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✔️The Reliable

Ristorante Di Sopra

Cozy trattoria with a California-leaning cellar

Old Colorado City · Colorado Springs · Italian · Visit Website ↗

date-nightcasual-vibesold-world-focusnew-world-explorer

Reviewed April 2, 2026

Wingman Metrics

List VarietyCrowd Pleasers
MarkupFair
GlasswareBasic Stemmed
StaffWilling but Green
Specials & DealsSet & Forget
Storage & TempAcceptable

First Impression

Walking into Di Sopra feels like someone's Italian grandmother decorated the place — warm lighting, old-world charm, the whole thing. The wine list shows up with 100+ bottles and a confident price tag, which is promising. Then you start reading and notice Lodi, California doing a lot of the heavy lifting where Tuscany probably should be.

Selection Deep Dive

The list leans heavily on Michael David Winery and the Freakshow label out of Lodi — accessible, fruit-forward stuff that plays well with a crowd but doesn't exactly scream Italian trattoria. There's a stated Italian focus, but the actual depth on Italian producers isn't reflected in what's surfaced publicly. If you're hunting for a Barolo or a Brunello to go with your osso buco, you may find the Italian side of the list thinner than the vibe promises. At $45 a bottle for featured wines, the pricing is reasonable, but the selection feels more like a neighborhood American bistro than a destination Italian wine program.

By the Glass

Glass pours come in at $12, which is a fair entry point for Colorado Springs. The Freakshow lineup — Zinfandel, Cabernet, Chardonnay — likely anchors the by-the-glass program, which means you're getting reliable, crowd-friendly pours rather than anything adventurous. Rotation appears minimal; this list has a set-it-and-forget-it quality.

💰Best Value

Michael David Merlot — $45

Michael David makes solid, approachable Merlot that regularly retails around $15-18. At $45 on the list, the markup is restrained by restaurant standards and it's a smooth match for pasta-heavy menus.

💎Hidden Gem

Lodi Red

Most diners scan past anything labeled generically, but Lodi Reds can be genuinely interesting — the region runs warm and produces bold, ripe stuff. Worth asking what's actually in the blend before you dismiss it.

Skip This

Freakshow Chardonnay

Freakshow Chardonnay is a grocery store staple dressed up in a fun label. At restaurant markup, you're paying significantly over what a bottle costs at Total Wine, and it brings nothing interesting to an Italian dinner.

🍽️Perfect Pairing

Freakshow Zinfandel + Osso buco

Lodi Zinfandel has the body and dark fruit to hold up against braised veal shank without getting lost. It's not the most refined match, but the richness tracks and it's reliably available by the glass.

✔️ The Bottom Line

Di Sopra is a charming room with food that deserves a stronger wine list — the California-heavy selection is competent but mismatched to the Italian ambition. Come for the osso buco and housemade pasta; manage your wine expectations accordingly.

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