Ok so if we are taking this outside Toronto, Primehouse in Chicago, they have a himilayan salt tiled cellar and dry age the steaks in house for 55days. Its actually worth the drive.
Chops in Atlanta, old school house with waiters older than my grandpa that have been there since fire was invented. The sides are for the table so the bill isnt crazy. The wine cellar is so big its across the street in another building. Get someone else to take you there and pick up the bill.
I have a house in northern Arizona, good steak isn't dinner, its a God given right. My favorite haunts when i'm in town are Kirkland house and Murphys, both know you can shoot a cook there for messing up a good steak. The Palace would be a third , but mostly because its been there since 1880's and has an in house museum of confiscated gambling cheat gear and handguns they took away from misbehaving guests. Its different I can promise you that.