Drink lots of water.
Winter air is dry, and therefor your body becomes dry in the winter too. Hence all the itchy dry skin and chapped lips.
Staying hydrated will definitely keep your lips soft and smooth.
As far as chapstick goes, personally I find Carmex and Burt’s Bees to work the best.
If you’re not a fan of chapstick, and need something to help repair your lips while you rehydrate, I’ve found something pretty fantastic.
Sugar Lip Scrubs by Lush Cosmetics.
It’s basically this fancy sugar stuff that you scoop out with your finger and rub into your lips. You lick it off and it leaves your lips feeling perfectly soft.
I got a little jar of the Sweet Lips flavor as a Christmas present and I absolutely love it. It really works.
You should check out some of Lush’s other stuff, they have a lot of great handmade cosmetics.