I'm gonna go ahead and rank the Regions in Pokemon because I'm bored, and by virtue of my opinions generally being controversial, I'm going to just assume it's unpopular. As for a criteria, I'm going to have a few major criterias that applies to each of them:
1. Aesthetics
2. How fun it is to explore
3. Pokemon population/Teambuilding potential
4. In-world lore/culture
Starting with ol' reliable, Kanto. This is generally a lower rated region nowadays mostly because of a fair response to Game Freak shoving it down our throats. But, overall? I think Kanto is a pretty fine region, probably the gold standard gameplay wise, honestly.
The region has a lot of choice for the player, and cool areas. I think the themes of urbanism and technology clashing with a natural environment is pretty neat. Something I never liked is that the cities in Kanto, in particular, feel really weak. I think that is mostly because of it being on the gameplay, but it is probably my biggest gripe: It's just not a diverse region aesthetically. There is cities and there is grasslands. A few water routes, I guess. But on a grayscale Gameboy, this was probably the best JRPG overworld imaginable. Fun to explore, some metroidvania-esque elements, tons of freedom.
As for Pokemon population, I feel that it is mediocre. There are not that many options for most of the game, and the options you do find are often with one or two contrasts that relatively are the same. The difference between Venusaur and Vileplume and Victreebel is not really that large I feel, for instance. A lot of the population are Poison-Types and Water-Types which is meh because you only really want one per team, and a lot of the Water-Types are just mono Water or Water/Ice. Fire Types are actually in surprising supply considering some later regions, but overall I just don't find it to be fun to teambuild in this game. Not the worst, but in the lower half for sure.
Overall: 6/10
Johto...! This is a tough sell. See, I can give a spicy take for all of you. I think Johto is a fun region to play through, and I like GSC not just HGSS. But I also know that it is a tough sell, and I think the hard teambuilding ultimately means this region is fucked on the list.
See, Johto has great aesthetics, in-world culture, and I think it is a fun region to explore with lots of freedom. When I imagine what region I'd want to be in as a trainer, it'd be the forests of Johto. But this isn't that useful when there are so few good Pokemon. Which everyone has already talked about. I feel like whenever I play it I just pick Starter/Eeveelution/Red Gyarados and maybe an Ampharos. Hell, I often don't even go for a full team of six because I don't want to grind, and the region is easy to get through anyways.
I want to like the lo-fi and hip-hop region, but
Overall: 4/10
Here is the MOTHA FUCKIN GOAT. Hoenn is awesome, and I will not tolerate any slander. Amazing aesthetics. So many different biomes while they're all congruous, unlike later regions (looking at you fucking Unova), lots of diverse Pokemon populations, and still maintaining that early gen freedom to explore, albeit more leashed than before.
You could play this game over and over and find new good Pokemon to use. On the first routes alone they give you so many Pokemon that you could pretty easily justify using longterm. The Lotad line, Ralts, Wingull, Seedot, Taillow, etc.
A lot of dual types, lots of monotypes, such a good mix. You can teambuild so many good teams aesthetically, play-wise, and with it not being bad or overlap types. It's great. The culture is kind of lacking in Hoenn as it doesn't have that traditional folklore vibes like in Johto, but instead there is a lot of cool fashion and unique trainer designs. Still fundamentally weaker than some regions, but not to a detriment.
Overall: 9/10
This is where I get actually controversial. This is a bad region, I'm sorry. It's better than Johto but that's kinda it.
Teambuilding in this region is ass. Not just because grinding takes forever, but because most of the Pokemon you can find are ass, or only evolve with trading, or you have to wait 6 badges to evolve Eevee into Glaceon. Or it's time of day events, or you have to backtrack halfway through the region to find anything interesting. No wonder everyone makes the same fucking team, because they throw the few good options at you off the bat, and everything else is mid as fuck. Starter/Shinx/Starly and maybe Budew. Gible later. Last for flavor. That's all you need.
This region fakes its culture with its goofy folklore but it's really not that good, and it doesn't feel congruous to me at all. It doesn't feel like it's actually core to the region, it feels like it's just sometimes sprinkled in to remind you of the Legendary Pokemon. Legends Arceus does it actual justice but I am not counting that, that is Hisui, and would get its own ranking.
Exploration is ok. There isn't a lot of reason to actually do it generally, but around midgame you can get some choices between gym order. Backtracking is a pain in the ass for the first half of the game though, and the amount of useless HMs you need to use is abhorrent.
