Jim's Steaks on South Street for your cheesesteak and Victory Brewery in Downingtown for your beer. BTW, Victory has very good food, but you need to get there early if you want a seat. The bar is pretty big, so if you just want to drink, you can stand there. As far as "entertainment," there are several establishments. In Reading, go to Al's Diamond Cabaret. Daydreams is decent in Philly.