Yes, just plug two of the drives into your computer at once, and you can then drag all the files and folders from the older (source) drive to the new (destination) one in File Explorer. You may want to set up separate folders for each of the source drives, this will avoid conflicts if you have files and folders of the same name on the different external portables.

If you want to automate the process, look for the shareware "Unstoppable Copier" which makes it easier to do mass copies.