I don't think they'd ever turn back trains at Chester, for the reason that there's no surface infrastructure there to take on that passenger load.
Broadview is also kind of awkward, because the pocket track is much closer to Chester. I also think there's some kind of limitation in that interlocking that prevents moves from WB chester to EB broadview, so trains can only use the WB platform at Broadview to turn back east. This creates big delays because one train at a time must proceed into Broadview, then wrong-way back into the pocket track at restricted speed, then back onto the EB mainline. The next train has to wait at Chester the whole time. Despite it physically being possible, Broadview's not really set up to be a terminal -- the move reverse into the pocket track is a call-on signal vs. a normal yellow/yellow, and the operators have to stop and push a lever at the signal to proceed -- more delay. There also isn't an exit signal reverse at Broadview WB like at other crossovers.
At Woodbine, trains can empty, crossover past the station, and turn around very quickly. It was designed from the outset to be a terminal.