The first map seems easier to work with, lots of space in the upper half, and only one pond. Map 2 has a south facing waterfall though, and the town plaza in the very center of the town. Good luck with your decision c:
I like Map 2 personally... I like landscaping around the natural curve of the river, and having all that empty space would probably drive me crazy. I'd like having a bunch of nice little secluded areas in the town where you could build some cool PWPs or nice landscaping.
I vote for map 2. I'm a bit biased since it's basically my map mirrored though. Having Re-Tail, the plaza, and town hall close together like that is great in my opinion.
I like the river shape in the first map.. And all the open space. But then map 2 has Retails really close to the train station (River is really curvy tho) >.<