Here are some spots that we've been to, im sure theres tons more out there so please share.
Anyway, please remember to skate safe and polite, reckless stuff will get a spot shut down and we don't want that to happen.
1)Chill Hill between LSP and Turfcity, infront of the student hostel, chill straight road that leads to some sketchier grass hill gravel roads. sometimes pretty rarely there will be a truck or something but otherwise no traffic.
2)Sengkang Riverside Park (Extreme North-East), super far but multiple super chill paths that go around these 2 grassy knolls, no traffic since they are footpaths.
3)Lorong Sesuai (Central-West), this is a pretty steep straight road that leads to the communications tower on top of the hill. Its pretty wide too and really sweet to practice slides all the way down since its steep enough that you can keep your speed up. At the top theres a little curvy road by the side of the comms tower too, pretty chill.
There isn't much traffic coming up to the comms tower, but the straight steep hill does not level out and it runs into the busy upper bukit timah road so be careful if you are bombing it.
Bukit Batok Nature Park is nearby, theres a pretty sweet chill inside road that runs from the gas station to the park's carpark, and inside the park itself there are footpaths that are chill to cruise on, but nothing steep.
4)Mount Faber (Extreme South), I think this is one of the best runs. Basically its a two way road that goes up halfway and from there its a one way road up the "Moutain". The one-way road coming down from the summit to the halfway point is really sweet and pretty safe. There is one bit that is pretty fast, its like a left then right turn near the end of the run but it levels out quite a bit after that so it isn't too hard to stop before you hit the junction leading to the halfway point carpark.
The 2 way road from the halfway point to the foot of the "mountain" looks really sweet and fast but we've never done it cos i guess its pretty dangerous.