Both sets of my wifes grandparents have retired and moved to Dubois and Alpine, both love it and we really enjoy both areas. I prefer Dubois because of the availability of everything, from fishing off of your back porch (her grandparents own a home on the river) to hunting some very respectable deer on OTC tags. The migration routes that run through that region are something to see, the quality and quantity of deer that come off the mountains to migrate will make you butter your butt and call yourself a biscuit. Dubois would be my choice. Not too far from my favorite summertime hang outs either. Far enough from Jackson you don't have the man buns running rampant but close enough to see big horns within a short drive. Only item of concern for Dubois is the occasional Grizz that meanders through town, causing all the retirees to go into panic mode over fear of loosing their min-pins to a bear. Good luck with the search!