Astrid and Hiccup's Relationship

"Astrid, you and I have been through everything together. You don't think we can handle this? Astrid, you have me, no matter what. Okay, whatever that means, whatever you want it to mean. I am with you. There will always be a Hiccup and Astrid. Always."

- Hiccup to Astrid who is temporarily blind

Astrid and Hiccup's relationship throughout most of the franchise would best be termed as not always platonic best friends.

Hiccup Haddock has liked Astrid Hofferson from a very young age. However, his awkwardness lands him in a more passive position in most of the development of their relationship. Astrid's feelings for Hiccup usually manifest themselves as extreme devotion and protectiveness, as she is always the first to aid him in any situation and the last to leave him, which Hiccup reciprocates towards Astrid. She was the last to leave him on his search for new dragons before Dagur broke out of prison and they moved to the Edge. It appears to be an unspoken assumption that Astrid will accompany Hiccup on his adventures, more so than the other Vikings, and will usually invite herself along regardless. On the rare occasions that they are separated by mitigating circumstances, Astrid is shown to worry greatly about Hiccup and is always overjoyed to be reunited with him. Beyond the romantic elements of their relationship, Astrid and Hiccup are the closest human friends that either of them has.

How to Train Your Dragon
At first, Astrid appears to be disinterested in Hiccup. She considers him irresponsible when he tries to go against higher orders to prove himself and is particularly unimpressed with his inability to stay focused in the training arena. Unlike the rest of her peers, Astrid never ridicules Hiccup or laughs at him but as he walked past the other teens, she stopped sharpening her axe to stare at him with curiosity.

Her vendetta against him seems to be on more personal ground and is fueled by suspicion and jealousy. Astrid grows particularly annoyed with him when he takes the upper hand during 'dragon training', suddenly showing far superior skills than she could ever hope to achieve despite all her hard work and determination. She also seems to be the only one able to see through the facade Hiccup puts up in the wake of his popularity. By the time Hiccup takes the final win, Astrid has grown beyond aggravated.

Instead of confronting him calmly like she initially did when questioning him about his weirdness, Astrid follows him to the Cove and aggressively tries to press the truth out of him. When she hears something she throws Hiccup to the ground and moves forward to investigate. Once she spots Toothless, however, her feud with Hiccup is forgotten and her first instincts are to protect him from the dragon. Notably, it's not the first time Astrid warns Hiccup as she told him to get down and out of sight when facing danger during their training sessions. This time around, however, she physically attempts to protect him by pulling him to the ground with her. Hiccup is quick to intervene before anything serious happens. He attempts to calm both individuals down and explain himself to Astrid, who is thoroughly astonished by the revelation. Although it is unknown if she was actually running to the village, Astrid runs away in shock and fear, only to be picked up by Toothless and dropped in a tree.

After finally agreeing with Hiccup to "let him show her" why Toothless is not as dangerous as she believes, (having no choice other than fall out of the tree to her death) she reluctantly gets on the dragon. But sensing her attitude, Toothless doesn't listen to Hiccup's instructions to get down gently. Instead he races down, dunking his riders into the water, and spinning in circles. Astrid wraps both her arms and legs around Hiccup in fear, indicating she must have some trust in him. Astrid apologizes, and Toothless slows down, and she admires the beauty of the sky, especially as the sun starts to go down. She waves her hand through the clouds and even falls back so she can feel it in her hair. As they approach Berk, Astrid puts her arms around Hiccup's waist and leans her head on his shoulder, to Hiccup's surprise and then delight. As they go back into the air, she admits flying is amazing, and adding onto to it by saying Toothless is amazing.

As they try to go back, Toothless suddenly hears a call and flies into line with a ton of other dragons, Hiccup telling Astrid to get down so they aren't spotted. Once they are in the Dragon's Nest, Hiccup urges Toothless to get out for his and Astrid's safety, both Hiccup and Astrid slightly frightened when a Gronckle fails to get enough food for the Red Death and is promptly eaten. In horror, Astrid wraps her arms tightly setting Hiccup's chest. Once escaping the Nest, Astrid immediately tells Hiccup they have to tell Stoick, but Hiccup gently takes her arm, telling her no, that they'll kill Toothless if the village finds out. She asks if he's really being serious about wanting to keep the Dragon's Nest a secret, as it's something Vikings have searched for since they first arrived, just to protect his pet dragon. When Hiccup firmly says yes, her face changes and shoulders drop, realizing just how important Toothless is to him. She decides to support him, asking what he's going to do, to which he says he'll think of something by the next morning. She then punches him in the arm, saying that's for kidnapping her. As he rubs his sore arm, she grabs him by the shirt and quickly kisses his cheek, stuttering slightly as she says that was for everything else before running back home. Leaving Hiccup in shock and bewilderment.

In the Arena the next day, she meets with him before he goes inside, gently asking what his plan is. He says he has to try to stop this, but if something goes wrong he asks her to take care of Toothless. She accepts, before asking him to promise her nothing will go wrong. He doesn't get the time to respond, as Gobber tells him it's time to go in. After trying to train the Monstrous Nightmare and Stoick angering it by losing his temper, Astrid cries out for Hiccup, using a nearby axe to force the arena door open and then throwing a hammer at the dragon to distract it from Hiccup. She continues trying to distract the dragon so Hiccup can get away until Stoick enters the arena and Toothless is subdued. Astrid then holds Hiccup back as he's desperately trying to stop his father and the other Vikings from chaining Toothless up.

After Toothless is locked up on a ship heading towards the Dragon's Nest, Hiccup watches them sail off in despair, and Astrid doesn't make him feel better when she states the obvious (he's lost his tribe, father, and best friend) but slowly turns it into an almost pep talk/motivational speech. She asks him why he didn't go through with his plan to kill Toothless when he found him in the woods, and he eventually confides in her that he saw himself when he looked at him. She asks him what he plans to do and he responds with "I don't know, probably something stupid" when she tells him it's a good start but he's already done that, he responds with "then something crazy".

