For me:

-Glock 19: city, travel etc
-Glock 20: when Im running, fishing or boating out in the village
-Ruger Redhawk 2.75" hiking or hunting sidearm
-Ruger SBH 454 for primary hunting gun or backup when I bowhunt

-Ruger single 6 convertible 22lr for small game, hiking, hunting etc

I could probably ditch the g19 and use the g20 for that stuff if I really wanted to.