Seven college kids take a shortcut on their way to a party and unfortunately end up in Wormwood – a "lost" town in the middle of nowhere. They find something strange and sinister happening there – bones and weird decorations line Main Street. The cause: local Wormwood legend says on All Hallows Eve one hundred years ago, a crazed man tortured the youngsters in town and then cut off their heads. In retaliation, the townspeople killed him by cutting off his head. Seeking revenge every seven years, he returns and takes seven heads from children in the town. Now the seven visitors find themselves hunted one by one as the Headless Horseman claims his due.

A mercenary-for-hire accepts a mission from a billionaire to capture a dangerous snake that could possibly help cure a terminal illness.

During a bitter family feud, Jodie Hatfield, and her boyfriend Ricky McCoy, decide to leave town to avoid being found out, but are soon caught in the act. Wanting vengeance, he seeks out the monster Pumpkinhead, and resurrects it seek revenge on the family. Despite being warned away by the ghost of Ed Harley, his vengeance plan starts out, and the Hatfield family is soon under siege by the powerful demon. Not accepting the legend of the creature and believing their arch-rivals are the real cause, the two families attempt to go to war, only to be stopped when Pumpkinhead attacks the Hatfield house. Putting aside their differences, they band together to stave off the creature before it's vengeance pact is completed.

While trying to save her family from a return to the street, Shakira, a young gypsy woman, meets Marius, a member of a robber gang.