When Hiccup introduces the dragons in the arena to the other Viking teens, she shows her support (probably being the main reason the other teens go in the first place), and when Ruffnut tries to flirt with Hiccup, Astrid pulls her away by her helmet. She makes sure the other teens are supportive as well.

During the battle against the Red Death, Hiccup and Astrid both ride Stormfly, Hiccup finding his confidence and calling out instructions to the other teens. He leaves her to fly the Dragon alone when he jumps down to free Toothless from a burning ship. He later saves Astrid when the Red Death tries to suck Stormfly into it's mouth and swallow her, before Hiccup has Toothless shoot a plasma blast at the Red Death, Astrid starts to fall to the ground before Toothless grabs her. She smiles up at Toothless and Hiccup before Toothless gently drops her on the ground. There she, Stoick, and the other Vikings watch in horror and awe as Hiccup and Toothless fight the Red Death in the clouds above. After Hiccup disappears in the smoke and fire, Astrid rushes to the scene, believing Hiccup is dead. Tears come to her eyes, and when she hears Stoick proclaim that he's still alive, even more tears come to her eyes as she rejoices with the Vikings.

After he wakes up and goes outside she sneaks up behind him and punches his back, claiming that was for scaring her. As Hiccup protests angrily, she smiles and pulls him forward for a real kiss on the lips. He quickly tells her he can get used to the punches as she blushes. She then joins Hiccup and the other teens for a dragon ride on their dragons as the movie ends, concluding their relationship as "not-always-platonic-best-friends".

It is possible that Astrid had feelings for Hiccup before the events in the movie, due to her immediate change in behavior during the first flight. She might have just ignored them since Hiccup didn't meet the usual Viking standards. When Hiccup was thought to be dead after he defeated the Red Death, Astrid is the only Viking to be brought to tears, meaning she took it the hardest, besides Stoick.

Legend of the Boneknapper Dragon
When Hiccup was upset for Gobber, Astrid took a few steps closer to him perhaps to comfort him. When they were on the boat, Hiccup and Astrid sat next to each other, and while they were stranded on the island they are often standing next to each other. At Gobber's outrageous stories, and all the teens' annoyance at them, Astrid shoves Hiccup in Gobber's direction as a hint that he put a stop to this, indicating that Astrid trusts Hiccup to bring some sense to their situation.

Book of Dragons
Astrid and Hiccup are sharing a bench at a table in the Great Hall, and sitting very close together.

Gift of the Night Fury
Astrid remains a close friend of Hiccup in Gift of the Night Fury, as Astrid and Hiccup both advocate the idea to make up new holiday traditions to cheer the tribe up. She gestures for some support in her ideas, and he's quick to give it. When the other teens didn't like her Yak-nog, she says she bets that Hiccup would like it as she runs off to share it with him. As they discuss the prosthetic Hiccup makes for Toothless so the Night Fury can fly on his own, he also calls her "M'lady" we she hands him a cup of Yak-nog. Even so, near the end of the special, Astrid comforts Hiccup when he's missing Toothless, holding his hand, lifting his face by the chin to look at her, and then kisses him on the lips, followed by a sincere hug. He's shocked again, but quickly relaxes as he rhetorically asks her where Toothless went. She still likes to tease Hiccup however, as she did with him when she noticed Toothless had entered the Great Hall, before she giddily turned him around so he could see Toothless was back.

Dawn of the Dragon Racers
When Snotlout wins Astrid tells Hiccup "One out of two ain't bad, and for what it's worth I always knew red was your color". Hiccup responds "Aw Astrid thank you." After which Astrid jokes "I was talking to to Toothless." In the flash back, when Hiccup was trying to get the other riders not to have a dragon race, Astrid was the one he asked to back him up. She did at first, but when he saw the other riders racing including Astrid, he yelled to her, "Really Astrid?! Where's the love for the acting chief?". When Snotlout crashed into Astrid and she fell off of her dragon, Hiccup was worried and upset about her breaking her arm. In preventing her from injuring herself more, he refuses to allow her to race after that.

Riders of Berk
In the Riders of Berk series they appear to have a budding relationship, but they are quite shy and awkward about it. Their romantic attachment is more suggested in their dynamic and interaction then outright stated. Whilst Astrid maintains more of her initial stern, authoritative demeanor with the other Vikings, she opens up more when alone with Hiccup, and apparently feels safe showing a considerably softer, more whimsical side of her personality to him. The two are incredibly close, with Astrid acting as Hiccup's confidant when he needs advice on personal problems, and often pair off from the others when needing to achieve something especially difficult.

How to Start a Dragon Academy
When Hiccup and Toothless win the best trick contest, Astrid says "He's still the best!" Hiccup was given responsibility of keeping the dragons out of trouble he got so beat up from running from crisis to crisis putting flaming sheep out Astrid went to see him, before she went in his room he said to Toothless "Astrid, perfect I don't look to beat up do I?", which indicates that Hiccup cares what Astrid thinks of him.

After the Academy's sign is hung, the two look on with pride, and Astrid gives him flirtatious punch in the arm.

Animal House
After Hiccup and Astrid get swept up into an avalanche while riding their dragons, Hiccup attempts to protect her, but they both fall into the huge crevice of snow and ice. In the dark, they call for each other, and Astrid tells him she's freezing. So he tells her to "come here". Their dragons use their firepower to open a hole in the ice so they don't freeze and in the light they suddenly realize that they're holding each other tightly. They both back off awkwardly, assure the other that they're ok, and Astrid teasingly punches his arm again.

Later, Hiccup and Astrid are sitting next to each other while they tell Fishlegs what happened, and he suggested they could have used each others body heat to stay warm, to which they scoot away from each other and blush.

In Dragons We Trust
After dropping their dragons off at Dragon Island, Astrid leans against the ship's mast, and Hiccup quite obviously changes his position to lean against the mast in the same fashion. He then confides in her his suspicions that Mildew framed the dragons for the recent mishaps at home.

Alvin & the Outcasts
Hiccup was hiding as not to get captured, until Alvin got a hold of Astrid. It was then that Hiccup showed himself and made a deal with Alvin to leave the people of Berk in peace if he proved he was the Dragon Conquer.

