In my case, it's The Complete Recordings by Robert Johnson 2CD collection These were done around or in 1937. What's in your collection?
According to my Itunes, it's The Jimi Hendrix Experience, Axis: Bold as Love, from 1967. But i have stuff By Django Reinhardt, which must be older, they just have no date on them.
Blind Willie Johnson - 1927 (discography linked here) there's a chance that I have some classical music that's even older, I'd have to check the dates.
Carter Family and other recordings from Bristol from the twenties. I probably have some old time recordings from before then.
I have the 6 LP set of the Smithsonian Collection of Classic Jazz. I guess the oldest recording on that would be Scott Joplin's Maple Leaf Rag taken from a piano roll made in 1919 by Scott Joplin. http://www.discogs.com/Various-Smithsonian-Collection-Of-Classic-Jazz/release/969390
Discounting the classical stuff, there is the Benny Goodman 1938 Carnegie Hall Concert and a Son House recording likley from the 20's. All on vinyl btw.
I uploaded a Jascha Heifetz vinyl to my itunes that's from sometime in the early 30s. He's one of my FAVORITE violinists ever. Here's a video of him playing one of my FAVORITE pieces ever (Paganini's Caprice No. 24).. DOUBLE SWEET! *at 3:49 your mind will explode
I've got a CD somewhere which is Mahler plays Mahler from 1903 in stereo!! This might sound impossible - but what it is, is a stereo audio recording of a piano roll made by the great composer Gustav Mahler. So it was a paper system for "recording" what was played by the pianist exactly - inflections, dynamics etc. It sounds great by the way - Hi Fi quality sound !
I've got a vinyl record set from the 70's of all of Glenn Miller's albums. So those recordings are late 30's/early 40's.
It's available on UK Amazon : http://www.amazon.co.uk/Mahler-Play...=sr_1_3?ie=UTF8&s=music&qid=1249160188&sr=8-3