Ingrid, I do sing "When I'm 64" at retirement and nursing homes.   I point out that Paul was a teenager when he wrote it, so 64 must have seemed really old to him then.   And then at the end, I repeat the last line several times, increasing the age till it ends with "...When I'm 104." :)

A song I definitely don't sing at oldsters' residences (at least without rewriting the line in question) is "There'll Be Some Changes Made Today," which includes the line "Nobody wants you when you're old and gray."

Of course, as I said, this thread was intended to be silly and focus on things like songs whose titles take on a new meaning in the context of the (frail) elderly -- songs like "Urge For Goin'."   But, yeah, there are some songs that seriously ought probably to be avoided in those same settings.