Portrait of Hiccup as a Buff Young Man
Hiccup at the beginning was busy complaining to Gobber and Stoick about his painting as a buff man, Tuffnut asks "Whoa, what happened to Hiccup?" Then Astrid replies "Who cares" in an aroused way.

Later, during the cave-in, Astrid frantically refused to leave Hiccup (who fell into a pitfall) until Fishlegs pointed out that there won't be anybody to save Hiccup if they all got trapped. She and Fishlegs were the teens most fervently trying to dig Hiccup out once they were back outside.

Heather Report, Part 1 & Part 2
Though she insists she's not, it's quite clear that Astrid is dealing with feelings of jealously when Hiccup starts neglecting his commitments to her in favor of Heather. She angrily tells Hiccup that his brain is under siege.

In Heather Report, Part 2, Hiccup wanted to shadow Astrid on her mission to Outcast Island because he wants to be sure she'll be safe.

Later, when Alvin grabs Astrid and runs off with her Hiccup gives chase. Hiccup was also ready to kill Alvin when he threatened Astrid's life.

Before Heather leaves she gives Astrid a good-bye hug, and appears to not even notice that Hiccup was expecting one as well. It appears that Heather had picked up on Astrid's feelings and is keeping her distance out of respect for her new friend.

Astrid gives him another signature punch in the arm after Heather leaves.

Thawfest
She did say in "Thawfest" that one thing she "always liked about Hiccup" is that he was a gracious loser, further supporting the theory that Astrid had feelings for Hiccup prior to the first movie.

She is also in a sense Hiccup's moral guide, keeping him honest. At the end of the episode she kisses him for doing the right thing and being himself.

When Lightning Strikes
In "When Lightning Strikes", Astrid is the first person that Hiccup seeks out before leaving the island, and when Hiccup tells Astrid that he is leaving with Toothless the first thing that she asks if he will come back. Despite his assurance that he will return when the villagers all realize that the lightning wasn't because of Toothless, Astrid appears emotional and distraught.

When she and Stormfly fly him to the top of the ship's mast, she's genuinely worried about his safety during the electric storm.

What Flies Beneath
Hiccup has to depend on Astrid to give him a ride on Stormfly during much of the episode while Toothless is seeking out the Whispering Death.

Twinsanity
Astrid and Hiccup almost appear to think alike as they try to get Barf and Belch out of danger.

Breakneck Bog
When the other teens want to flee Trader Johann's ship and the Smothering Smokebreaths, Astrid is the only one to stay behind to help Hiccup find the treasure said to be from his late mother. She manages to talk the others into staying and helping, too.

Gem of a Different Color
Gobber pairs Hiccup and Astrid together for hand to hand combat, but Hiccup quickly protests, insistent it's not a fair match. It's unclear if he does this in an attempt to be a gentleman, or if he knows Astrid would win with no contest. He manages to dodge her first swing, but is quickly pinned to the ground. At Gobber's advisement, he then plays dead, and she gets off of him. As she's helping him back to his feet, she asks if he's ok, and he jokes that his shoulder should pop back into place in no time.

We Are Family, Part 1 & Part 2
When Hiccup is upset that they didn't find any other Night Furies for Toothless, Astrid cheers him up saying that Toothless is pretty happy anyway, because Hiccup is his family.

Live and Let Fly
Astrid and Hiccup are comfortable walking closely side by side on their way back from the arena. When Astrid catches Hiccup flying Toothless against his father's wishes, she chases him down on Stormfly, despite that meaning she was also breaking Stoick's new rule. When she catches him, Hiccup confides in Astrid his feelings on the rule, and they come up with the Secret Dragon Flight Club together. They then explain it rest of the other teens together.

The Night and the Fury
Hiccup gives Astrid the authority to arrange an exercise for the riders, and fully supports what she decides to do even though the other riders don't.

Tunnel Vision
When Astrid tells Snotlout that she's sure that's not what Hiccup meant when he started selling water in trade for goods, he says, "Well, that's what makes him Hiccup and me Snotlout." She responds, "That's just the tip of the iceberg."

Fright of Passage
In the beginning when Astrid wants to go after the Flightmare, Hiccup tries to stop her. She says "Come on Hiccup don't tell me you haven't been dreaming about the Flightmare, going after it, learning about it, training it." Then Hiccup says "Well you know Astrid, training dragons isn't the only thing I think about." She then asks him "Are you actually saying that to me with a straight face?" This might suggest that Astrid knows that he thinks about her.

They spend a lot of time alone together on Toothless, chasing the Flightmare. When Astrid gets sprayed by the Flightmare's mist and is paralyzed, Hiccup pushes her to the ground to dodge another attack, and then drags her by the waist to the safety of Toothless, where he lifts her into the saddle. Her fascination with the Flightmare impairs some of her judgement and he has to push or pull her to safety a number of times. At the end of the episode when they were back in the village Hiccup said to the villagers "We learned a lot about the Filghtmare and I will explain it all to you but the most important thing we learned was Fearless Finn Hofferson was indeed fearless," Then towards Astrid "just like all the Hoffersons." Then he put his hand on Astrid's shoulder and they smiled at each other.

Appetite for Destruction
When Hiccup prepares to leave Dragon Island to find out what's making the islands to sink, Astrid insists to go with him, saying that it could be something dangerous, showing that she cares for his safety. Later, when Hiccup goes to confront the Screaming Death, Astrid again insists to go with him and when Hiccup tells her to stay for her safety she asks him "So you're leaving me alone?" even though Fishlegs was there too and Fishlegs himself even reminds her of that.

This is also the episode where ironically Astrid tells Fishlegs "No one is kissing me on the lips, EVER!"

A View to a Skrill, Part 1 & Part 2
These episodes continue the trend of Hiccup and Astrid choosing to be close to each other and the pair showing more concern for each other than typical of the others.

