Winter Clothes for Babies: Keeping Your Little One Warm and Stylish How to Dress a Baby for Cold Winter Weather Backwoods Mama 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 to Dress Your Baby for a Winter Hike Hailey Outside I had a lot of requests to share how I dress my babe for winter. This is an example of how I dressed him for a low 30s high 20s hike., ., My typical layering for a cold day is:, 1. Onesie and wool