Going to use
@Cat's Eye Draco format as I couldn’t choose just one:
Kanto: Celadon (mainly for its Department Store) or Saffron (mainly for Silph Co). Maybe even Cinnabar because I love volcanoes
Johto: Not really a fan of Johto’s landmarks but I’d probably choose Goldenrod (similar reasoning to Celadon) or Mahogany Town (pretty simplistic without feeling too dreadful.
Hoenn: Mauville (tho ORAS’s version. I like the apartment complex/mall aesthetic) or Lilycove (guess why)
Sinnoh: This is the hard one. You could put me in any town and I’d be satisfied. My favorites are probably Canalave (I like the library, the inn’s connection to Darkrai, Gym, the ports), Veilstone (Departmemt store, Game Corner, Galactic bade, Gym), or Sunnyshore (the futuristic vibe and my favorite Gym Leader lives here. It’s also close to the Pokèmon League)
Unova: Aspertia City (nice feel of serenity), Virbank City (I like the industrial feel), Castelia (I live in NYC: I’d feel right at home), Nimbasa (so many attractions), Driftveil (the market and PWT), Opelucid (Black version I like the futuristic vibe similar to Sunnyshore)
Kalos: Lumiose City (I wouldn’t get bored), Cyllage City (small city by the ocean with biking ramps), Shalour (mainly for the Tower of Mastery), Coumarine (I like monorails), Anistar (the sundial), Snowbelle (nice and quiet plus it’s next to the Pokèmon Village), and Kiloude City (seems like a nice tourist spot)
Alola: Hau’oli City (the mall mainly), Iki Town (feels like a nice small yet close community that has fun with their culture), and Paniola Town (I like how comfy rural areas feel)