The Trolley is a transporter which leads Toons to a random mini-game where they can earn jellybeans for gags. It is accessible in every playground, except Chip 'n Dale's Acorn Acres and Goofy Speedway. It can be simply accessed by walking onto the wooden flooring in front of the Trolley. Once boarded, a counter will begin to count down from nine to zero. A maximum of four Toons can board at once. Some mini-games such as Match Minnie, Race Game, Toon Tag, and Ice Slide are only playable with multiple Toons. Trolley Tracks is a game which is only playable when a minimum of two Toons enter the Trolley; if more than one Toon enters the Trolley, the game is not optional and must be played.
The Trolley was one of the very first features implemented to Toontown Rewritten on October 28, 2013, along with the release of Alpha. At that time, the only playable mini-game was the Maze Game, but the rest were implemented as Alpha continued.
The Trolley is always located near Goofy's Gag Shop in every playground.
The same mini-game cannot be played twice in a row, unless it is selected multiple times in Trolley Tracks.
Photo Fun, which was removed from Toontown Online, was added back into Toontown Rewritten.
Trolley Tracks was removed after Alpha, but was reimplemented on October 25, 2014 in the same concept that Toontown Online. According to the events from the Shticker Book, they only occur on Thursdays and Silly Saturdays.