In a place once known for beer and pizza, Carboy Winery and Angelo’s Taverna are trading big-screen TVs and quick pours for Colorado wines and Old World Italian recipes. The former Old Chicago at Woodmen Road and I-25 will reopen this summer as a layered dining experience, stacking a rooftop winery above an Italian taverna.
Carboy Winery is based in Palisade, Colorado, with winery-restaurant locations in Breckenridge, Denver and Littleton, including its two Mile High concepts shared with Angelo’s Taverna. “What we’ve seen, especially in Littleton, is how powerful it is when great wine and great food come together in one space,” says Kevin Webber, Carboy co-founder and CEO.
Webber says Colorado Springs has been on the team’s radar for some time and pointed to an existing Carboy wine club community in the Springs as a clear signal. “It’s a growing community with an incredible energy,” he says. “For Carboy, this move supports our broader mission: We’re rebranding wine as something that fits into the Colorado lifestyle. Whether it’s part of the outdoor experience, leisure tourism or simply a great meal with friends, wine has a place at the table.”
In Colorado Springs, Angelo’s Taverna will anchor the main level with a menu rooted in Old World Italian family recipes that have been adapted and tested in Denver since 1974. Expect handmade pastas, hand-tossed pizzas and house favorites meant to be shared.
The oyster program Angelo’s is known for in Denver will continue here, including its Oyster Happy Hour featuring $1.25 oysters and rotating drink and appetizer specials. Webber says the Angelo’s and Carboy brands have shucked more than 12 million oysters since 2013 at their Denver-area locations, flying in fresh oysters every two days from both coasts. The volume even earned Carboy’s a namesake oyster from Puget Sound growers, he adds.
Staples like the Balsamic Glazed Ribs and pappardelle Bolognese anchor the menu, while char-grilled oysters often serve as an entry point for first-timers. “The Balsamic Glazed Ribs are a must. They’ve been on the menu since day one,” Webber says. “The Pappardelle Bolognese is my personal favorite, and even if you think you’re not an oyster person, our chargrilled oysters might change your mind.”
He says the menu is intentionally broad, built to offer everything from classic pasta and pizza to small plates, oysters and wine.
Carboy Winery will take over the entire top floor in Colorado Springs, creating the winery’s first fully rooftop tasting room. Glass garage doors open the space to views of Pikes Peak. The wine list will feature familiar Carboy favorites, newer releases and estate-grown wines, with self-guided flights that allow guests to explore at their own pace.
Carboy will run a separate wine-forward happy hour upstairs modeled after its Littleton location. Chef Scott Hybbeneth also built the menu to go beyond typical winery fare, Webber says, pointing to dishes like Tuna Sashimi, Lamb Meatballs and Smoked Salmon designed to stand up to its bolder wines.
Angelo’s will offer gluten-free pasta and pizza options as well as vegetarian dishes. Most menu items fall between $15 and $28. Watch for the restaurant and winery to open in mid-summer 2026.
Where to Find Angelo’s Taverna and Carboy Winery in Colorado Springs
7115 Commerce Center Dr.
