Question

Was there ever a time when attacking Russia in the winter succeeded?

Answer 1

Yes.

Step-by-step explanation:

An example is Sweden during the Ingrian war or the Japanese during the Russo-Japanese War. I see why you think this since Hitler and Napoleon tried and failed miserably but Russia aren't exactly 'invincible' during winter.

Hope this helps.

Answer 2

I think the Japanese in the Russo-Japanese war are the only ones that didn't have as big an issue as HItler or Napolean.