The Peppertree
Classic steakhouse cellar, no surprises needed
Pleasant Valley · Colorado Springs · Steakhouse · Visit Website ↗
Reviewed April 2, 2026
Wingman Metrics
First Impression
The Peppertree has the bones of a serious wine program — a refined room, tableside preparations, and white tablecloths that quietly demand a good bottle. The list leans hard into Napa and Sonoma, which makes sense for a steakhouse crowd, but don't come looking for surprises. What you see is exactly what you get, and at this price point, that's either comforting or a little disappointing depending on how adventurous you are.
Selection Deep Dive
Eighty to one-fifty bottles is a decent stack for Colorado Springs, and the anchor names — Caymus, Jordan, Silver Oak — tell you exactly who this list is built for: the business dinner crowd who already knows what they like and doesn't want to debate it. The California-Washington axis is strong, but don't expect Old World depth or any producer willing to take a risk. There's nothing wrong here, but there's also nothing to discover — this is a list that exists to confirm choices, not inspire them.
By the Glass
Ten to sixteen glass pours is a reasonable spread for a steakhouse of this caliber, and the program likely mirrors the bottle list: Cabs, a Chard or two, maybe a token red blend. What's missing is any sense of rotation or curation — this feels like a set-and-forget program rather than one that gets tended to with any real enthusiasm.
Jordan Cabernet Sauvignon — null
Jordan reliably punches above its price tag in restaurant settings — it's the most food-friendly of the big-name Cabs on this list, with enough structure for the beef without the wallet-destroying markups that follow Caymus around. If the restaurant hasn't gone completely sideways on pricing, this is your move.
Washington State selections
The Washington State portion of this list is easy to overlook when Caymus and Silver Oak are right there waving at you, but Washington Cabs and Syrahs tend to offer more complexity per dollar at steakhouse markup levels — and they're often priced lower because fewer tables ask for them.
Caymus Cabernet Sauvignon
Caymus is everywhere, and restaurants know it — which means the markup is predictably painful. You're paying for the name recognition, not for anything you can't find at a better price-to-quality ratio elsewhere on this same list.
Silver Oak Alexander Valley Cabernet Sauvignon + Steak Diane
Steak Diane's pan sauce — brandy, Worcestershire, cream — needs a Cab with enough fruit and soft tannins to work with the richness without fighting it. Silver Oak Alexander Valley is rounder and more approachable than its Napa counterpart, making it the right call for a sauce-driven dish over a straight sear.
✔️ The Bottom Line
The Peppertree is a reliable steakhouse wine list doing exactly what a reliable steakhouse wine list does — safe producers, steep prices, zero risk. Come for the views and the Chateaubriand, order the Jordan, and don't expect the wine program to steal the show.
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