PL_Nat20 and some others.

[Chaofanatic]

First off.
http://forums.tf2maps.net/showthread.php?t=21077
PL_nat20 is a really interesting payload map, where instead of pushing a bomb along a track, you knock a 20 sided physics dice to control points.
The times I've played this have worked out pretty well for the most part. The dice has never really gotten stuck for me and it's actually a lot easier to tell where you need to go than you would think. The map is laid out in a way that seems to naturally funnel the dice where it needs to go. It's really cool.

Second is PL_victoryroad
http://www.tfmaps.com/details.php?file=938
It's pretty simple, you just poosh leetle Voltorb to the finish line, where he self destructs and erases half of Kanto. It's really just a regular old payload map but all game boy advance pokemon and stuff. I'm just a sucker for this kind of thing, so yeah.

Third is PL_Borneo
http://www.tfmaps.com/details.php?file=1026
This map is just so lush and pretty and green and stuff. It plays well, it's pretty fun, and it's all around pleasant to be on. Jungle themes are just amazing.