*Are you serious? A better title from me would be: how to run sullenly in winter while postholing through deep snow while the dog disappears somewhere, or how to skitter along on microspikes on sheer ice where a fall would be catastrophic. Or even, how to run on a treadmill without. anything to look at except people going in and out of the bank across the street from the gym.
So no tips here. The reality is that where I live, winter running is rarely enjoyable. I tend to ski a lot more and run less. But since I can't seem to give running up entirely, I've learned to endure.
What makes it worth it are the times when everything aligns. If I hear that the snowmobile club has groomed the canal road, I race out there. It's a grueling climb to the good part, but definitely worth it.

Perfect groomed corduroy.

In winter I also allow myself to slow down. I don't worry about pace, just total time. I even let myself take pictures (the old me would be horrified by this).

The lake is trying to freeze! I can't complain about this running backdrop.

This year for some unexplained reason the state park decided to plow some little paths, which makes for interesting short loops. I also love running through the deserted campground.

Cute little paths!
They plow the camping parking spots, but I don't think anyone would happily camp here.

The other little park I run in has largely been off limits except for skis, and so have the trails. The snowshoe army just has not been able to keep up. Sometimes this winter I have headed out optimistically only to flounder in deep snow. Honestly it isn't worth the slow pace–I could walk just a as fast–so I beat it out to the road. The roads are icy and treacherous, but at least they are plowed. On one sad occasion, I went to a road I thought I could run only to find it icy beyond belief. I then went to the state park. A big nope. Onward to the campground. I felt slightly ridiculous, hunting all over the county for a place to run.

The views are nice, though.

I know a couple of people whose only activity is running, and I feel sorry for them this time of year. I can say that as a person who used to be that way. Branching out to skiing and snowshoeing has allowed me a lot more fun in winter. But I'll never give up running completely. There's always those perfect moments on trail, crunchy snow underfoot, mountains overhead.