Astrid joins Hiccup, and this time Snoutlout, on the mission to find the overdue Bucket and Mulch, after rescuing the missing Vikings from Berserkers it is Astrid and Hiccup alone who speak to the pair. Once the frozen Skrill is returned to Berk, Astrid and Hiccup stand right next to each other with Snoutlout and Fishlegs on either side of the pair. When Hiccup goes to tell his father about the Skrill, Astrid accompanies him and Toothless. While speaking to Silent Sven, Astrid stands next to Hiccup, with Snotlout and Fishlegs on the other side. Although, when they land on the seastack after the Berserker attack, they place Fishlegs between their dragons when they land, this could be due to their secondary positions in the V-formation with Fishlegs in the lead. Then when the two teams reunite Hiccup takes up a position right next to Astrid in the formation.

When the Skrill first prepares to fire on Hiccup and Toothless, it is Astrid that cries out his name and rushes forward to help before the others follow. Then when Hiccup and Toothless dodge and the Skrill fires on the group, it is Astrid’s name that Hiccup cries in alarm, despite the fact that the entire group was fired upon. In contrast, when the Skrill actually hits Snotlout neither Hiccup nor Astrid show much concern, Astrid actually seems to be deriving pleasure from it.

Astrid also acts as Hiccup’s voice of reason and devil’s advocate for his plans. When Hiccup states that he will follow the Skrill into the clouds by using Toothless’ ability to echolocate Astrid asks if that even works in the clouds. Also, when Hiccup places Astrid in charge of the team attacking the boats and he takes Tuff and Ruff to fight the Skrill, Astrid points out that he needs to be careful because he has more metal than the others.

The Flight Stuff
They're sitting awfully close together on the arena wall watching Snotlout train Gustav, and their hands almost appear to be touching.

Free Scauldy
Astrid gives Snotlout a taste of his own medicine by flirting with him, and demonstrates the humor of it for Hiccup. Hiccup awkwardly admits that she's even grossing him out.

Frozen
She runs and hugs Hiccup in front of Gobber when he returned from rescuing Johann, relived that he's ok after half of their village was paralyzed by the Speed Stingers.

A Tale of Two Dragons
When Astrid knocks on Stoick's and Hiccup's door, Hiccup answers it saying "Ooh what a beautiful night, let's talk outside!" She vents her concerns to him about Snotlout, and he promises to deal with the issue. She finally smiles and tells him "Thank you", and he flirtatiously leans toward her and says, "You're welcome!"

The Eel Effect
Astrid was willing to wait outside in the cold while she was suffering from Eel Pox for Hiccup to come back and was very happy to see him return in "The Eel Effect". These actions suggest that her crush on him is getting harder to hide. He also calls her "young lady" and tells her to get inside.

Cast Out, Part 1 & Part 2
He saved her after Snotlout knocks her and Stormfly out of the sky. He has to hold Astrid back by the waist as she's trying to beat Snotlout up for what he did. Hiccup angrily suspends Snotlout from the academy for almost killing Astrid.

Race to the Edge
By the time of the episode "Blindsided", Hiccup and Astrid are officially a couple. However, even before the events of "Blindsided", it seems as if they both had feelings for each other, and were both aware of their mutual attraction towards one another. Also, when they are alone together, or one of them is in great danger, they aren't afraid to show a little affection.

Dragon Eye of the Beholder, Part 1 & Part 2
Hiccup appeared upset that Astrid mentioned that she's done searching for new dragons and is joining the Berk guard, despite saying how happy he was for her. Astrid then advised him to start thinking about what's next for him and Toothless.

Hiccup also dives down to save Astrid after she falls into giant eel infested waters.

Then while Hiccup is exploring the Reaper, the Dragon Riders are captured by Dagur and locked in a cage on the Reaper. When Hiccup meets Dagur again after three years, Astrid is one he cries out for.

Imperfect Harmony
After they land on Melody Island, Hiccup and Astrid spend most of the time together, and even slept next to each other. When the Death Song was about to shoot at Hiccup, Astrid pushes him away and the amber immobilizes her.

When Darkness Falls
In "When Darkness Falls" there are several instances which point to the complex relationship that has developed between the two to this point and establishes a theme that carries through the entire series.

When they first land on Dragon's Edge and Hiccup takes charge of having them set up the camp, Snotlout complains about liking "whiney Berk Hiccup" more than "Princess outpost Hiccup" to which Astrid replies, "I know, right?" before giving Hiccup a secret double thumbs up.

Then the next day when everyone is pushing their ideas for the outpost Astrid smiles when Hiccup states that they need one idea, as if she fully expects Hiccup to choose her design and then gets upset when Hiccup states that everyone else's ideas are good too.

However, what is perhaps the most telling is the layout that Hiccup chooses for Dragon's Edge. Hiccup placed his hut right next to Astrid's hut and they are closer together than any of the other huts.

Gone Gustav Gone
When Hiccup asks Astrid to watch Gustav, she sarcastically responds with "Great, so now I'm a baby sitter!", to which he laughs very nervously. However, the fact that Hiccup asked Astrid and not anyone else shows just how much he trusts her.

Reign of Fireworms
When Astrid is "locked up" Hiccup asks her, "So, what are you in for?", to which she replies, "Not funny!", and when Hiccup is "locked up" she asks him the same thing. This indicates that they like to make fun of and tease one another.

Have Dragon Will Travel, Part 1 & Part 2
In "Have Dragon Will Travel, Part 2", Heather asks Astrid if she and Hiccup are a couple. First, Astrid panics and throws her axe into the top of a tree. Then she adamantly states the two are just friends, though she appears a little nervous on the matter, and it is clear that Heather doesn't buy her denials.

Also, when Heather teases that Hiccup is kind of cute, Astrid blushes, smiles and says, "I guess. If you like that unassuming, heroic, dragon rider type." Then at the end, Hiccup feels sorry for Astrid losing a friend, knowing the two got really close. Astrid then puts her arm around Hiccup and states, "But I still have you."

The Next Big Sting
Main article: The Next Big Sting

Astrid is visually concerned, biting at her fingers, when Hiccup jumps off the cliff with his new flight suit, Dragon-fly 1. She looks to Toothless for some reassurance that he'll be ok. Later, when Hiccup says the Stingers' webbed feet have given him some ideas for "something he's been working on", Astrid tells him that if he says "Dragon-fly 2", she's going to lock him up, indicating she's sick and tired of him needlessly putting himself in danger.

