Wyoming's Wednesday Wine Night Done Right
North Cheyenne / I-25 Corridor · Cheyenne · Steakhouse · Visit Website ↗
Reviewed June 21, 2026
Wingman Metrics
The wine list at Little Bear Inn isn't trying to impress anyone, and honestly, that's kind of the point. You're in a cozy Western roadhouse off I-25 with live music on weekends and a dance floor — this isn't the place to hunt for Barolo. What you get is a tight, approachable list built squarely around the American Cabernet crowd, and it delivers on that promise without gouging you.
Thirty to sixty selections sounds like range until you realize Napa, Sonoma, and Washington State are doing most of the heavy lifting here. Caymus and Jordan anchor the Cab end of things, which is exactly what a steakhouse crowd expects, and Meiomi shows up for the Pinot Noir contingent who want something softer. There's no old-world depth to speak of, no Oregon outliers, no funky natural stuff — just reliable California and Pacific Northwest workhorses. If you came hoping to discover something new, you won't. If you came for a cold pour next to a 16-oz ribeye, you're covered.
Eight to fourteen pours by the glass is a respectable spread for a place this size, and the $10–$18 price range is reasonable without being remarkable. Rotation isn't documented anywhere we could find, so don't count on much variety from visit to visit — what's on the list is likely what's been on the list for a while.
Jordan Cabernet Sauvignon — $100 bottle (half-price on Wednesdays)
Jordan normally hits the list at the top of the bottle range, but on Wednesday half-price nights it becomes one of the better steakhouse Cab deals in Cheyenne. A wine this recognizable at half its menu price next to a proper cut of beef is hard to argue with.
Washington State selections
Most tables reach straight for the Caymus and call it a night, but whatever Washington bottles are hiding on this list tend to fly under the radar. Walla Walla and Columbia Valley producers often deliver serious red fruit and structure at a fraction of the Napa hype tax — worth asking the server what's pouring from the Pacific Northwest.
Meiomi Pinot Noir
Meiomi is a fine grocery store Pinot, but you're paying restaurant markup on a wine that retails for $15–$18 anywhere. Unless it shows up on a Wednesday deal, there's no reason to order it here when the red meat on your plate is calling for something with more backbone.
Caymus Cabernet Sauvignon + Surf and Turf
Caymus is ripe, bold, and unsubtle — which is exactly what you want sitting next to a slab of steak. The surf element softens the pairing just enough that the wine's fruit doesn't steamroll everything on the plate. It's not a sophisticated match, but it's a satisfying one.
Wednesday — Half-price wine on Wednesdays, per multiple guest reviews. Exact wines included and any exclusions are not publicly documented — ask the staff when you arrive.
✔️ The Bottom Line
Little Bear Inn isn't a wine destination, but it's a solid spot where the list does its job, the prices won't insult you, and Wednesday half-price wine nights make the whole thing genuinely worth planning around. Send your Cab-loving friends here — just don't tell the natural wine crowd.
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Crowd Pleasers
Steep
Basic Stemmed
Willing but Green
Set & Forget
Acceptable
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Crowd Pleasers
Steep
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Crowd Pleasers
Fair
Basic Stemmed
Willing but Green
Set & Forget
Acceptable
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Rib & Chop House in Cheyenne is exactly what it is: a reliable Western steakhouse with a wine list that keeps the peace and cashes the check. Come for the prime rib, pick Jordan if you want something worth drinking, and don't expect the list to surprise you.
Crowd Pleasers
Steep
Basic Stemmed
Willing but Green
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Paris West is a charming spot doing its best with a wine list that peaked somewhere around 2014. Drink the Honig, order the Sangue Di Giuda just to confuse your tablemates, and come back for the atmosphere — not the cellar.
Crowd Pleasers
Fair
Basic Stemmed
Willing but Green
Set & Forget
Acceptable
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The Keg Las Colinas is a reliable wine stop for steak night — it won't dazzle you, and the markups will sting if you're paying attention, but the heavy hitters are real and the list does its job. Send your friend here for a Cab and a ribeye, not a wine revelation.
Crowd Pleasers
Steep
Basic Stemmed
Willing but Green
Set & Forget
Acceptable
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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
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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
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