My plan was to have flown to Sweden over Xmas. The the weather hit here in England and Blackbushe, where the aircraft I was supposed to rent was, closed for like a week. So it didn't happen.
But as I drove up in my car, I could totally have made it. It was sunny and clear skies for more days than there were clouds and snow. Sure, I would have had to have some extra time and be prepared for deviations and delays, but it would be totally doable.
Take your time and you can do it. The weather will be a challenge but it never stays the same for very long.