My God, this is beautiful! I remember you from the Town Music Jam #2, with your gorgeous Sunflower City, so I knew what quality to expect :)
All area's seem fitting given the themes - Underground is the entry stage (could as well be above ground, but underground fits equally well), calm.
RuinedCity truly feels like a wrecked city, perfect use of instruments and low octaves. The moment the drums kicked in at 2:30, the song went from a 8 to a 9 for me, and as soon as the part at 2:45 kicked in... the 10 was reached. It is truly an amazing end to an already amazing song!
SkyScraper feels like a final stage, and the part from 2:29 (or rather: 2:40) feels like you've reached your destination.
Oh, almost forgot 'WishingStar'! It sounds nice, it feels almost like a 'you obtained the item' song, how short it is.
The songs remind me of Celeste a bit, but that may just be the similarity in concept (climbing a "tower"). Overall, great job!