How should you dress a newborn baby in winter? The Jerusalem Post How to Dress Your Baby for Winter Hikes on a Budget! How to Dress Your Baby for Sleep in the Winter Sleep Wise Consulting How do I dress my baby when babywearing? Summer, winter etc. 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