2017 ULTIMATE Guide to Fall’s Best Boots

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Fall is almost here! Bring on the cozy sweaters, chunky scarves and, of course, the boots. Because, let’s be honest, the only silver lining to the end of summer is the start of fall shopping! My love of boots has been well-documented and they were on the top of my shopping list this year. 

When thinking about what boots to add to your wardrobe, its important to consider not only your personal style, but also your lifestyle. Its easy to get caught up in the latest trends and end up with something that won’t get much wear. Not that that’s ever happened to me or anything, ahem.

I lead a pretty casual lifestyle so I’d be more likely to invest in a great pair of booties that are comfortable and can be worn with everything from jeans to fall dresses. And because I attend a fair number of events and try to squeeze in date nights and girls’ nights out, I’d also put a pair of over the knee boots at the top of my list. They are dressier, but also keep me warm during the cold Chicago winters.

Keep your climate in mind as well. I tend to be drawn to suede with it comes to boots, but it can get a little messy here in the midwest during the winter so I’m always sure to have them weather-proofed.

So without further ado…

Here are fall’s best boots…


Booties offer tons of versatility and variety with different heel heights and details like buckles or cutouts. Also, consider color and different shaft heights. You may decide you need more than one pair;)

Over the Knee Boots:

These are a far cry from the “Pretty Woman” variety. Over the knee boots are surprisingly versatile, especially those with a flat heel.

Rain and Cold Weather Boots:

Do yourself a favor and don’t wait until the first snowfall to pick up a pair of winter boots. I learned the hard way a couple of years ago that many Sorels are already sold out by September!

Date Night Boots:

Something a little less practical and a little more fun…

Riding Boots:

The Audrey Hepburn of boots. These are always a classic and never go out of style.

I’ve tried to include boots and booties at a variety of price points. Typically I’m a pretty budget-driven shopper, but when it comes to boots I don’t mind investing a little more. I find they last longer and are infinitely more comfortable. Some brands that I swear by are Steve Madden (budget), Marc Fisher (mid-range) and Stuart Weitzman (higher-end). I’ve also had a lot of luck scoring some amazing deals on designer brands at DSW🙂

Are you as excited for boot season as me?!

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