The GLory Road has a very cool circus
I've never played Glory Road, but I looked through the files and did see some neat stuff.
As for different circus' in different areas, that makes sense. I don't think that Vvardenfell could support more than two or three, though, and even that's a lot of work. Maybe it would be simpler to have them 'upgrade' the attractions depending on the location they are in. For example, in Seyda Neen, you would get the bare basics. Some animals, clowns, etc. But in a larger, more sophisticated place like Vivec, you could add the calliope, maybe a carousel if it can be made, a balloon ride, etc. This would probably be much cooler if it were Children of Morrowind compatible. Throw a bunch of the noisy rugrats running around. Its well beyond me, but I'm willing to help out where I can.
While I'm thinking about it, has anyone done a beetle with animations? I think it would be cool to see some of the wagons getting pulled by giant stag or rhinoceros beetles, guars, etc.
I also found these pics online for a more upscale vardo (gypsy wagon) that you might see in Vivec or bigger cities:
http://i4.photobucket.com/albums/y131/Skinjack/Gypsy_Cart_Bk_DO_Lg_jpgd3f0fd42-55d.jpg
http://i4.photobucket.com/albums/y131/Skinjack/Gypsy_Cart_Int_Fr_Bowl_Lg_jpg42763f.jpg
http://i4.photobucket.com/albums/y131/Skinjack/Gypsy_Cart_Lighting_C3_550_jpg9017e.jpg
http://i4.photobucket.com/albums/y131/Skinjack/Gypsy_Cart_Sid_Bk_DO_Lg_jpge54c0f92.jpg
http://i4.photobucket.com/albums/y131/Skinjack/gypsy_cart_view1_jpg0d098c29-8cca-4.jpg
http://i4.photobucket.com/albums/y131/Skinjack/gypsy_cart_view3_jpgbbb64f10-b5ef-4.jpg
http://i4.photobucket.com/albums/y131/Skinjack/gypsy_cart_view4_jpg32296466-1774-4.jpg
http://i4.photobucket.com/albums/y131/Skinjack/Gypsy_Wagon_Pony_400_jpgb732ae34-94.jpg
Definately looks like something Princess Stomper would come up with.