How to Dress a Newborn in Winter: A Comprehensive Guide for New Parent Woolino How to Dress Your Baby in Winter? Kiddipedia 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 Getting baby dressed for winter doesn't have to be a guessing game. Here's a simple guide to layering so they stay warm without overheating. Save this for later