That's the key - familiar terrain. Even those with outdoor skills would have a hard time in an unfamiliar area. Those from the desert southwest would have no idea what was going on in the swamps of Louisiana or Florida, and those from the Alaskan tundra would be confused in an old growth forest.
I would also rather it be full winter than fall here in Michigan if I were stranded in the wilderness. I can fish on, cross, or be very visible a fully frozen lake. Rain just makes you wet, snow can insulate.
As far as familiarity is concerned I also know that things like wild grapes are very common here and they’re everywhere. They’re dried up and frozen in the winters but you can still get nutritional value out of them. The rose hips will still be on the wild roses as well.