I found the perfect set, made for vision impaired, but from England so runs on 220v and rather expensive: http://www.amazon.co.uk/Portable-Soundbox-Everyone-Visually-Impaired/dp/B007FTWVE2#productDescription
Otherwise: Get an inexpensive mp3 player and load with music. Or attach a thumb drive to a mini-boom box type speaker with a slot for USB. Old Time Radio (OTR) is available for free download from archive.org. Many shows also available elsewhere for free download. I would start with Variety Shows -- they have music and comedy and familiar voices like Bing Crosby, Frank Sinatra, Bob Hope, etc.
You might have to make a label to help the older person remember where to turn on, where to press play. Some of those buttons are miniscule.
Would people be interested in buying players already loaded with a month's worth of music and shows? I was wondering...