy boot in a variety of colors and shaft heights; mid calf, to the knee, and over the knee. We are particularly fond of the knee-high height!


1.Essex Lane Maeve  Boot | 2. Vince Camuto Derika Boot | 3. Givanvito Rossi 85 Suede Boot 


Ankle Boot 

Photo by Christian Vierig/Getty Images

The ankle boot. While the trending shape tends to change season to season, this shoe will always be staple, and comes in so many varieties: high heel, low heel, or flat; and in a range of ankle heights. We love this type of boot worn casually with denim, paired with dresses and skirts for juxtaposition, and dressed up with the heeled option with a trouser or ankle pant when it’s time for the office. We love that this style can range broadly from bohemian to ultra classic, and from daytime to night! And can we just talk about these Chanel beauties?! WOW!


1. Marc Fisher Jelly Bootie | 2. Marc Fisher LTD Oshay Pointed Toe Bootie | 3. Rag & Bone Rover Chelsea Boot | 4. Chanel Suede Boot


Fall is HERE!  Our stylists are booking now through October! To learn more about our Personal Shopping, Wardrobe Consulting, and Outfitting services, visit us here:

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Elizabeth Bean Smith

Elizabeth is the Founder & Co-Owner of Wardrobe Therapy. She founded the company in 2006 for individuals seeking help with their personal style and image.

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