Philly: A cheesesteak, hoagie, or Italian roast pork (with broccoli rabe, roasted hot peppers, and sharp provolone cheese) sandwich, and a citywide special (traditionally a 12oz PBR and a shot of Jim Beam for $5)
Yuengs & Wings (which rhymes) would be another solid choice
For the kids, maybe a birch beer and a soft pretzel