You're getting close.
Imagine the front of the train (we'll call it "A") cresting at the top of the hill. A is going at about 5 MPH. The last vehicle (we'll call "Z") is also going at 5 MPH being pulled halfway up the lift hill.
As A goes over the crest, vehicles B and C also approach and start to go over the crest.
Now, with A, B, and C over the crest, gravity pulls them down. They start accelerating. They get to 10 MPH, then 20 MPH.
While that's happening, Z starts to crest at the same velocity of A, B, and C. First 10 MPH, then 20 MPH.
When Z crests the hill, Z is going now as fast at A, B, and C, which are now going 40 MPH (gravity's acceleration makes things go faster and faster).
So, now, Z starts the decline down the hill at 45 MPH. Z is not only subject to gravity, but is being pulled by the vehicles in the front.
A, B, and C had gently crested the hill. Z, however, is being yoinked over it for some air time.
Meanwhile, A, B, and C are no longer descending. The track has flattened out. They're on a straightaway at 45 MPH. Big deal. Cars go faster.
But with Z being yanked over the crest and down the hill, Z has a different experience that *feels* faster because of the layout of the track (i.e., declining).
Everything in motion stays in motion unless acted upon an outside force. But when things alter the course, it is felt as a force. When Z crests the hill, Z is going as fast as A, B, and C. But the change in direction of the tracks (in Z's case, going down) is such a force (or, sudden lack of force free-falling in zero G). While going at the same speed as A, B, and C; Z feels the forces differently because it's going down at 45 MPH, but A, B, and C are leveling out. Different forces. Same velocity.
(BTW, physicists use "force" and "acceleration" interchangeably. So, when they say the Earth is accelerating us up, they mean the earth is applying a force upwards keeping us from sinking to the center of the Earth.)