How To Dress A Baby For Winter Purebaby Baby Winter Clothes: What Should My Child Wear to Fight the Chill? Winter Newborn Essentials When winter rolls in, it's natural to wonder if your baby is warm enough at bedtime. To make those colder nights feel a little simpler, we've put together a handy sleepwear guide How do I dress my baby when babywearing? Summer, winter etc. How are we dressing our babies in the winter??