- "Acheron: Part I"
Hershel runs over to greet Maggie when she returns to Alexandria. He excitedly tells her that Cole has something to show her, which turns out to be their group from Meridian. He persuades Duncan into letting him ride on his shoulders.
- "Hunted"
Hershel plays cards with Judith, Gracie, R.J. During the game, he asks Judith if she is ever afraid when her mother goes away, but Judith says that she's used to grownups leaving and jokingly mimics their goodbye speech. Hershel somberly notes that the adults say the same thing before the apocalypse, but can't promise to come back safely nowadays. Judith says it's just to make the children feel better, but Hershel believes it's to make themselves feel better. However, his mood perks up when he wins a round of cards.
Later that day, Hershel can be seen playing a game of rock-paper-scissors with R.J. while he waits for Judith to bring in the horsemeat to eat. The children are reluctant to eat it, but Hershel assures them it isn't that bad, or better than spiders at least.
- "Out of the Ashes"
Hershel listens to Judith's instructions as she teaches the children how to wield a sword.
Later that day, Hershel agrees with Gracie that he will also help Judith fix her broken keepsake.
- "For Blood"
Hershel huddles with the other children while the storm rages in Alexandria.
When it is time to evacuate upstairs, he goes with RJ.
- "No Other Way"
When Maggie returns from Meridian with Gabriel, Daryl and Dog, Hershel runs to her and hugs his mother. He eats from the apples the group brought back.
Later, after the Commonwealth appears in Alexandria, Hershel is among the residents who listen to Lance Hornsby's speech.
- "The Lucky Ones"
Hershel helps Daryl unload supplies, as Commonwealth troopers deliver supplies to the Hilltop.
- "Warlords"
When Maggie agrees to join Lydia and Elijah on their trip, Hershel runs to her and asks her how long she's gonna be gone, Maggie tells him it'll be as long it takes and hugs him goodbye.
He later stows away in Maggie's truck off-screen.
- "The Rotten Core"
While looking out the window, Negan sees that Hershel has been captured by Jake Daniels and realizes that the young boy had stowed away in Maggie's truck. As Daniels takes Hershel to a room and reports in, Negan sneaks up behind him and kills Daniels with his crowbar before an astonished Hershel.
Negan takes Hershel to the hidden apartment where everyone else is hiding and radios Maggie about Hershel stowing away. Despite Maggie's concern for her son, Negan promises Maggie that Hershel is safe with him and that something will have to happen to Negan before he allows Hershel to be harmed. Maggie is concerned about leaving Hershel in the hands of the man who killed his father, but Annie, aware of what Negan had done, reassures Maggie that Negan is someone who will do whatever he can to protect her son.
Alone with Negan, Hershel tells Negan that his mother had told him to stay away from Negan and asks why Maggie doesn't like him. Negan states that it was because of something bad that had happened a long time ago and he was a bad man. Hershel pulls a gun on Negan, having realized that Negan is the bad man who had killed his dad. Sitting down, Negan admits that Hershel is right and that there's nothing that he can say or do to make up for Glenn's murder. While Negan doesn't blame Hershel for wanting revenge, if he shoots Negan, the gunshot will draw the Commonwealth soldiers to them and while Negan might deserve to die for his actions, the other people with them don't. After looking at the people gathered outside of the room, Hershel silently lowers the gun which is taken from him by Lydia. Hershel then runs out as Negan cries.
After the battle, Negan notices Hershel silently glaring at him. Recognizing that they have unfinished business, Negan tells the young boy to return to the Hilltop and help his mother rebuild. If Hershel still wants revenge in a few years, he can look Negan up then and they'll settle matters between them at that time. After Negan walks away, Maggie asks Hershel what Negan had said to him, but Hershel remains silent.
- "Trust"
Hershel visits his father's grave at the Hilltop. As he leaves and passes the cellar, Lance emerges and introduces himself to Hershel. Lance questions if Hershel or his mom has taken any exciting trips lately, but he just silently shakes his head. Claiming that he only wants the truth and he can fix things if he has it, Lance tries to convince Hershel to help him, stating that he can't keep people safe if they keep secrets. However, Hershel refuses to tell Lance anything, stating that he should probably go get Maggie.
As Hershel begins to walk away, Lance stops him, calling Hershel a good and brave kid. Pulling out Hershel's hat, which Hershel had accidentally left behind at Riverbend, Lance puts it back on the boy's head, having correctly deduced that Hershel was present and discovers the hat to be a perfect fit. Before Lance can harass Hershel any further, Elijah slams him against the wall, creating a standoff as Maggie, Daryl and the Commonwealth soldiers rush to the scene. Running to Maggie's side, Hershel tells her that Lance had said that something bad was going to happen. Backed up by Daryl, Maggie warns Lance against messing with her family at gunpoint and orders Lance and his soldiers to leave which he reluctantly complies with.
- "Acts of God"
Hershel goes with Maggie, Elijah, and Marco and meet with Lydia at the Riverbend resident's hideout. Maggie tells Annie and Negan to stay with Hershel until the fight is over. Later, Negan helps Hershel out of the hideout. He angrily shoves Negan away and goes to Annie.
- "A New Deal"
Hershel accompanies his mother and their friends and allies at Union Station in the Commonwealth where Pamela announces the peace treaty and Lance's arrest for his crimes at Riverbend.
- "Outpost 22"
In flashbacks, Hershel is abducted by Commonwealth troops and ripped away from his mother. After escaping, Maggie is haunted by her inability to stop Hershel from being taken, especially after encountering a child walker that reminds Maggie of her son.
- "Faith"
Searching for Hershel in Alexandria, Carol and Maggie hear his cries for help inside one of the houses. Carol kills the soldier guarding Hershel and Maggie is reunited with her son. Rosita arrives looking for Coco who is still missing, but she isn't there and Hershel doesn't know where she is.
- "Family"
Having liberated Alexandria, Maggie, along with her friends and combat-ready prisoners, prepare to use the train to return to the Commonwealth and depose Pamela. She hugs Hershel, promising to return soon, before leaving him in the care of Nabila and Annie along with Gracie, R.J. and Aliyah.
- "Rest in Peace"
A year after the defeat of Pamela Milton, Hershel and Maggie reside in a rebuilt-and-thriving Hilltop. The two watch Adam play, before greeting Daryl, Carol, Lydia, Elijah, Judith and R.J. when they come to visit the community and talk about the future.
