The Cutest Winter Boots To Rock Rain- And Snow-Slicked Streets In Style (For Under $200!)

Winter Boots from Hunter, Loeffler Randall, Ilse Jacobsen, Timberland, and Vivienne Westwood + Melissa to warm your footsies.

With snow already in the forecast up north, we think it’s time to find the perfect pair of winter boots before it’s too late and our humble landscape has been transformed into a freakish arctic tundra. (This seems to happen every year and we’re NEVER prepared.) We’ve done the whole black rain boot thing and have had more than a number of normal boots destroyed by the elements, so we’ve hunted high and low all over the vast expanse of the interwebs to find you the cutest boots suitable for the coolest temps and most inhospitable of weather-challenged days. We’re talking pretty pairs that you’ll want to wear on sunny days too.

When looking for a classic rain boot, Hunter is usually the go-to brand of choice. Known for durable comfortability and a variety of colors, you really can’t go wrong with any of Hunter’s options. BUT if you want to kick it up a bit (literally in height), we think the Hunter “Interlaken” Boot ($190) is the way to go. Not only is the cranberry color festive and poppy with a rain-neutral outfit, the addition of a double-wrapped buckle around the ankle makes it particularly fash-forward. Speaking of FASHion, these Loeffler Randall Rain Booties ($165) have been on our collective wish list forevs. First of all, they’re GRAY and low, so you can pair them with rolled-up jeans or skirts and sweater-tights. They have the added bonus of not looking like rain shoes either!

The off-white Ilse Jacobsen Mid Lace-Up Rain Boot ($189) looks like the love child of a passionate lurve-affair between steel-toe Doc Martens and a winsome motorcycle boot. The laces and light color give it a completely different (more feminine) feel. We’d wear these with skinnies and a rain poncho and add a burly pair of wool socks for snowy conditions. Also for slushy days, we’re obsessed with these Timberland Brattle Hiker Boots ($179.70), which are ADORBS and insanely on-trend this fall. They look cute with everything and have a sort of alpine appeal, so we suggest you wear your hair in Heidi braids too. The Vivienne Westwood Anglomania + Melissa Ankle Boot II also seems to beg for fixing up your hair and makeup all fancy-like for a blustery day simply because they’re so sassy in that glossy cherry red, and the tassels dangling off the front give off a posh London prepster vibe. It doesn’t get any better than these to cheer up a sad face on a bad weather day!

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