Major appearances
Gloom debuted in Pokémon Scent-sation!, under the ownership of Erika. Ash first rescued it from the Celadon Gym when it was set on fire due to Team Rocket's actions. Erika first met Gloom when it saved her from a Grimer when she was a girl. According to this episode, Gloom is a very useful Pokémon, as Erika uses Gloom's stench as a recipe for creating perfume. It reappeared in flashbacks in Pikachu's Goodbye and the Japanese version of Gotta Catch Ya Later!.
A Gloom appeared in Make Room for Gloom, under the ownership of Florinda. She initially wanted to evolve it into a Vileplume. However, Florinda eventually decided it didn't need to evolve after it beat Team Rocket with its powerful Solar Beam attack. It reappeared in a flashback in Bulbasaur... the Ambassador!.
A Gloom appeared in Pokémon Food Fight!, under the ownership of Gulzar. Ash tried to battle it with Charizard, but he sent Squirtle and then Snorlax out by mistake, which resulted in Snorlax trying to eat Gloom's leaves.
Multiple Gloom appeared in Whichever Way the Wind Blows, where many of them either evolved into Bellossom or Vileplume depending on the direction of the wind which contained fragments of Sun Stones and Leaf Stones.
Multiple Gloom appeared in Bucking the Treasure Trend!, where they attacked Ash, his friends, and Buck as they searched for Dandelion Island's treasure.
A wild Gloom appeared in A Fork in the Road! A Parting of the Ways!, where it caused Jessie and Wobbuffet to fall of a cliff.
Minor appearances
A Gloom appeared in Pokémon Scent-sation! as one of the Pokémon in the Celadon Gym, separate from the one Erika bonded with as a child and kept as one of her battling Pokémon.
Multiple Gloom appeared in Showdown at the Po-ké Corral, where they were among the Pokémon living at Professor Oak's Laboratory.
A Gloom appeared in Pikachu's Vacation as one of the Pokémon seen at the Pokémon Theme Park.
A Gloom appeared in Round One - Begin!, under the ownership of a Trainer competing in the Indigo Plateau Conference.
A Trainer's Gloom appeared in Friends to the End during the closing ceremonies of the Indigo Plateau Conference.
A Gloom appeared in The Power of One.
A wild Gloom appeared in Pikachu's Rescue Adventure.
Multiple Gloom appeared in Foul Weather Friends.
A Gloom appeared in The Fortune Hunters as one of the Pokémon stolen by Butch and Cassidy.
A Trainer's Gloom appeared in Ariados, Amigos as one of the Pokémon seen at the Pokémon Jujitsu Academy.
Two Gloom appeared in The Grass Route, with one being wild and the other under the ownership of a Trainer competing in the Grass Tournament.
Multiple Gloom appeared in Delibird's Dilemma, where they helped Bulbasaur find some Christmas presents dropped by a Delibird.
Multiple Gloom appeared in Bulbasaur... the Ambassador!, where they were among the feuding Pokémon at Professor Oak's Laboratory.
A Gloom appeared in Johto Photo Finish, where it was one of the Pokémon being fed by Tracey at Professor Oak's Laboratory.
Multiple Gloom appeared in Grass Hysteria! as residents of the Forbidden Forest.
A Gloom appeared in Hokey Poké Balls!, where it was one of the Pokémon seen at Professor Oak's Laboratory.
A Gloom appeared in Destiny Deoxys.
A Coordinator's Gloom appeared in Harley Rides Again.
A Gloom appeared in Pinch Healing! as a resident of Fennel Valley.
A Coordinator's Gloom appeared in Once More With Reeling!, where it was seen participating in the Terracotta Contest.
A wild Gloom appeared in The Grass-Type Is Always Greener!, where it was found by Cheryl's Mothim while searching for the Enchanted Honey. Gardenia tried to catch it, but it managed to run away.
A wild Gloom appeared in Pokémon Ranger and the Kidnapped Riolu! Part 1 and Part 2.
A Gloom appeared in the opening sequence of Arceus and the Jewel of Life, where it was seen in an Aroma Lady's field of flowers.
A Gloom appeared in League Unleashed!, under the ownership of a girl.
A Trainer's Gloom appeared in Under the Pledging Tree!, where it was among the Pokémon present during the Coumarine City Festival.
A Gloom appeared as an image in A Performance Pop Quiz!.
A Gloom appeared in I Choose You!.
Three wild Gloom appeared in Alola, Kanto!. They and a Vileplume got into a fight with a Weepinbell and Victreebel, which Bulbasaur had to break up.
Three Gloom appeared in a flashback in SS001.
A Gloom appeared in SS002.
Pokédex entries
Episode
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Pokémon
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Source
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Entry
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EP107
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Gloom
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Ash's Pokédex
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Gloom, the Weed Pokémon. Gloom gives off a very unpleasant smell. While strong against Water-type Pokémon, Gloom is weak against Fire and Flying types.
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Episode
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Pokémon
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Source
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Entry
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DP031
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Gloom
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Gardenia
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Gloom, the Weed Pokémon. It gives off a powerful aroma that can cause those to smell it to faint from two miles away.
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In the Ash & Pikachu manga
A Gloom appeared in Do Your Best Bulbasaur!!, where it was seen at Professor Oak's Laboratory.
In The Electric Tale of Pikachu manga
In Days of Gloom and Glory, Florinda Showers was shown to have multiple Gloom, unlike her anime counterpart. They were used to make herbal medicines.
In the Pocket Monsters HGSS Jō's Big Adventure manga
A Gloom appeared in JBA4, under the ownership of Ariana.
In the Pokémon Adventures manga
Gloom first appeared in Paras Sight, under the ownership of Erika. It was part of her Gym team, but it wasn't shown battling.
A Gloom appeared in The Last Battle XIII as one of the Pokémon sent to participate in the fight in Ilex Forest.
In Softening Up Kakuna, a Gloom was used by a Trainer that was challenging the Battle Factory.
A Gloom appeared in Out-Odding Oddish, under the ownership of a Pokéathlon participant.
Team Rocket Executive Ariana's Gloom appeared in Pleased as Punch With Parasect.
In the Pokémon Battle Frontier manga
A Gloom appeared in Final Battle: Versus The Salon Maiden.
In the Pokémon Gotta Catch 'Em All manga
A Gloom appeared in The Raining Crystal Ball.
A Gloom appeared in GDZ23.
Shu caught a Gloom, as seen in GDZ64.
A Gloom appeared in GDZ67, under the ownership of a monk.
In the Pokémon Pocket Monsters manga
A Gloom appeared in Big Struggle with the Powerful Opponent Venusaur!!.
A Gloom appeared in Aim to be the No. 1 Pokémon!, under the ownership of Erika. It evolved from an Oddish and then into a Vileplume as part of an act.
A Gloom appeared in Demanding Tests at the Pokémon School!.
A Gloom appeared in PMHGSS14.
In the Pokémon Zensho manga
A Gloom appeared in PZ05, under the ownership of a Gym Trainer at Celadon Gym.