Toby and the Stout Gentleman - S1-E21
Revealing mistake: When Toby and Sir Topham Hatt are at Lower Arlesdale, Toby's face is loose.
Toby and the Stout Gentleman - S1-E21
Other mistake: Toby passes the Post Windmill twice, but that is on Thomas' branch line.
Toby and the Stout Gentleman - S1-E21
Revealing mistake: In a close up of Sir Topham Hatt, the camera shakes.
Toby and the Stout Gentleman - S1-E21
Revealing mistake: The water is not flowing when Toby passes Arlesdale Lake.
Answer: Butch the breakdown truck must have pulled Gordon's tender all the way up the rails so the breakdown train can reach it and also Butch helped to get Gordon close to the winch.