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.
Jackson Town · Jackson Hole · Barbecue
Bubba's doesn't pretend to be a wine destination, and we respect the honesty — but the list is the definition of set-it-and-forget-it. Order a beer, enjoy the ribs, and save your wine curiosity for somewhere that reciprocates.
Grocery Store
Fair
Basic Stemmed
MIA
Set & Forget
Acceptable
Teton Village · Jackson Hole · Outdoor Bar
The Handle Bar is the kind of wine program that does exactly what it needs to do for its setting — no more, no less. You'll drink well here if you pick smart, but this isn't a destination for wine people so much as a very competent resort bar that happens to have Opus One on the list.
Solid Range
Steep
Basic Stemmed
Knowledgeable & Friendly
Set & Forget
Proper
Downtown Jackson · Jackson Hole · Cafe / Bakery
Persephone isn't a wine destination, but it absolutely punches above its weight for what it is — a bakery-café with a genuinely thoughtful short list of natural pours at fair prices. If you're in Jackson and want a glass of something interesting without the steakhouse markup, this is your move.
Small but Thoughtful
Fair
Basic Stemmed
Willing but Green
Set & Forget
Acceptable
Town of Jackson · Jackson Hole · French-Inspired Bistro
The Bistro earns its stripes as a reliable wine destination in Jackson Hole — the sommelier influence is visible, the European focus is coherent, and the list has depth worth exploring. Just go in knowing the markups are hotel-resort territory, and steer toward the Old World bottles where the curation is strongest.
Solid Range
Steep
Basic Stemmed
Knowledgeable & Friendly
Set & Forget
Proper
East of Jackson · Jackson Hole · Steakhouse / Grill
The Grill at Spring Creek Ranch delivers a competent, crowd-pleasing wine list that matches the lodge aesthetic perfectly — reliable, a little expensive, and zero risk. If you're here for the views and the bison, you'll drink well enough; just don't come expecting the list to match the drama outside the window.
Plays It Safe
Steep
Basic Stemmed
Willing but Green
Set & Forget
Acceptable
Town Square · Jackson Hole · Tapas / Wine Bar
Bin22 is the wine bar that has no business being this good in the middle of Wyoming ski country, and that's exactly why we're sending people here. If you're in Jackson Hole and you care about what's in your glass, this is the only address that matters.
Deep & Eclectic
Fair
Basic Stemmed
Knowledgeable & Friendly
Set & Forget
Proper
I-35 / North Creek · Laredo · Steakhouse
Outback Laredo's wine program is a national chain doing national chain things — predictable, overpriced relative to quality, and staffed by people who aren't expected to know anything about what they're pouring. Come for the Bloomin' Onion, stick to a cocktail, and save the wine order for somewhere that cares.
Grocery Store
Steep
Basic Stemmed
Rotating Cast
Set & Forget
Acceptable
North Creek / I-35 · Laredo · Steakhouse
Logan's Roadhouse is not a wine destination — it's a steakhouse chain where wine clearly wasn't part of the concept. Order a beer, order a cocktail, and save the bottle for a restaurant that's actually trying.
Grocery Store
Steep
Basic Stemmed
MIA
Set & Forget
Acceptable
Mall del Norte Area · Laredo · Steakhouse
Texas Roadhouse Laredo is a great spot for a $17 steak and a bucket of rolls — the wine list is an afterthought and everyone involved knows it. Order a margarita, or grab the Ste. Michelle Riesling and call it a night.
Grocery Store
Fair
Basic Stemmed
MIA
Set & Forget
Acceptable
One wine list review, one adventure pick, one quick tip, and a personal note. Every week. Under 500 words.