Bobby Concierge

Curated Concierge


The “Bobby Experience”

Meet our Chef Concierge, Bobby Gonzalez! From teaching your group how to tie a bowtie to curating custom themed amenities, Bobby is here to elevate every experience here at The Gray. Short a minister? We have him ordained as well – he really is a jack of all trades.

Bobby is an award winning Concierge formerly of the Kimpton Hotel Palomar Chicago. Bobby got his start in hospitality back in 2007 re-stocking mini bars! Bobby is a member of Les Clef d'Or USA, an organization that represents Concierge that are at the pinnacle of the profession. Bobby is an active member of the Chicago Hotel Concierge Association, and enjoys mentoring new members just starting their Concierge journey. Bobby has won several awards including the IHLA Employee of the Year award for the Chicagoland region, and the Concierge Preferred Jon Winke Rising Star award, voted in by his peers. Bobby is at your service, and can't wait to welcome everyone to the Kimpton Gray Hotel!

Bobby’s Favorites

Holiday Season


  • A Christmas Carol
    November 17-December 30
    Goodman Theatre
  • The Nutcracker
    December 1-December 30
    Auditorium Theatre
  • Music Box Christmas
    December 7-December 24
    Music Box Theatre
  • Cirque Dreams Holidaze
    December 12-16
    Chicago Theatre


  • Magnificent Mile Shopping
    Michigan Avenue
  • Christkindlmarket
    November 16-December 24
    Daley Plaza


  • Zoo Lights
    November 16-January 6
    Lincoln Park Zoo
  • Ice Skating
    November 16-March 10
    Millennium Park Ice Rink & Maggie Daley Park Skating Ribbon
  • Caroling at CloudGate
    November 23 & 30
    December 7, 12, 14
  • Chicago’s Christmas Tree
    Millennium Park
  • Christmas around the World
    November 16-January 6
    Museum of Science and Industry
  • Navy Pier Winter Wonderfest
    November 30-January 6
    Navy Pier

Things to Drink

  • Miracle Holiday Pop-Up Bar
    November 23-December 31
    Sable Kitchen + Bar
  • Happy’s Holiday Pop-Up Bar
    November 23-December 22
    Chicago Athletic Association
  • Jingle Bell Square
    November 23-December 31
    Lost Lake
  • Curling Cabin at The Gwen
    November 18-February 1
    The Gwen Hotel
  • Frosty’s Christmas Bar
    November 21-December 30
    809 W Evergreen Avenue

Family Recommendations

  • The Ledge, Willis Tower Skydeck | 233 S Wacker Dr. | 312-875-9696 |Step outside the tallest building in the western hemisphere and the third tallest in the world. At 1,353 feet in the air, the Ledge’s glass boxes extend out 4.3 feet from the Willis Tower Skydeck. The Skydeck is open daily offering spectacular views spanning up to four states, a one-stop Chicago experience full of interactive exhibits and The Ledge, a glass balcony experience extending four feet outside the 103rd floor of Willis Tower! – Year-round
  • Chicago History Museum | Spies, Traitors, Saboteurs: Fear and Freedom in America / 1601 N. Clark St. The Chicago History Museum's newest exhibition provides historic perspective on nine major events when America’s sense of security felt threatened by those within its borders. The exhibition illustrates the evolution of government and public opinion, U.S. counterintelligence and homeland security efforts, and challenges visitors to consider the difficult task of securing the nation without compromising the civil liberties upon which it was founded. - Thru Nov. 26th
  • Saturday Night Live - The Experience
    Museum of Broadcast Communications / 360 N. State
    You’ve watched SNL for years – now relive 40 years of the show in a way you never imagined. Become immersed in the fast-paced creative processes and see how ideas become reality in just days. Interact with sets, original props, and costumes – take selfies on the Jeopardy set, rock out on the Wayne’s World couch, and deliver the ‘news’ from behind Weekend Update desk.
  • Museum of Science & Industry
    Among the museum's exhibits are a full-size replica coal mine, German Submarine U-505 captured during World War II, a 3,500-square-foot (330 m2) model railroad, the first diesel-powered streamlined stainless-steel passenger train, and the Apollo 8 spacecraft that carried the first humans to orbit the Moon, and Science Storms.
  • Adler Planetarium
    Adler is home to three full size theaters, extensive space science exhibitions, and a significant collection of antique scientific instruments and print materials. In addition, the Adler boasts the Doane Observatory, one of the only research-active, public urban observatories. This lakeside observatory is the only place in Chicago where the public can see planets, stars, and galaxies up-close and in person.

Patios The Whole Family Can Enjoy

  • LowCountry Seafood Boil provides a comfortable and backyard-like environment to embrace the culture of social gatherings around a seafood boil. Serves fresh bags of boiled seafood, pitchers of cocktails!
  • The new location of Big Star in Wrigleyville is right across from the stadium, and has the same excellent margaritas as the original. Make sure to get the “hot chips,” a.k.a. nachos, which are only available here.
  • Little Goat Diner is right across the street from its upscale sister Girl & The Goat, Stephanie Izard's Little Goat is an all-day upscale diner that serves insanely creative takes on classic American comfort food with a sweet sidewalk patio.

Discover A New Hood

  • Water Front Cafe in Edgewater has been around for several years but remains one of Chicago’s hidden gems, and is one of Chicago’s classic outdoor spots. Enjoy a glass of wine, and cheese curds over an matchless view of Lake Michigan.
  • Bistro Campagne in Lincoln Square. It has a romantic courtyard filled with string lights and trees, plus classic French food. Escargot, steak frites, and French onion soup just like the French!
  • Uber to Bridgeport and eat at The Duck Inn ‐ the tree-lined patio there will trick you into thinking you’ve left the city. After dinner, stick around for some drinks and pretend you're actually in your own backyard.
  • You can’t see it from the front, but Southern restaurant  The Delta in Wicker Park has an awesome back patio. Get a “vase” of cocktails to share with a group, and plan your next move.

