Dressing for the upcoming fall weather can present many challenges, from deciding when it’s the right time to break out your sweaters and jeans to figuring out whether or not you need to wear a jacket for your walk to class. Arguably one of the most annoying problems about adjusting to the cooler fall weather though is deciding on footwear that’s suitable for the fluctuating temperatures. But with so many footwear options available, there are several great styles that will having you stepping into the fall weather with ease.

Oxfords, a classic lace-up style, are a fashionable fall footwear option for both men and women that are perfect for the milder weather of September because they provide more coverage on the foot while not being as heavy as a boot. These menswear inspired shoes will look ultra-feminine when done in a lace-like laser-cut leather. Men should look for oxfords in the classic low-rise style in rich cognac browns and dusty greys to give a fresh take on the traditional style.

As we move into October and November, you’ll want to starting wearing shoes with a bit more substance. And that’s where boots come in. Ladies have a vast array of boot options to choose from, ranging from knee-high riding boots to combat boots to heeled ankle boots, which are gaining in popularity with casual styles often worn with skinny jeans. Guys have the option of wearing cool combat boots or chukka boots, which look like oxfords but come up to the ankle.

But there is one style for both men and women that is gaining in popularity this season, and that’s the chelsea boot. These casual slide-on ankle boots usually feature a low heel, making them a comfortable and versatile footwear option that can easily pair with all of your favorite outfits.

While choosing appropriate footwear for the dipping fall temperatures can be one of the most pesky problems of the season, these great options will take you from the milder weather of September through to November, allowing you to walk through the season in style.

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