To be honest, I don't know how many people from 1971 recognized the original songs unless they had the Jean Shepard or Wanda Jackson vinyls. For example, nowadays, and perhaps back then, the songs of Homer and Jethro (ala "Fractured Folk Song") were reinvented with Country Bear Jamboree. (I only know about these artists from research, to be honest).
What CBJ has to offer is a look into the Americana past. The songs, while some from the 60s, are in a style that evoke the time and taste of Grizzly Hall. Notice the stages, the backdrops, and the vaudeville-style songs. This stuff roots from a century past (see: The Nifty 90s cartoon shorts). Audiences still get a kick out of it: "Mama, Don't Whup Lil Buford" and "Blood on the Saddle," especially. In this sense, the attraction is even somewhat educational, but still alive.
The Vacation Hoedown offers perhaps a more familiar taste of country songs - i.e. Rockytop or Singin' in the Rain - but the Walt Disney World guests demanded a change back to the original in 1992!
I certainly understand that songs should be familiar, and that is a good point. But honestly, I don't want Shania Twain or Willie Nelson ruinin' the likes of Teddi Barra and Henry. Ideally, if songs were changed, they should fit in with the Frontierland theme. And after Turner's Thesis, well, the lands of the frontier are those of the past. Thus, I doubt modern songs would fit well. After all, the touch of modern music into the Enchanted Tiki Room and Food Rocks may have pleased fans who weren't into the original music Tropical Serenade or Kitchen Kabaret had to offer, but overall, no great attendance improvement occured, and nor did the reinvention of a classic. Rather, timeless songs that have proven the test of time are overall better.
Personally, I don't want to see the original show touched. The reason being - it's so good and so
original. The Disney masters - Marc Davis, X. Atencio, Al Bertino, and more - had the know-how in that classic age of Imagineering.
What I would prefer, however, if more recognizable songs were to be brought up would be a NEW show with the same characters, etc. In fact, I would use the VACATION HOEDOWN idea and touch on more recognizable tunes. But definitely keep the bear's personalities. . . after all, they are original and should take those songs from the (non-pop) mainstream and fit them into the authenticity of Frontierland.
See: Diamond Horseshoe revue vs. Goofy's Dancing Jamboree
Personally, I can't stand country music, nor do I listen to modern-day "Westerns," so I cannot offer any suggestions. What seems to me is that these tall-tale, Vaudeville, Western songs may actually be a thing of the past, but again, I am not one to say.