|hat / infinity scarf / coat / jeans / shearling-lined boots|
boot socks / lined gloves / turtleneck
1.) You can avoid puffer coats by taking advantage of the whole "oversized" coat trend. Why? You can fit more layers underneath that will keep you warm!
2.) Wear thick socks--even if wearing low booties. (I know lots of people who forego socks with their UGG boots or if they're booties are low-cut.) If it's truly cold and you're walking around outside, you will regret any exposed skin. Frostbite really happens!
3.) Hats and gloves are crucial. I know this sounds obvious but street style pictures often depict stylish people with unzipped coats, exposed ankles and no gloves; frostbite is never in fashion.