Jucy's is great burgers and greasy food.
El Lugar (Several locations) has great authentic tacos.
MawMaw's Fried Pies in Whitehouse is outstanding. The chocolate pie is sinful.
If you're looking for a nicer bar, I like to sit on the roof top at Jakes downtown. I've heard their food is good too, but haven't eaten there in several years.
There are lots of chain restaurants, so if you're looking for places to enterain the kids, you'll be fine.
As far as entertainment...can't help you there. My weekends in Tyler are spent at the lake.