Astrid's Team
After an attack on Berk, Astrid finds out that her parents house got destroyed during the attack. Fortunately, her parents were out when the attack was taking place.

Astrid tells Hiccup that she will be staying in the arena and Hiccup said that he's staying there too, due to his dad's loud snoring, but he was really trying to support her. When she decided to stay on Berk to train new riders, Hiccup stayed too, saying that it was to patrol the island, but he really stayed on Berk to be with Astrid.

Night of the Hunters, Part 1 & Part 2
At the beginning of the episode, Hiccup is worried that Astrid has been gone all day without telling anyone where she's gone.

Feeling that something's wrong, he decides to lead the others on a search party to find her. Hiccup sees her as she begins to sink into the ocean and immediately dives in to save her.

As Hiccup pulls her out of the water, he holds her on his lap, and shouts her name, fearing the worst. After a few seconds, she weakly regains consciousness and asks, "What took you so long?". Hiccup then holds her in a tight hug thanking the gods she's alright, his panic still evident. She then appears to fall asleep with her head on his shoulder.

For some reason, when they return to the Edge, he brings her to his hut instead of her own and lays her in his bed to let her sleep the experience off.

Snotlout Gets the Axe
Hiccup shows no worries at the various jokes about Astrid and Snotlout someday marrying, because he has full confidence that it'll never happen.

The Zippleback Experience
At seeing Toothless alone, looking out over the sea, Astrid knows Hiccup is is trouble, and she leads the other Riders on a search for him.

Snow Way Out
During the course the episode, Astrid tells Heather that she is worried about not telling Hiccup, explaining to her that she knew Hiccup trusted her, and that she has never lied to him before. While Heather reassures her that this is a necessary sacrifice, Astrid still looks doubtful.

A little after this event, Hiccup tells Astrid that he relies on her. Astrid looks taken aback by that, remembering her talk with Heather. At the end, Hiccup is upset when Astrid tells him that Heather was helping them, since he is surprised that Astrid was keeping a secret from him that could help them. He also seems to feel personally betrayed, as he has trusted Astrid with secrets in the past that he had never shared with anyone else. Although he acts coldly towards her for a time, they seem to reconcile by the end of the episode.

Edge of Disaster, Part 1 & 2
When Hiccup prepares to leave, Astrid implores him to not leave her alone, but in the end she accepts to stay on the Edge. Later in the episode she says "Hiccup, where are you when I need you?". When Hiccup finally arrives, she is so happy that she even punches Dagur when he insults Hiccup.

Maces and Talons, Part 1 & 2
When Astrid is worried about Heather's safety while working with the Hunters, Hiccup reassures her that she will be fine, and they look longingly into each other's eyes until Snotlout and Tuffnut destroy the moment.

Enemy of My Enemy
At the beginning, Astrid confronts Hiccup because he wants to go on a patrol alone, saying that it is too dangerous and trying to convince him that he won't find Viggo. She is worried that Hiccup will wear himself into the ground looking for Viggo.

After Astrid realizes that she can't change his mind, she insists that he allow her and Stormfly to accompany him. However he leaves without her when she goes to get Stormfly.

Later at the island when Toothless is incapacitated and Hunters are looking for him, Hiccup mentally beats himself up for not listening to Astrid.

Buffalord Soldier
In the episode "Buffalord Soldier", Astrid becomes deadly ill with a disease called "The Scourge of Odin", and even before Hiccup knows she is sick, he is very concerned. His anxiety heightens when Stormfly comes to him in a panic and leads him to Astrid, whose symptoms are much worse. Hiccup paces around the floor, as Fishlegs searches for a cure, and catches Astrid when she collapses, concern etched in his face.

When Astrid falls off of Stormfly after she is brought to the Buffalord, Hiccup catches her, clearly still worried. He comforts her as she whimpers in pain, telling her that they will beat the illness and that she must keep fighting, confessing that he couldn't imagine a world without her in it. He begins to panic when the clear Buffalord saliva does not cure her. Hiccup holds Astrid's hand, and begs her to stay alive a little longer, for him.

When Viggo arrives to take the dragon, he reveals that it was his boat where Astrid caught the Scourge, which antagonizes Hiccup more than Viggo usually does. Viggo threatens to kill the dragon if the Riders will not let his Hunters capture it, but Hiccup begs him to let him collect the green saliva before they take it away. Afterwards, he willingly allows Viggo and his men to take the dragon away, knowing that Astrid's worth it and that the Buffalord would be impossible to move off the island anyway.

Finally getting the green solution, Hiccup urges Astrid to drink, and then helps her up as color comes back to her face. Astrid stumbles at first and nearly falls, but Hiccup catches her and steadies her on her feet.

After giving the vikings on Viggo's ship a Viking funeral, Astrid thanks Hiccup for saving her life and adds that she owed him, after which he tells her that it wasn't a big deal and he was sure she would have done the same for him. Astrid too confesses she couldn't imagine a world without Hiccup in it, as the both of them smile at each other.

A Grim Retreat
Astrid is the one who convinced Hiccup to go to an island to relax. At the campfire, they stay together. When Toothless and Hiccup go the water Astrid says, "come on, come on." showing she cares for his safety.

To Heather or Not to Heather
When Astrid and Heather are talking, Heather mentions Hiccup, and Astrid smiles and looks to the ground. Heather tells Astrid to to express her feelings to Hiccup and mentions that the two of them are perfect.

Stryke Out
When Snotlout accidentally gets Hiccup and Toothless captured and taken to the dragon fights, Astrid was very worried, and when she found him she ran to him and hugged him.

While they were flying out Astrid said she was glad to have Hiccup back and she was worried. Snotlout said he wasn't worried, though Fishlegs said that Astrid would've killed him if they hadn't found Hiccup.

Tone Death
When Snotlout states that Hiccup can "have" Astrid, Hiccup laughs and says, "Thanks, I appreciate that".

