>>35611786>Gen 1Best - Diglett's Cave (Viridian Forest in HGSS)
Worst - Silph Co. building if we count it (otherwise Cerulean Cave)
>Gen 2: Best - Tin Tower if we count it (otherwise Ice Path)
Worst - Mt. Mortar
>Gen 3Best - Meteor Falls (Sea Mauville in the remakes)
Worst - Victory Road
>Gen 4Best - Stark Mountain in Platinum, Mt. Coronet in DP
Worst - that fucking postgame part of Victory Road
>Gen 5Best - Twist Mountain
Worst - Relic Castle
>Gen 6Best - Glittering Cave/Victory Road
Worst - Lost Hotel
>Gen 7Sadly, I don't remember much of caves in SM so I'll go with what I do remember:
Best - Vast Poni Canyon
Worst - Haina Desert