- After the mysterious death of an art restorer at the Sleepy Hollow Historical Society soirée, Ichabod and Katrina are reminded of a dear friend from their past -Abigail Adams. Meanwhile, Abbie is shocked by someone's visit to the police precinct.—Liz Almendra Gutierrez
- An art restorer works on a painting and is unnerved when the subject in the painting starts bleeding from his back. Suddenly blood is pouring from the painting. Then it's gone.
At the cabin, Ichabod Crane tries to make sense of "business casual" as he heads out on a date with Katrina. They're going to a show at the Historical Society from the collection of John and Abigail Adams. Katrina delivered all five of their children.
At the show, they see the unfinished work the restorer was working on, but don't remember it ever being in the Adams' home. Grant Hollister, the restorer, is flustered when he asks to talk to his friend Ichabod alone. He starts talking about spirits when he's interrupted by the show curator, Miller.
Katrina visits Abigail Adams' desk and remembers her dearest friend. As the curator touches the painting, a jolt goes through Katrina. She tells Ichabod she felt a "dark precense."
At the precinct, Abby is going through her family journal when she hears a commotion in the hall. A very haggard Frank Irving has stumbled in. Abbie can't believe he's alive.
At the Historical Society, Grant Hollister regards the painting when he seems to see something coming at him. Over dinner in the other room, Katrina feels a sense of loss over all the friends she left in the past. She's having memories of Abigail that she thinks have a purpose.
Dinner is interrupted by a scream. Grant has been found hanging dead upside down.
At the station, Abbie calls Ichabod about Irving's reappearance. They worry that Henry, as the owner of Irving's soul, brought him back for some nefarious purpose.
Captain Reyes arrives at the historical society and introduces herself to Katrina. Ichabod notices Grant is strung up like "the hanged man" from a tarot card deck. It reflects struggle, from death to rebirth. Katrina remembers the death is like a series of killings from 1781 and John Adams was the lawyer for the victims, who were all orphans or vagrants. Their carotid arteries were slit and Abigail Adams thought the killer was a doctor.
Back at the station, Abbie lies her way in to talk to Frank Irving. He remembers taking the sword to the battle field. Abbie breaks the news to him that he died and Henry might have brought him back. Irving is confused and asks Abbie to bring his wife so she can see that he's really him.
At the Society, there is blood on the artist's blade in the painting. Ichabod touches it. They wonder if the killer could be an artist, not a surgeon. Suddenly, the artist in the painting is facing outward and the Cranes can see his face.
They think the original killer was trapped in the painting and is now out. The curator hides paint on his hands. Ichabod remembers Grant had red paint on his hands and they think he might have accidentally freed him.
They read in the evening's program that the artist James Colby disappeared in 1782. Katrina thinks he's using the blood to finish his unfinished painting and if he acquires more blood, he'll be able to get free.
They check the painting again and find the artist is completely gone. Ichabod remembers the curator, Miller, touched the painting. Katrina suggests they keep everyone away from it and kisses Ichabod to keep a woman from coming in the room.
At the station, Abbie tells Jenny that Irving is alive. Jenny doesn't want to believe that Irving might not be himself, but agrees to track down a supernatural weapon to use against him should it come to that.
Later, Abbie meets with Frank's wife, Cynthia, in the archives. She shows Cynthia the feed from the interrogation room but says they need to determine Frank's motives before she can see him.
At the Society, Miller tells Ichabod that Grant tried to get the painting out of its frame to put it in a newer one, but couldn't remove it. Grant heard the painting say it wanted blood. Miller heard it, too.
Back with the painting, Katrina remembers Abigail opening a secret compartment on her desk. Katrina tries it and finds a packet of letters. Then she turns and sees a man drenched in blood wandering the halls. She follows John Colby.
Out in the woods, Jenny follows Hawley's directions to retrieve silver creature-killing bullets supposedly made from the actual games of Hell. She's not happy to determine that when Hawley said the bullets were buried "with" a body, it actually meant in. When she takes the last one out, the zombified body wakes up and starts to strangle her. She shoves a bullet back in. "Thanks for telling me to elave one in the body, Hawley!" she shouts.
Back at the Society, Ichabod tries to protect Miller from Colby but he's dragged away and into the painting. Miller appears in the painting a short time later, hung upside-down with bloody Colby standing over him.
Katrina rifles through Abigail's notes as Ichabod notices the fractures in the painting frame and Katrina says they're an entrapment hex.
They find in Abigail's notes that she allowed herself to be captured and then Katrina's old coven used the hex to put him in the painting.
Ichabod suggests he go into the painting to stop Colby. They take it up to Grant's workshop, where Katrina also touches it, telling Ichabod she doesn't want to be separated from him anymore. She recites the spell and they enter the painting, the "mind of a murderer," Ichabod says.
In the station, Irving has received a clean bill of health from doctors, but Jenny suggests Katrina might be able to see if his soul is intact. Abbie tries to reach Ichabod, but he has no cell reception from inside the painting.
Katrina and Ichabod find Miller strung up, bleeding but still barely alive. It looks like Colby has finished his painting with the blood. She's frantically reciting the spell to get them out of the painting when Colby appears and starts to come after them. She finishes reciting and the Cranes and Miller end up back in Grant's workshop.
Ichabod goes to splash paint thinner on the painting when Colby's arm reaches out and grabs him. Then the murderous artist's whole body comes through. He's charging at them when a shot rings out. Abbie fires the silver bullets at Colby, then at the painting. She hits the figure of Colby in the painting and he drops dead.
Later, Miller is expected to make a full recovery and the murders have been pinned on Colby, who hasn't been identified. Captain Reyes chews out Abbie for talking to Irving.
Ichabod talks to Katrina, reassuring her that they'll find their way in their new world, together.
Back at the station, Abbie tries to talk to Reyes again, but Reyes cuts her off. The DA just called saying they received evidence that could exonerate Irving.
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