Battle Moveset

A Good Moveset for Hoothoot would have to be this:

Attacks:

Toxic
Reflect
Attract
Whirlwind

Items Attached:

LeftOvers

Preferred Nature:

Bold

Strategy Using Hoothoot

What can be said about Hoot-hoot, well, nothing much actually. Its stats are all way below average and its movepool is extremely small.
Hoot-hoot cannot attack, but if you insist on putting an attacking move, well, pick one of the few good moves it learns.
Well, this is a toxishuffler/partial annoyer, not like it can do anything else. Set up a Toxic, use whirlwind to force a switch and toxic again, simple.
Use Attract to increase your chances of gaining an extra turn for Toxic to do more damage. Maybe you could add Featherdance instead of whirlwind, which is a move which greatly lowers your opponent's attack.
Reflect is because it can't learn any other move that would be suitable for an annoyer set. Overall, Hoot-hoot isn't that great, its not going to last a majority of battles.

EV Corner:

Max out the EVs in Defense & Special Defense for Hoothoot with any remaining in HP

Strategy Against Hoothoot

Hoothoot's Defense is lower than it's Special Defense so if you attack with a volley of Physical Attacks it should be down in no time

Contest Moveset

A good Contest Moveset for Hoothoot would have to be this for the Smart Contest best with Calm, Gentle, Careful, Sassy Nature:

Attacks:

Aerial Ace
Hypnosis
Psychic
Shadow Ball

Items Attached:

Green Scarf

Strategy Using Hoothoot

If you do the attacks in this following order you should have very few problems; 1st - Aerial ace, 2nd - Hypnosis, 3rd - Psychic, 4th - Shadow ball, 5th - Hypnosis

Locations in Games

Ruby/Sapphire Trade Noctowl from Colosseum and Breed Colosseum None Fire Red/Leaf Green Trade Noctowl from Colosseum and Breed

Animé Appearences

Hoothoot has had a few Anime Appearences although many were Cameos. First, it was in a forest with multiple ghosts causing havoc where Agatha and Hagatha were renting out Hoothoots to help trainers go through. After that, Falkner the Violet Gym Leader had one and used it in a battle against Ash's Chikorita. After that, a Blimp Pilot used to have one and used it alot in battles Short 2: Pikachu's Rescue Adventure! Episode 123: Illusion Confusion! Episode 133: Fighting Flyer With Fire! Episode 141: Mild 'n' Wooly! Episode 148: Tricks Of The Trade! Movie 4: Celebi - Voice Of The Forest! Episode 225: Throwing in the Noctowl! Special 3: Raikou! Legend Of Thunder! Episode 257: Why? Wynaut! Episode 287: A Bite To Remember! Episode 291: Gonna Rule The School!