Strange Maps has a map of What's On Earth Tonight, basically a TV Guide for the Milky Way. The map is not that big yet because TV signals have only been sent out from Earth since the late 1920s.
The first tv images of World War II are about to hit Aldebaran star system, 65 light years [ly] away. If there's anybody out there alive and with eyes to see it, the barrage of actual and dramatised footage of WW2 will keep them shocked and/or entertained for decades to come. Which is just as well, for they'll have to wait quite a few years to catch the first episodes of such seminal series as The Twilight Zone and Bonanza (both 1959), just about now hitting the (putative) extraterrestrial biological entities of the Mu Arae area (appr. 50 ly). The Cosby Show, Miami Vice and Night Court (all 1984) should be all the rage on Fomalhaut (25 ly). Meanwhile, the sentient, tv-watching creatures near Alpha Centauri (4.4 ly), our closest extrasolar star, are just recovering from the infamous "wardrobe malfunction" during Janet Jackson and Justin Timberlake's halftime show during the 2004 Superbowl.
See also the opening scene from Contact.