Back in the 80s a couple of blokes from our Johannesburg dealer came to our head office in Stuttgart: from +30°C to -30°C in just one flight. They had bought overcoats but hadn't thought about trivia such as hats, gloves, scarves and winter-weight trousers. Shock & awe ensued.
I lived and worked in Minnesota in the '90s. An Australian came to join our assignment in January and brought all his Australian winter clothing (heavyweight cotton shorts, long sleeve T-shirts and insulated flip-flops.... I exaggerate for effect).
He quickly went shopping... at a Minnesotan outdoor clothing shop. Minnesotan winters redefine "chilly"for most people. When you go outside and your nose starts bleeding..it's below "chilly".
I found that there's a week in Minnesota, around mid June, that is very pleasant. After that it gets steamingly hot followed by a 5 month winter, epic rain, tornadoes, massive Mosquitoes. It's a lovely place to leave I think but they do have very definable seasons, that's for sure.