Family on the Edge
Astrid threatens to kill Dagur, thinking he did something with Hiccup. When Hiccup appears, she pokes him in the chest in an accusatory manner, and he pushes her finger away with his finger tip, laughing nervously as they both look at their fingers. When they are finished talking about Dagur, they look at each other and smile a little bit.

Last Auction Heroes
When the riders were captured, Astrid put her hand on Hiccup's shoulder and he looked at her and put his hand on her's. Later in the episode, when Hiccup was drowning, Astrid and Stormfly dive in and catch him.

Defenders of the Wing, Part 1
When they're waking toward the Defender's village and spot the assassin's in the trees above, Astrid catches a blow dart in mid air before it hits Hiccup. Later Hiccup tried to train the Speed Stingers as Astrid frantically calls for him and attempts to jump in the pit to help him, but was stopped when Mala blocked her path with her sword and Throk held her back.

Midnight Scrum
At the beginning of the episode, Astrid helps Toothless save Hiccup from the bounty hunters. When they are alone in the Great Hall, she places her hand on his and tells him to inform Stoick about the bounty. After Astrid and the other riders find Hiccup, she immediately rushes over to him and helps him stand without his metal leg.

Dire Straits
After dragging Hiccup on deck, Astrid frantically calls his name, feeling worried that he isn't breathing. When he finally wakes up she is relieved to see that he's okay, kneels beside him, and puts her hand on his shoulder. It shows how much she cares for Hiccup and wants him to be safe.

Gold Rush
Astrid panics when she sees Toothless without Hiccup, but is visibly relived when Hiccup escapes Viggo's ship.

Out of the Frying Pan
Astrid starts to panic when too much time has passed after Hiccup, Fishlegs, and Mala enter the cavern. She agrees to join Throk in fetching them before the lava rises too high, putting themselves in danger. Just before Astrid passes out from the heat in the lava pit, she mutters Hiccup's name, and when Hiccup, Fishlegs and Mala spot Astrid and Throk, Hiccup lifts Astrid onto his lap to take her to safety.

Twintuition
As they are flying Stormfly gets hit by a boulder and Astrid falls off. Hiccup goes to save her, and as he grabs her arm he says "I got ya". When they land he steps forward a little to check if she's ok.

Blindsided
After Astrid was blinded and knocked over by a strike of lightning, Hiccup expresses his concern over her condition, speaking with her alone and trying to reassure her that everything will be okay.

Later, while riding on Toothless, Hiccup grabs Astrid's waist to prevent her from falling off, telling her to hold on tighter. She apologizes, but he says that it's okay, admitting he's glad that she's there with him.

When they land, Astrid begins walking off to find Stormfly, and when she trips over a rock, Hiccup leaps for her, wrapping an arm around her waist and shielding her head from hitting the ground as they fall, leaving them in an awkward situation. When the Triple Stryke first appears, Hiccup pulls Astrid out of the way and shortly after has Toothless grab her and move her to a safer position. Later, Hiccup tells Astrid that Stormfly was only protecting her when she was cast off to the side by her dragon.

Hiccup cheers Astrid up and tells her that he is there for her, that he will always be there for her, and that there will always be a Hiccup and Astrid, and that she is far from useless in her current state. Shortly after Hiccup says this, the Triple Styke returns and Hiccup dives for Astrid pulling her to the ground with him and out of harms way.

Later, at Astrid's hut, Gothi finally helps Astrid regain her sight, with Hiccup saying thank you to Gothi. Astrid suddenly sees Hiccup and hugs him, with him reciprocating in kind.

Later, close to sunset, Astrid and Hiccup are sitting by the Dragon stables, when all of a sudden Hiccup moves as close as possible to Astrid. Astrid then asks Hiccup why he did not kiss her when the opportunity arose. Hiccup states that he was waiting for the perfect moment to do so. Astrid replies that right now is the perfect moment, and then Astrid and Hiccup share a kiss, and with it their romantic relationship is started.

Shell Shocked, Part 1
Astrid congratulates Hiccup for creating the perfect plan to capture and defeat Viggo. Hiccup is still nervous and unsure, but Astrid assures him that the plan will work. They attempt to share a kiss but are interrupted by Fishlegs. Fishlegs believes they're thinking of ways to hide the Dragon Eye once regaining it, completely oblivious of their romance.

Hiccup and Astrid are relieved and decide for the time being to keep their newly formed romantic relationship a secret from the rest of the Dragon Riders.

Eventually, the rest of the Dragon Riders begin to notice a change in Astrid and Hiccup, but are oblivious of their newly developed romantic relationship and instead theorize different reasons for their behavior.

While Ruffnut and Tuffnut believe that Hiccup is going to die and Snotlout believes he has developed a gambling problem, only Heather becomes aware of their romance and allows the couple to have time alone together.

Shell Shocked, Part 2
Viggo knows of Hiccup and Astrid's relationship, and taunts him with it, telling him how odd it is that he is in love with a girl who is his partner in battle, which winds Hiccup up, but he forces himself to concentrate on the task at hand, stopping Ryker.

After defeating Ryker, Hiccup goes to check on Fishlegs. After Fishlegs leaves, Viggo appears while holding Astrid captive and states that he will release her in return for the Dragon Eye, causing Hiccup to throw it into the volcano, which makes Viggo let go of Astrid and run to it, thus showing how Hiccup will do whatever it takes to protect Astrid. At the end of the episode, just prior to the explosion of the volcano on the Edge, Hiccup and Astrid end up kissing after promising to keep their relationship out of the war with Viggo, and their kiss was seen by the other Riders, erasing Ruff and Tuff's suspicions about an 'illness'. Snotlout, on the other hand, seems to be convinced of a gambling problem.

Living on the Edge
When Astrid says "go I'll stay with Garf" Hiccup looks worried. Then she looks at Stormfly then back at Hiccup and says "I'll be fine. I've got her." Hiccup nods and gently kisses her forehead.

