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Gray Guestroom

A Good Time Had By All


Exclusive group experiences to elevate your 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 wedding weekend, corporate off-site—or any occasion that brings your group to downtown Chicago.

At The Gray, our team excels at planning all types of events. Below we’ve highlighted a selection of 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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Social Events



Spirited Mixology with Beverage Team

Tap into your inner mixologist as you step behind the bar and learn how to craft classic cocktails with expert guidance from our famous (and dare we say infamous) beverage team. This mini course and contest will have you and your crew shaking, stirring, straining and garnishing with the best of them as you tackle basic techniques and spirit selection.


Caviar 101 with Vol. 39

Calling all caviar enthusiasts and those who are just curious about this highly prized menu item. With Caviar 101, the Vol. 39 team will take you through the differences between the 4 varieties of caviar we offer and you’ll discover the variances in taste, texture and aroma that set them apart. Served with traditional accoutrements, this is a chance to make your caviar dreams a reality.

cocktail and food plate

Art of Ceviche with Boleo’s Executive Chef

There’s a lot of science involved in cooking, but making a delicious ceviche is an art. Learn how to properly slice fish and create a balanced ceviche that will be a hit at your next gathering. And, because an experience like this is always enhanced with a drink, our chef will teach you how to prepare a leche de tigre to enjoy alongside the ceviche and various seasonal produce.

air plant terrarium

Botanical Workshop with Leelee’s Garden

Flex your green thumb! Create a uniquely beautiful botanical art-piece with LeeLee’s Garden pop-up plant and flower workshop. All of the materials and step-by-step instruction will be provided, your group just needs to bring a willingness to get your hands dirty. Signature workshops include gemstone terrariums, air plant vertical gardens and seasonal floral & wreath design.


Custom Shoes with The Sole Revival

The Sole Revival is the largest custom shoe company in the world, has worked with some of the biggest brands and has officially raised the bar on event swag. Connect your corporate team, your wedding/bachelor(ette) party or any other squad you’re bringing together by outfitting them in matching custom-logo’d sneakers. They’ll create the designs in real time on-site for your group.

boy with toy plane

Event Childcare with Artsitters

Sitters Studio provides high-quality childcare with a unique twist: caregivers are artists pursuing a career in their discipline. “Artisitters” come with childcare experience and artistic toys & games ready to engage children in interactive, creative play. All CPR certified, first aid-trained Artsitters are vetted via reference checks, an FCRA background check and several in-person interviews.

emmy star brown

Artistic Touch

Design your upcoming events and wedding celebrations with customized creative options by renewed artist Emmy Star Brown. Liven up your next event with live painting, a customized mural or a unique artistic gift for your guests.

lizzi cutler

Meditation with Lizzi Cutler

Mindfulness, peacefulness, and intention Om-my. Whether you’re looking to increase productivity, reduce stress and anxiety or just live in the moment and enjoy a bit of self-care, the benefits of meditation are vast. Join Lizzi Cutler, one of Kimpton Gray Hotel’s wellness partners, who will lead a group meditation session in preparation for a big event or a day of relaxation and reflection.


Yoga with Maggie Umberger

Add a peaceful interlude to your event and treat your group to a yoga class with our partner (and Chicago fan favorite) