Cliff Edge Gate connects from Cianwood City to Route 47. It is a small cave with a counter with a lady behind it. Once you've gotten the Red/Blue orb (depending on the game) from Mr. Pokémon, and head from there to the Embedded Tower, Chuck will talk to you, but then he'll run off.
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Caves, Tunnels and Mountains
Places of Interest
Sprout Tower · Ruins of Alph · Goldenrod Radio Station · Goldenrod Department Store · National Park · Bell Tower
Burned Tower · Glitter Lighthouse · S.S. Aqua · Lake of Rage · Team Rocket HQ · Battle Tower C · Battle Frontier HGSS
Cliff Edge Gate HGSS · Embedded Tower HGSS · Pokéathlon Dome HGSS · Safari Zone HGSS
|Other regions: Kanto (Sevii Islands) · Johto · Hoenn · Sinnoh (Battle Zone) · Unova · Kalos · Alola · Galar (Isle of Armor · Crown Tundra)|