I will start with the bold assumption that the barrel was clean. I mean actually clean, not just that a patch came out with nothing on it. The Wby mags leave tons of carbon behind. Just the nature of an "overbore" magnum. And the 257 was for a time, their most "overbore" magnum cartridge. They carbon up quickly compared to say a 30-06, or even a 25-06. It can be very hard to get carbon out of a barrel without the right solvent. Most bore cleaners don't touch it. Also, what about copper in the bore. High speed cartidges copper up fast. Barnes bullets copper up a bore quickly in a high velocity round unless the bore is exceptionally smooth. Most factory barrels aren't.
I would have started with checking the barrel to stock clearance before I touched the scope (with those same symptoms you're describing). Taking a single business card, curling it around the barrel in front of the forend, can you pass that card down the barrel channel of the stock? We're checking for barrel clearance there. Now some barrels (usually thin barrels if they do) actually like having a pressure point near the tip of the stock forend. So if the business card trick shows the stock touching, it may not be an accident. After this check, then I would loosen the stock screws holding the action in the stock just enough to put a few business cards between the forend and the barrel. We're creating a pressure point on purpose here, to see if that changes your symptoms, or to see if the barrel "likes" having a pressure point there. The number of cards in the stack would vary depending on if there was an existing gap there or not. I wouldn't want more than 2 or 3 cards worth of pressure under the forend, unless the existing gap was larger.
But, you've already started with the scope (I don't think it's the scope, wrong symptoms). I assume you checked the bases while you had the rings off? Bases are tight to the receiver? Rings are not damaged or hardware bad where they screw to the bases? Rings are still round? Rings lapped? Again, all these are things that do not match your symptoms, but you started there, so may as well check this. After shooting it with the Simmons on it, unless it's now "fixed", I would put the Leupold back on, carefully checking the bases and rings and etc in the process.
Before taking a "suspect" scope off, I would shoot a "box test" with the scope first.