Rock Your Favorite Boots This Fall in Style

TriCounty October Boots

There’s nothing quite like the fall season: The leaves start turning, the pumpkin spiced lattes start brewing, and your mind starts envisioning what outfits to pair with your favorite boots. With so many different boot styles and options to choose from – e.g., ankle, wedged, flat, knee-high, etc. – sometimes it’s hard to know where to begin. Not to worry! Below are some versatile and stylish ways to rock your favorite boots this fall season.

1. Tall Heeled Boots with a Sweater Dress and Tights

As you well know, tights offer the dual benefit of keeping your legs warm while enabling you to keep some of your dresses in play during the fall season. Try pairing a comfy sweater dress with tall heeled boots and tights in order to create an irresistibly cute outfit that’s perfect for the cooler fall temperatures.

2. Classic Riding Boots and Skinny Jeans

Riding boots offer a timeless look, and when paired with some chic skinny jeans, a nice silk top and a blazer, you have the consummate fall outfit that’s perfect for a variety of occasions. To add a little extra warmth and style to the ensemble, include a jersey scarf as well.

3. Ankle Boots with Cropped Trousers

There are dozens of combinations you can create with this look alone. Not only can you pick from a wide swath of colors for your cropped trousers, but you can choose from several different hues for the boots as well. For example, what about combining a nice pair of burgundy cropped trousers with brown ankle boots, and then topping it off with a cozy light grey sweater? If that doesn’t scream fashion-forward for the fall, nothing will.

4. Snow Boots with Fun Knit Leggings

On those autumn days where the chill in the air has quite a bit of “bite,” try covering up with a pair of comfy snow boots such as these Style & Co. Witty Cold Weather Boots from Macy’s, along with some fun knit leggings. You can choose whatever pattern or design for the leggings you want, although fall-themed colors wouldn’t hurt. Whatever you decide, just be sure to have fun with it!

5. Tall Brown Boots with Dark Wash Skinny Jeans

Sometimes pairing clothes with tall brown boots can be difficult, because you don’t want the pieces to compete with each other for visual prominence. A good way to stay on the right side of fashion law is to keep the pants on the darker side – e.g., some dark wash skinny jeans – and then choose a top that’s roughly in the same color family as the boots, such as a slightly darker brown sweater. At this point, you can add a splash of color such as a bright or patterned scarf to take the eye-grabbing appeal of the ensemble to the next level.

6. Ankle Boots with Cuffed Denim Jeans

This outfit creates a more relaxed look, but it’s no slouch in terms of style. Try pairing either brown or black ankle boots with some cuffed and distressed denim jeans, and then keep it simple up top by rocking a plain white or graphic tee. Overlay with a leather bomber that matches your boots, and you’re definitely moving the needle in terms of optimal style and comfort.

The above outfit ideas are only a fraction of what’s possible when you start mulling over different looks for your favorite fall boots. Keep them in mind when you’re putting together your daily ensembles, but don’t be afraid to explore other types of boot styles and outfits as well. The more you dig into it, the more you’ll realize that the possibilities truly are endless!