Start with staple pieces
Cardigans, turtlenecks, wool skirts, jeans and knee-high boots are all winter essentials, as well as a warm coat. Sweaters and other staple pieces can be found at retailers like Gap and Old Navy at very low prices. Right now Gap is having a BOGO free sale on any sweater, both in store and online. With regular prices as low as twenty bucks, this is a fantastic sale. Your staple pieces should be neutral colors that can mix and match to extend your wardrobe.
Head to thrift shops
For coats and accessories, thift shops and consignment stores often have high quality pieces at low discount prices. You can find well constructed coats and classic hats (like fedoras), as well as handbags, jewelry and other treasures that are gently used.
Use sample sale sites
Join sample sale and flash sale websites such as Gilt Groupe, ideeli, HauteLook, Editors' Closet, etc. On these sites, you can purchase designer clothes and accessories at a fraction of the retail price. Plus when you refer friends, you earn referral credits to buy even more.
Invest in boots
If there's one item you are going to wear all winter, like a fantastic pair of boots, be willing to splurge a little. Of course, you should still look out for sale prices. However if you have spend a bit more, weigh the price to how often you are going to wear them.
More winter fashion tips
Runway inspiration: The fur vest
What not to wear to your company Christmas party
Winter style essentials for cool moms