Layering is the actual subject here, not the weather.
Each princess needs a base, something warm over it and a coat on top, and the game supplies enough of each that an outfit can fail in a specific way: too many heavy pieces and the silhouette disappears. Keep one slim layer at the bottom and the shape survives. School sets a loose brief of its own, so trainers and a satchel land better than heels.
Capy made it. Free in a browser on phone or laptop, with nothing scoring the result and no save, so screenshot anything you want to keep.
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Developer
Princesses Cold Weather School Outfits is made in house, and this is its home. It is not licensed from anyone else.
Frequently asked questions
How many girls do I dress?
Several princesses go through the same winter brief one at a time, which is enough to try a different coat and base combination on each.
Is there an app to install?
None. It runs straight in the browser on a phone or a computer, free, and nothing you build is stored afterwards.