Not a big fan of drakes, honestly. Mere belles is nice, but technically not in cool springs, but not too far of a drive. In cool springs there are a ton of restaurants, but most are chains. Shouldn't have any issue finding something. CSB is solid and has good beer (although I haven't been there since the head brewer left). You could drive into downtown franklin and try red pony (nicer and bit more expensive), Grey's on main, pucketts grocery or boathouse, both of which could have live music. Plus downtown Franklin is a neat area.