With summer coming to a close, we’re gearing up to enter my favorite season: fall. More specifically, it’s almost dress-and-boots season. As the temperatures slowly start to drop, it’s the ideal time to marry the best parts of summer and fall to create a chic, effortless outfit. The classic combination of a dress with boots balances the transitional season and makes outfit planning that much easier. Not only does it help extend the life of your favorite dresses, but it also allows you to break out your fall boots before the weather actually warrants it.
Whether you go mini, midi, or maxi, there’s a boot style out there for your favorite summer dress. From sleek knee-high silhouettes to Western styles to moto-inspired ankle boots, pairing one of these with a summer dress helps carry them over into the new season. Boots happen to be a weakness of mine, so I’ve spent the past few weeks getting a head start on shopping. I’ve scoured the internet for the best fall boots to wear with dresses, which I’m highlighting below. Keep scrolling for the 31 pairs I’m eyeing.