Yes. You will need all the files to be mp3 files. If they are videos (mp4 or MOV) there are programs you can find to convert to audio only - mp3. You will have to name the files using the protocol of the PLAY. The easiest way to get the protocol is to record a test file using the mic and associated with a selected number on the keypad. Plug the PLAY into your pc and access its memory. Take note of how the file is formatted with the number association. Now rename the mp3 file you wish to import using the same protocol. Disconnect and enter the number and press the ||> button and confirm all works.