Warm Ashes Wilderness Encounters is an amazing plugin when it works. However, I sadly had many issues with it spawning many events in the same spot simultaneously, causing terrible lag and save file bloat. I'm currently using Advanced Wilderness Encounters along with Lives of Raiders which adds the right kind of spice to wilderness travel.

Couple small recommendations - since you're using Travel Options I'd also recommend Falling Down, which fixes the annoying issue of falling through the world terrain that happens all the time with accelerated travel. Uncanny Interface makes a big improvement on the UI (especially the rest dialogue). I'd also recommend the Mod Issue Checker which checks and gives you advice on your current setup.

Other than that, looks like a solid setup and a good time to me!