Sandbusted
At the beginning of the episode Hiccup is holding his betrothal gift for Astrid, and explains to Snotlout what it is and said it means the he and Astrid will be together forever. Astrid, meanwhile, is struggling to find a gift for Hiccup and when the gang goes to the Northern Markets after getting a T-mail from Trader Johann, Astrid is still unable to find a gift for Hiccup. At the end of the episode, Hiccup presents his betrothal gift to Astrid. As he gives it to her he says "This was my Father's betrothal gift to my Mother, and he gave it to me to give to you. Astrid you're a part of our family, you always have been, and I hope you always will be." Astrid sheds sighs which Hiccup misinterprets as dislike for the gift and says "Well if you don't like it..." Then Astrid shows a loving smile and says "Hiccup I it's it's beautiful, it's perfect," She sighs in disappointment and says "It's just I, I didn't get you a gift I don't know what to get." Then Hiccup interrupts her, smiles and says "But you did. Astrid you got me the greatest gift in the world. You. You just being here with me is the only gift I need." Hiccup pulls Astrid into loving hug. The two of them have been officially betrothed for six moon cycles.

A Matter of Perspective
Towards the end of the episode Hiccup and Astrid are walking to their huts and Astrid asks how Hiccup figured to get past a new dragon they encountered. Hiccup tells her that it's all about perspective and that it's pretty cool to think about. He then grabs her hand. Astrid then says she going to get some sleep, and they kiss.

Dawn of Destruction
At the beginning of the episode, Hiccup and Astrid are doing combat training together. Hiccup and Astrid take a "vacation" to an island to find a sassafras plant. At the same time, they say "Do you think we should have stayed at the edge?". They laugh, then lean on each other while looking into the distance. "I just want to make sure." Hiccup says, "But then again, spending time with you is important." Astrid hugs Hiccup. "What was that for?" Hiccup asked. "Just for being you. I love how sensitive you are." Astrid replies. "Don't tell that to Stoick." Hiccup responds. "Oh, he knows, everyone knows. It's what makes you a good friend. A good leader. And a good boyfriend." Astrid replies. Hiccup and Astrid then take a romantic, moonlit flight.

Snuffnut
Main article: Snuffnut

At the clubhouse while Tuffnut is talking about Ruffnut and Thrork to Hiccup and Astrid, Astrid walks to Hiccup and stands behind him and put her hands on his shoulder. Throughout the episode they are seen standing next to each other.

Sins of the Past
Near the end of the episode, Hiccup asks Astrid where Dagur is. She points to Dagur, who is comforting Heather. "What was in the letter?" Astrid asks. Hiccup answers with "closure" and wraps his arm around her waist. Astrid puts her arm around his waist and lays her head on his shoulder.

How to Train Your Dragon 2
Astrid and Hiccup are not only an official couple by the sequel, but are betrothed. This is hinted at during the Dragon Race at the beginning when Stoick proudly yells "That's my future daughter in law!" after Astrid grabbed the black sheep from the twins.

After the race, Astrid and Stormfly track Hiccup and Toothless down at Itchy Armpit, where he greets her with "Afternoon, m'lady!" Astrid then sits on the ground beside Hiccup, and gestures for his pencil so she can add something to his map. Hiccup hands it over without a second thought. They sit so close together, they always appear to be touching in some way, or even leaning on each other. Hiccup vents to Astrid how Stoick is pressuring him to take on the role of Chief, and she teasingly mocks him, to which his reaction is both confusion and amusement. They both laugh, and Astrid even punches Hiccup in the side similar to how she did when they were younger. When they settle down, Astrid suggests how proud she is of Jiccup, while he confides that being Chief just isn't him, and he's still searching for who he really is. At that, Astrid leans against Hiccup's side and casually braids his hair, telling him that what he's searching for isn't "out there", but within himself. Astrid puts her hand on Hiccup's chest and he gives her a genuine smile, before she leans in and kisses him on the cheek. The scene ends with Hiccup cupping Astrid's face in his hand to draw her attention to smoke he sees in the distance.

When flying their dragons toward the smoke, they share a concerned glance, and Hiccup tells Astrid to "stay close" for safety. When Eret shoots Stormfly out of the sky, Hiccup has Toothless dive to catch Astrid. Once landed, Hiccup quickly pulls out his flaming sword to defend himself and Astrid from the Dragon Trappers. After some unproductive conversation with Eret, Hiccup cuts Stormfly loose and allows her and Astrid to get ahead of him and Toothless as they make their escape.

They return to Berk and Hiccup tries to tell his father what they learned from Eret, which eventually leads to Stoick preparing to put the village on lock down. Hiccup chases Stoick down the stairs to the caves beneath the village, and Astrid follows close behind. When Stoick refuses to listen to Hiccup's reasoning, Hiccup decides to do something on his own. Astrid tries to stop Hiccup, but he tells her he has to do something, and gives her a quick peck on the cheek, before mounting Toothless and escaping the stronghold before all the doors are shut. At the last possible moment, Astrid decides to join Hiccup and they head back toward Eret's ship.

At arriving, Astrid appears to be shocked at Hiccup's plan, but fully trusts him as he gestures for her to put her axe down, throws a net over her, and leads her gently to the ship's storage compartment. Astrid's still confused but doesn't protest when Hiccup shuts the two if them in it. After Hiccup talks to Eret for a bit, Astrid adds that Hiccup can be very persuasive.

When Stoick and the Riders "rescue" Hiccup, he tries to talk some sense into Stoick so he'll let him go try to keep the peace. Astrid locks eyes with Hiccup and gives him an encouraging smile and nod, showing she agrees. Hiccup flies off in frustration, and Astrid tries to follow again but this time is thwarted by Stoick, insisting she escort the other Riders back to Berk instead.

Some time later, Astrid and the Riders are resting on an iceberg, and Astrid gets frantic since neither Hiccup or Stoick had returned yet. Astrid decides to lead the other Riders on a mission to find Hiccup despite what Stoick ordered her to do.

The couple don't see each other again until the battle with Drago and his army, where Astrid asks where Hiccup's been. Hiccup answers, saying he was catching up with his mother, to which Astrid asks in shock if the character leading the giant dragon into battle is really his mother. Hiccup's response is "Now you know where I get my dramatic flair!"