Overall: 6/10
I covered the first four generations which I feel are somewhat of a quadruple. I will cover the rest of the regions another time, but for now the ranking is:
Hoenn > Kanto = Sinnoh > Johto
1. Aesthetics
2. How fun it is to explore
3. Pokemon population/Teambuilding potential
4. In-world lore/culture
Starting with ol' reliable, Kanto. This is generally a lower rated region nowadays mostly because of a fair response to Game Freak shoving it down our throats. But, overall? I think Kanto is a pretty fine region, probably the gold standard gameplay wise, honestly.
The region has a lot of choice for the player, and cool areas. I think the themes of urbanism and technology clashing with a natural environment is pretty neat. Something I never liked is that the cities in Kanto, in particular, feel really weak. I think that is mostly because of it being on the gameplay, but it is probably my biggest gripe: It's just not a diverse region aesthetically. There is cities and there is grasslands. A few water routes, I guess. But on a grayscale Gameboy, this was probably the best JRPG overworld imaginable. Fun to explore, some metroidvania-esque elements, tons of freedom.
As for Pokemon population, I feel that it is mediocre. There are not that many options for most of the game, and the options you do find are often with one or two contrasts that relatively are the same. The difference between Venusaur and Vileplume and Victreebel is not really that large I feel, for instance. A lot of the population are Poison-Types and Water-Types which is meh because you only really want one per team, and a lot of the Water-Types are just mono Water or Water/Ice. Fire Types are actually in surprising supply considering some later regions, but overall I just don't find it to be fun to teambuild in this game. Not the worst, but in the lower half for sure.
Overall: 6/10
Johto...! This is a tough sell. See, I can give a spicy take for all of you. I think Johto is a fun region to play through, and I like GSC not just HGSS. But I also know that it is a tough sell, and I think the hard teambuilding ultimately means this region is fucked on the list.
See, Johto has great aesthetics, in-world culture, and I think it is a fun region to explore with lots of freedom. When I imagine what region I'd want to be in as a trainer, it'd be the forests of Johto. But this isn't that useful when there are so few good Pokemon. Which everyone has already talked about. I feel like whenever I play it I just pick Starter/Eeveelution/Red Gyarados and maybe an Ampharos. Hell, I often don't even go for a full team of six because I don't want to grind, and the region is easy to get through anyways.
I want to like the lo-fi and hip-hop region, but
Overall: 4/10
Here is the MOTHA FUCKIN GOAT. Hoenn is awesome, and I will not tolerate any slander. Amazing aesthetics. So many different biomes while they're all congruous, unlike later regions (looking at you fucking Unova), lots of diverse Pokemon populations, and still maintaining that early gen freedom to explore, albeit more leashed than before.
You could play this game over and over and find new good Pokemon to use. On the first routes alone they give you so many Pokemon that you could pretty easily justify using longterm. The Lotad line, Ralts, Wingull, Seedot, Taillow, etc.
A lot of dual types, lots of monotypes, such a good mix. You can teambuild so many good teams aesthetically, play-wise, and with it not being bad or overlap types. It's great. The culture is kind of lacking in Hoenn as it doesn't have that traditional folklore vibes like in Johto, but instead there is a lot of cool fashion and unique trainer designs. Still fundamentally weaker than some regions, but not to a detriment.
Overall: 9/10
This is where I get actually controversial. This is a bad region, I'm sorry. It's better than Johto but that's kinda it.
Teambuilding in this region is ass. Not just because grinding takes forever, but because most of the Pokemon you can find are ass, or only evolve with trading, or you have to wait 6 badges to evolve Eevee into Glaceon. Or it's time of day events, or you have to backtrack halfway through the region to find anything interesting. No wonder everyone makes the same fucking team, because they throw the few good options at you off the bat, and everything else is mid as fuck. Starter/Shinx/Starly and maybe Budew. Gible later. Last for flavor. That's all you need.
This region fakes its culture with its goofy folklore but it's really not that good, and it doesn't feel congruous to me at all. It doesn't feel like it's actually core to the region, it feels like it's just sometimes sprinkled in to remind you of the Legendary Pokemon. Legends Arceus does it actual justice but I am not counting that, that is Hisui, and would get its own ranking.
Exploration is ok. There isn't a lot of reason to actually do it generally, but around midgame you can get some choices between gym order. Backtracking is a pain in the ass for the first half of the game though, and the amount of useless HMs you need to use is abhorrent.
Overall: 6/10
I covered the first four generations which I feel are somewhat of a quadruple. I will cover the rest of the regions another time, but for now the ranking is:
Hoenn > Kanto = Sinnoh > Johto