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Round table setup in the ballroom of Kimpton Gray Hotel

A Good Time Had By All


Exclusive group experiences to elevate your corporate event

There’s something about a fun-filled, unique activity that transforms an event into an unforgettable experience that people will delight in long after it’s over. When you book with us, you can take advantage of our exclusive partnerships to elevate your corporate off-site—or any occasion that brings your group to downtown Chicago. If that occasion is a social event or wedding, we have offerings just for you too.

At The Gray, our team excels at planning all types of events. Below we’ve highlighted a selection of the corporate offerings—from crafts and culinary arts to wellness classes and team-building workshops with a twist—that you can add on to your event, whether you’re staying with us for business or pleasure.

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Corporate Events


Wine Tasting with Sommelier

There’s something inspiring about teamwork in action, and we can’t think of a team that works better together than wine and cheese. Our sommelier-led wine and cheese pairing course will guide your own team through an informative tasting of four delicious rare wines paired with four gourmet cheeses. Bon appétit!

old fashioned cocktail

Make a Custom Old Fashioned

What’s old fashioned is new again, we say. Collaborate with our Head Bartender to customize this classic cocktail for your next event at Vol. 39 and impress your guests with a reimagining of a crowd favorite. Have a different classic cocktail you’d like to reinterpret? We’re game! Let’s have fun with it.

empanada food plate

Empanada Making Class

These crowd-favorite savory pastries are staples in South America for good reason—they’re delicious. And what brings people together more than preparing and enjoying delicious food as a group? Let’s gather your team for our empanada-making class with our Chef de cuisine from Boleo. Together we’ll make dough, conduct various empanada folds, prepare the fillings and dig in!

empanada food plate

Artistic Endeavors with Emmy Star Brown

Add a creative activity to your next corporate event, paint customized murals and unique artistic gift with the help of Chicago-based artist (and our creative partner) Emmy Star Brown.

pool table

Life-Size Gaming

If the thought, “Jenga—but make it my height” has ever crossed your mind, then you’re picking up what we’re putting down when it comes to life-sized gaming. This group activity is all about fun, and your team will love our larger-than-life old-fashioned games that will boost everyone’s competitive spirit and get them working together.


Private Trolley Tours + Executive Buses

Chicago is a city that was made to be explored—from our bustling downtown to our vibrant neighborhoods, each with their own identity and culture to discover. Thanks to Signature Transportation, your group can enjoy a private 30-passenger trolley experience that includes rear porches or, if you’re venturing a bit further, the fleet of Executive Buses accommodates between 24 and 43 guests.


Sketch Comedy + Improv Workshop with The Second City

For over half a century, The Second City has been daring audiences to laugh at our world, our shared troubles and ourselves. Now corporate teams can enjoy cutting-edge sketch comedy combined with songs and improv through workshops that teach the fundamentals of improvisation and how it can be applied to business. You just have to say “yes, and.”


Corporate Mindfulness Program with Chill

Chill’s extensive corporate mindfulness program introduces the benefits of meditation and how those tools can be used to decrease stress, enhance productivity and improve collaboration. Sessions can be customized to fit your team’s interests, with themes that include emotional intelligence, stress management and collaboration.

hands holding small potted plants

Art Workshop with One Strange Bird

Break away from your meeting, let your team activate their creative muscles and encourage right-brain thinking with a One Strange Bird’s art workshop. Options include painting, collage, card-making, tote bag or tea towel printing and terrarium building. You can even include drinks and catering to supplement your activity.

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