Trophy Cabs for Trophy Elk Country
Jackson Town Square · Jackson Hole · Steakhouse · Visit Website ↗
Reviewed May 19, 2026
Wingman Metrics
The list reads exactly like the room looks — dark wood, leather, unapologetically Western, and aimed squarely at visitors who flew in to eat a big steak and order something they recognize. Caymus, Silver Oak, Rombauer: the holy trinity of steakhouse wine tourism is fully represented. No surprises, no risks, no apologies.
With an estimated 40–70 selections, this isn't a thin list, but it's doing almost no exploring. California Cabernet and Chardonnay anchor the whole program, with some classic French regions (Bordeaux, Burgundy, Rhône) and Italian names from Tuscany and Piedmont rounding things out. The Pacific Northwest gets a nod, which is appreciated given the geography. What's missing is anything adventurous — no domestic Syrah, no Willamette Valley Pinot to speak of, no left-field picks that might make a serious wine drinker actually lean forward.
Roughly 10–16 options by the glass at $14–$24 a pour, which is fine for Wyoming tourist pricing but won't win any awards. Expect the usual suspects in rotation — nothing that rotates aggressively or signals that someone in the kitchen is paying close attention to the glass program. It does the job for the crowd it's serving.
Silver Oak Cabernet Sauvignon — $220
At the top of the bottle range, Silver Oak is at least a wine that delivers on its reputation — it's a known quantity, well-made, and the kind of Cab that actually stands up to a bone-in cowboy ribeye without apology. You're paying steakhouse pricing, but at least you're getting something real for it.
Rhône Region selection
If the list carries a Rhône — and the research suggests it does — that's quietly the most interesting corner of this wine program. A Châteauneuf-du-Pape or a northern Rhône Syrah would eat this steak menu alive in the best possible way, and most tables here will walk right past it to order Caymus.
The Prisoner Red Blend
The Prisoner has done an extraordinary job of convincing people it's a premium bottle. It's not bad wine, but at steakhouse markup it's almost certainly sitting at $80–$100+ on this list for a brand that costs $35 retail. That's a hard no when better options are available at similar prices.
Caymus Vineyards Cabernet Sauvignon + Bone-in Cowboy Ribeye
Look, it's a cliché for a reason. Caymus is a big, ripe, slightly sweet Napa Cab and the cowboy ribeye is a fat-rich, charred slab of beef. They flatten each other's rough edges and the room feels like it was built for exactly this moment. You're in Wyoming. Lean in.
✔️ The Bottom Line
The Million Dollar Cowboy Steakhouse wine list is a greatest-hits album — every track familiar, nothing surprising, and priced for an audience that isn't shopping around. If you want a great bottle with a great steak in a genuinely cool Western room, Silver Oak and the cowboy ribeye will not let you down. Just don't come here expecting discovery.
One wine list review, one adventure pick, one quick tip, and a personal note. Every week. Under 500 words.