New Sheridan Chop House

Silver Oak Cabernet Sauvignon — $60+

Silver Oak is one of the most recognizable California Cabs on any list, and at a mountain resort steakhouse you'd normally expect it to be priced as a trophy. It sits at the more accessible end of this list's range, making it the smart move if you want serious Napa fruit without climbing into the three-digit stratosphere.

Château Lynch-Bages

Everyone's eyes go straight to Margaux on a list like this, but Lynch-Bages is one of the great overachievers of Pauillac — consistently punching above its fifth-growth classification. It's the kind of Bordeaux that actually makes sense with a bone-in strip, and it tends to fly under the radar next to the flashier names around it.

Caymus Vineyards Special Selection Cabernet Sauvignon

Caymus Special Selection is a fine wine, but it's also become a steakhouse menu fixture that commands a significant premium on brand recognition alone. At a list this deep, you can find more interesting California Cab — or jump to something like Dominus for comparable money — without paying the Caymus tax.

Sassicaia + Prime dry-aged ribeye

Sassicaia's Cabernet-forward structure and savory, cedar-edged character is purpose-built for red meat. Against a prime dry-aged ribeye — where the funk and fat are already doing heavy lifting — it locks in and elevates both sides of the equation. This is the pairing that justifies the altitude and the bill.