At the beginning of the episode, Gary announces that Kristen and David's families have moved away. In reality, Nathaniel Moreau (David) was terminated due to salary disputes and Rachel Blanchard (Kristen) personally called creator D.J. MacHale and said that she simply didn't want to do the show anymore.
The only episode where an actual location was known for the story setting (Sleepy Hollow, New York).
The three main characters of The Tale of the Midnight Ride have the same first initials as their counterparts in The Legend of Sleepy Hollow - Ian: Ichabod Crane; Katie: Katrina Van Tassel; Brad: Brom Bones.
After this episode David and Kristen were never mentioned again.
Arthur Holden who portrayed Ichabod Crane, Appeared again in the series 2 more times. The second he portrayed Mr. Brooks in "The Tale of the Dead Man's Float". The third time he portrayed The Court Jester in "The Tale of the Wisdom Glass", in the series revival.