When Stoick is killed, Astrid is in shock and even appears emotional as she jumps off Stormfly and runs to Hiccup's side. Astrid cuddles up beside Hiccup, puts an arm around his back, and leans her head against his, in an effort to bring him some comfort. At learning Drago is about to fly Toothless away, Astrid attempts to hold Hiccup back as he emotionally jumps up and tries to run toward his dragon. Later at the funeral, Astrid is on the far right along with Valka, which traditionally is a position of honor during official practices. Astrid looks on with great pride when Hiccup rises to his new chieftain role and states how they're going to go back, reclaim their dragons, and save their home.

When flying on the baby Scuttleclaws, Astrid asks Hiccup if Drago's Bewilderbeast will take control of them too, too which he answers, no, since they're just babies. Back at Berk, after Hiccup gets Toothless back, Astrid excitedly calls out, "Take 'em down, Babe!", as Hiccup tries to fight Drago and his dragon. When the Bewilderbeast blasted Hiccup and Toothless with ice, Astrid looked terrified similar to how she did in the first movie when she thought he might be dead. But her expression turned to awe when Toothless broke them out.

At the end, when the villain had been defeated, Astrid approaches Hiccup and tells him "See? I told you it was in here," as she punches him in the side again, letting out his flight suit's back fin. They and everyone else laugh, and Hiccup pulls Astrid close, and gives her a long passionate kiss on the lips. When Gothi officially anoints Hiccup as the new Chief, Astrid can be seen beaming with pride behind him.

The movie ends with another Dragon Race, during which Hiccup steals the extra-pointer black sheep from Astrid, only to toss it into her basket instead of his own, making her the winner again. The two are the only Riders perched on the race platform at the very end, with the others on the level below.

Burning Midnight
After being trapped in a cave surrounded by rogue dragons, the gang share stories and Astrid retells the brief events of her conversation with Stoick before following Hiccup to Itchy Armpit. Valka, upon hearing the story, expresses her gratitude to Astrid for taking care of Hiccup and being the daughter she and Stoick always wanted.

The Serpent's Heir
Before heading off to Nepenthe, Hiccup decided to make Astrid the acting-Chief. Astrid, however, ends up appointing Gobber as her acting-Chief so she can join Hiccup on his visit to keep him out of trouble.

After returning back to Berk, Hiccup appoints Astrid to the General of Berk so they can lead Berk as a pair by working together as Chief and General.

Deleted Scenes
How to Train Your Dragon: An Axe to Grind

An Axe to Grind was deleted because of the length, not the content. It's therefore considered canon.

This deleted scene gives insight into Hiccup and Astrid's relationship prior to dragon training. It also shows Gobber encouraging and teasing Hiccup about his crush on Astrid.

Near the end of the scene, Astrid thanks Hiccup for sharpening her axe and then brushes her bangs away from her face with a smile. She does the exact same thing before kissing him in the cove and after almost kissing him in "Animal House". This suggests that there might have been some aspects about Hiccup that already appealed to Astrid.

Gift of the Night Fury: Missing Toe

Everyone else has black eyes suggesting Astrid had punched them in the face, while Hiccup still gets his signature punch in the arm.

Games
There are several references to Hiccup and Astrid's relationship in the games.

Trivia

 * Hiccup and Astrid's relationship is usually shortened to "Hiccstrid" when referred to in a romantic context. It is mentioned on-screen for the first time in Dragons: Race to the Edge, Season 4 episode "Shell Shocked, Part 1" by Snotlout. And it is mentioned in  Dragons: Race to the Edge, Season 5 episode "Dawn of Destruction" by Snotlout again.
 * In the song, "Fly Dragons Fly," which aired on Cartoon Network, a part in the lyrics said, "Astrid and Hiccup, each other they like. Wonder if they marry? They might."
 * At the end of the 2nd movie is the first time Hiccup kissed Astrid instead of the other way around.
 * Astrid and Hiccup have kissed on the lips 8 times on-screen.
 * They have also shared 3 cheek kisses, with Astrid having kissed Hiccup on the cheek twice, and Hiccup having kissed Astrid on the cheek once.
 * Hiccup has kissed Astrid on the forehead once as well.
 * They are the only ones throughout the franchise who kiss besides Stoick and Valka.
 * Hiccup liked Astrid before Astrid liked him.
 * Astrid always screams "Hiccup!" when something happens to him and Hiccup always screams "Astrid!" when she is in danger.
 * Snotlout tells Hiccup that he can "have" Astrid because he likes Heather. Hiccup laughs and thanks him, acting like he already KNOWS who Astrid has chosen.
 * In the episode "Dawn of Destruction" Astrid uses the word boyfriend for the first time in the franchise, when telling Hiccup that she loves how sensitive he is and that it makes him a great friend, a great leader and a great boyfriend.
 * At the end of HTTYD2 just as Astrid and Stormfly are about to catch the black sheep Hiccup and Toothless grab it in at the last few seconds and put it in Astrid's sheep pile instead of his own. This is similar to what Fishlegs and Snotlout did for Ruffnut at the beginning of the movie.
 * Their relationship officially starts to take form in Race to the Edge: Season 4 in the episode "Blindsided", and it was intended to stay secret, however, they were seen kissing by the gang at the end of "Shell Shocked, Part 2".
 * According to an interview with Richard Hamilton; "Hiccup and Astrid lead Berk as a pair by working together as Chief and General."
 * ​  This was later found to be part of the plot for the graphic novel The Serpent's Heir.
 * Hiccup and Astrid won 2017 Greatest Couple in Fandom Tournament.
 * At one point in an interview with Everything Geek Podcast, back in February nine days before Season 4 of RTTE was released, while Douglas Sloan and Art Brown were talking about Hiccstrid, Douglas Sloan said this about Hiccup and Astrid's relationship. "It's not just gonna happen and that's it, we are going to deal with their [Hiccup and Astrid's] relationshp in many ways going foward and until the end of the series. It's something that will become a big part of the series."

Quotes
The page for quotes about Astrid and Hiccup's Relationship is here