⇒ Pokemon Designs - gen 4
⇒ Region (Towns/Caves/Landmarks) - gen 3
⇒ OST (music) - gen 3
⇒ Gym Leaders - gen 1
⇒ Elite 4 Members - gen 4
⇒ Champion (pick name as well) - cynthia
⇒ Post Game (extra content after game completion - gen 2
⇒ Mechanics (gameplay/delivered best experience) - gen 6
⇒ Overall Favorite Generation (Everything into one) - gen 4
⇒ Overall Worst Generation (Hate almost everything or just the worse of the six) - none

I dont feel like doing this all but I'd go with gen 3 for most of the answers. Pokemon was at its peak with creativity and innovation. The pokemon designs and games that gen>>>

This seems like fun here are my picks-

-Pokemon Designs -Gen 1
- Region (Towns/Caves/Landmarks) - Gen 4
- OST (music) - Gen 3
- Gym Leaders - Gen 1
- Elite 4 Members - Gen 1
- Champion (pick name as well)- Gen 4 (Cynthia)
- Post Game (extra content after game completion) - Gen 2
- Mechanics (gameplay/delivered best experience) -Gen 6
- Overall Favorite Generation (Everything into one) - Gen 4
- Overall Worst Generation (Hate almost everything or just the worse of the six) Gen 5

Theres a serious lack of love for Gen 4 in this thread! I loved Gen 4 it's my favorite (:

Gen 2 for everything! As for the worst gen, I've only completeted 1 & 2, but I've gotten very far on 3 & 6. I'd say 6 is the worst of what I've played though.

⇒ Pokemon Designs: Gen 4
⇒ Region (Towns/Caves/Landmarks): Gen 4
⇒ OST (music): Gen 4
⇒ Gym Leaders: Gen 6
⇒ Elite 4 Members: Gen 6
⇒ Champion (pick name as well): Gen 4 (Cynthia)
⇒ Post Game (extra content after game completion: Gen 5 (Black and white 2)
⇒ Mechanics (gameplay/delivered best experience): Gen 4
⇒ Overall Favorite Generation (Everything into one): Gen 4
⇒ Overall Worst Generation (Hate almost everything or just the worse of the six): Gen 1