Local Restaurants- Open Daily!

  • The Loyalist, great for a dinner with friends enjoying great foods and good drinks.
  • Rootstock is perfect for the wine enthusiasts, and farm to table diners. 
  • La Scarola is best for those interested in the real deal mom and pops family style Italian food.
  • Osteria Langhe has the best setting for an anniversary or birthday celebration of a significant other.
  • Purple Pig is for the shoppers! Located right on Michigan avenue, it’s the best place to grab a glass of wine and small plates. 
  • Tango Sur is for BYOB and date night that won’t break the bank. Intimate setting and delicious food. 

Cocktail Recommendations

  • Sportsman’s Club - Sportsman’s Club showcases classically inspired, spirit-forward cocktails that change daily and focus on balance and simplicity. The neighborhood tavern also offers craft beer and wine, as well as an amaro machine, carry-out liquor program and a thoughtfully curated bar goods shop.
    Distance from the Gray: 4 miles, under 15 minutes in a taxi.
  • Best Intentions - The dive bar charm remains, although the bar is a little sleeker and the drinks are much better. Settle into a table on the big back patio, or sidle up to the bar for minty Wondermint Malted shakes, shots of Angostura bitters (they're the only bar anywhere with the bitters on draft) and a list of well-made classics.
    Distance from the Gray: 7 miles, under 28 minutes in a taxi.
  • Lost Lake - A stylish tropical oasis-meets-flotsam strewn island hut, Lost Lake evokes both the glamorous tropical escapism of 1930s Hollywood and the rugged nautical, island aesthetic of the world's first tiki bar — the original Don’s Beachcomber Cafe.
    Distance from the Gray: 7 miles, 20 min ride in a taxi.
  • The Violet Hour – Serving artisanal cocktails in the heart of Wicker Park. Rooted in pre-prohibition style libations, the James Beard Award-winning bar program features a seasonally rotating cocktail list, as well as an extensive selection of approachable and sought-after spirits.
    Distance from the Gray: 5 miles, 15 minutes in a taxi.
  • The Aviary - Where cocktails and service are given the same attention to detail as a four-star restaurant; where bartenders are trained as chefs; where the produce and herbs are carefully sourced and procured fresh daily; where the name and branding of the spirit mixed is less important than its actual flavor; where drinks are made quickly and consistently in a state-of-the-art drink kitchen; where innovation and tradition are both honored.
    Distance from the Gray: 2 miles, under 10 minutes in a taxi.

Taco Recommendations

  • Big Star – Big Star is a bourbon and beer-focused, taco-slinging, late-night honky-tonk in the heart of Chicago’s Wicker Park neighborhood. Known best for their bustling outdoor patio, and margaritas.
    Distance from the Gray: 5 miles, under 15 minutes in a taxi.
  • Carnitas Urupoan – Key word here, Carnitas! Ordered by the pound, the juicy pork is served to you on a platter with nothing but a side of corn tortillas and a spicy salsa verde so that you can concoct your own tacos. Not leaving any part of the pig to waste, the limited menu also includes fresh, warm, delicious chicharrones.
    Distance from the Gray: 4 miles, under 15 minutes in a taxi.
  • Antique Taco – Antique Taco is a combination of everything we love: flavorful food, antique style, and the comfort of home. Located in the Wicker Park and Bridgeport neighborhoods, the outdoor patios are perfect for al fresco indulgment.
    Distance from the Gray: 5 miles, under 20 min in a taxi.
  • L’Patron – A Logan Square taqueria by an ex-Topolobampo Chef with the express mission of creating from-scratch tortillas with the freshest ingredients available. They’ve also got an outdoor patio that’s BYOB, and a rotating seasonal salsa menu. This is a great neighborhood place to try for a casual sinner with friends while exploring unique cocktails bar in Logan Square.
    Distance from the Gray: 6.8 miles, 33 minute in a taxi.

Restaurants for Groups

  • Prime and Provisions, seating for up to 75+, arguably one of the best private dining room’s this city has to offer with sweeping Chicago River and iconic skyline views.
  • The Gage is located in walking distance of the Gray, an iconic restaurant on Michigan Avenue featuring refined, rustic cuisine in the historic Gage Group Buildings. Steps from Millennium Park and along Chicago's Cultural Mile, The Gage is acclaimed for its exceptional cuisine, craft libations and commitment to outstanding hospitality. Seated events for up to 8-80 guests.
  • Quartino provides the perfect setting for birthdays celebrations and special occasions. Quartino can accommodate private parties of 10-120 guests for luncheons, cocktail & antipasti parties, and dinners.
  • Fulton Market Kitchen is only steps from Randolph St.'s Restaurant Row, our versatile space can be tailored to accommodate every type and size of event; be it an intimate dinner in our private dining room, an elegant wedding reception, a corporate outing or full venue buyout.
  • Girl and the Goat or "The Underground Goat" has been catering to a wide variety of special events from business meetings to engagements and everything in between. The ‘UG’ can accommodate up to 24 guests seated around one large table and up to 26 guests seated around two tables.
  • ZED451, voted “Best Private Dining Venue in Chicago” by Illinois Meeting & Events Magazine, offers 18,000 square feet of private and semi-private dining spaces accommodating up to 800 guests while catering to your individual needs. With an intimate lounge and rooftop bar surrounded by unmatched city views, ZED451 is the perfect setting for sophisticated affairs and lively gatherings of all scopes.

Preferred Transportation

Signature Transportation Group – Contact Kevin Duff