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As we enter the final quarter of the second warmest year on record, dressing appropriately for the weather continues to be sort of a head-scratcher. The need for clothes and accessories that work equally well for chilly mornings and hotter afternoons is real, which is where these flats, boots, and sneakers that keep you warm come in. They're perfect for days when you don't want to put on tights, but can't exactly get away with wearing your summer sandals.
The footwear below features plenty of rubber soles (to keep you elevated off wet or chilly sidewalks) and weatherproof materials that are crucial for footwear that'll keep your toes warm. And, of course, if we do ever experience a proper, snowy winter, you can add a nice pair of thick socks to ensure your feet stay nice and cozy. Best of all, brands are coming out with cold-proof shoes that actually look good with every sort of outfit. Here are 18 picks to kick off your pre-snow season shopping.