"- price (a bit high when I'm not 110% in love)
- may get tired of it after a season"
Kind of sounds like you might end up with a no buy. I want to say, be the picky shopper and look for a plaid top that has everything you want and makes you so happy you don't care for the price tag, and just wait until you see it come around. I don't follow trends though, so I don't know if it'll ever come around again, but it probably would.
That aside, it looks to me like it has a slightly *slightly* rounded hem, and it looks like the length of the hem is right (I'm no expert, but that's how it seems to my eye). It's not brightly colored, but the way it is now, it does look perfectly paired with the muted pink that you were wearing that day. I'm personally not a fan of bright plaids...it brings too much attention that a plaid should already bring, so I think the colors are okay as they are.. Makes it more versatile in my eyes because then you're not forced to wear only neutral bottoms to pair with it because otherwise ti would clash together and make a mess...
But take my opinions with a grain of salt. I don't know much in terms of fashion, but just wanted to throw my two cents in.
By the way, I do like that watch o.o