Michael Dorf likes a challenge. At 23 years old, he started the popular Knitting Factory concert space in New Yorkโ€”and made the rustic ceiling cool by covering it with sweaters he purchased at Goodwill for $1 each. After selling his stake in 2002 in what had become that multimillion dollar enterprise, he had another dream: to create a bonded winery/concert venue/upscale restaurant in an urban environment that captured the conviviality of evenings usually only experienced in locales like Napa. In 2008 he opened just that: the first City Winery in Manhattan. The โ€œcustom crushโ€ facility, as itโ€™s been called, was a smash. Next came perhaps the biggest challenge and one that endures. How to make City Winery into a multi-location businessโ€”Dorf has expanded to fifteen venues in eight cities, with more on the wayโ€”without losing its soul?

One trick is to take advantage of the Winerysโ€™ economies of scale, offering perks like state-of-the-art Meyer sound facilities and multi-locale contracts to artists, but never stop devoting attention to the details that make each Winery unique. โ€œThe last thing we want to be is the McDonaldโ€™s of live music,โ€ he says.

To make sure each Winery is a fit for its locale, Dorf treats the choice of cities as an art. โ€œI use a lot of gut instinct and conversation in decision-making, more than I do economic โ€˜heat mapsโ€™ and the empirical data,โ€ he says. In addition to gauging an areaโ€™s quotient of wine enthusiasts, โ€œthe single most important conversation I have is with the music community.โ€ The latter spans talking with local musiciansโ€”City Wineryโ€™s Pittsburgh location was inspired by a dinner party chat with late great jazz pianist Geri Allenโ€”as well as agents and managers planning tours for acts like Neil Young and Suzanne Vega.ย 

When it comes to choosing neighborhoods Dorf likes to go rogue a bit too, something he says he can do because of the destination-driven nature of concert venues (as opposed to, say, a restaurant which relies on established neighborhoods for things like walk-ins). City Winery Chicago, the second location, set this pattern in motion. โ€œEvery realtor and, frankly, several of the local investors suggested it be in a couple of neighborhoods that were traditional entertainment, easy-to-get-to-from-the-suburbs, blah blah blah. It just didnโ€™t feel right. Instead, there was an up and coming culinary area called the West Loop where there was no entertainment, no hotels, only sort of creative restauranteurs.โ€ Dorf bought a former food distribution warehouse at a great price and transformed and updated it in a way that still featured its original red brick and wooden beams. โ€œThose material choices from 100 years ago are almost impossible to recreate in the same ways and at the same quality level today,โ€ he says. Heโ€™s employed similar โ€œadaptive reuseโ€ on older buildings in other cities as well. โ€œIn Atlanta, weโ€™re in what used to be the Sears distribution center. In Detroit, we have a building that was an old Spanish restaurant from the โ€˜50s. In St. Louis, weโ€™re literally in a 75 year old steel foundry.โ€

Coming in to a new city can be tricky when it comes to winning over locals. But Dorf says his businesses create a rising tide that lifts many boatsโ€”particularly in the up-and-coming districts where heโ€™s located. Of City Wineryโ€™s newest location in St. Louis, Dorf says, โ€œWeโ€™re bringing probably at least 100 new nights of music to the city that wouldnโ€™t have happened in 2023. So weโ€™re adding to the pie. And we feel very good about that.โ€ Dorf also makes it a point to hire local warm up acts for concerts, and the restaurantsโ€™ โ€œwine-inspired, globally-influencedโ€ menus use locally sourced ingredients. Nonprofits are also often given free event space. When Emmylou Harris held a fundraiser in Nashville for her shelter for elderly and disabled dogs during Covid, Dorf transformed that cityโ€™s Winery parking lot into a pandemic-safe venue.

Original touches are part of each Winery, but Dorf notes that certain constants appeal nationwide. Among the things customers appreciate: City Wineryโ€™s commitment to making alcohol with as green a technique as possible. The locations make their own wine from grapes imported from California, Washington, and Oregon but, instead of transferring it to bottles, move it from barrels to stainless steel kegs and serve it on tap. As a result, bottle glass doesnโ€™t need to be trucked in from far flung locales and carbon consumption is significantly reduced. There are exceptions. City Wineryโ€™s Grand Central Station location offers a grab and go mini-bottle option for commuters, but to counter the eco-effects Dorf created a program offering a $5 refund on a $15 bottle. Dorf describes it as โ€œthe first serious reuse bottle program in the countryโ€ and hopes other sellers follow suit.

Dorf says all of this detail work serves one goal: to impart a sense of intimacy to a night at City Winery. Particularly in a post-Covid world, Dorf, who is also the author of Indulge Your Senses: Scaling Intimacy in a Digital World, says, โ€œThe idea of having a connection with fellow humansโ€”breathing the same air, touching the tables, drinking wine out of a real glass, doing cheers at a concert together โ€ฆItโ€™s an antidote for all the screens that are in our lives. And if each of those sensory components are workingโ€”thereโ€™s the magic of live music, good food, great wine and great visuals, it can be a very special moment. Thatโ€™s what we aim to create.โ€

City Winerys are located in Atlanta, Boston, Chicago, Hudson Valley, St. Louis, Nashville, New York City, and Philadelphia.ย 

City Winery opens in Pittsburgh June 7th. Columbus and Detroit locations are slated for early 2024.ย