Close to the summer solstice, our evenings outside stretch past 9 pm; I've just now come in at a quarter-past nine. Our northerly neighbors have later summer evenings, but the trade-off comes in the short winter days.
Recently, talking with a garden writer/speaker who lives in New Hampshire, I asked him about the winters. His response was revealing; he said that was his planning and resting time, and the seasonal cycle was one he enjoyed. Summer was a time of gardening, while spring and fall were speaking and traveling times.
I find even our short winter days difficult, so I'd be a poor candidate for northern winters.
We did have a great trip (in our winter) in southern Patagonia a few years ago -- it was light until past 10 pm -- a fabulous tonic!
I'm taking a group of summer interns on a evening hike tomorrow -- we'll listen to the nocturnal symphony as the day turns to dusk and then dark. Lovely.