Hi Erin,
there is entertainment of sorts during peak period evenings at Davy Crockett - there is "Indian face painting", kids play along drumming, and sometimes the characters have a dance involving all the kids - none of it is scheduled though.... if you ring the "hotel" they may be able to tell you a bit in advance.... The main characters - Mickey, Minnie, Goofy and Pluto - as well as Chip and Dale are around most evenings there too. All are in their Western Country type outfits - they come out singly or in pairs through the evening if it is dry....
So, no, not scheduled, but there are bits that you may stumble on..... Davy Crocketts has a great restaurant with 3 course buffet too...
In the Downtown area (MUCH much much smaller than WDW) there is often something happening in the street too - we watched south american musicians who involved the kids in their dancing, also some other magic and music type acts - all the ones we saw were 7 o clock ish - there may have been more later, but we have young kids, so didn't hang around...
It's a lot smaller than the US empire - and I like the feel of that, but it does mean there is less free planned entertainment.
Cheers,
Tessa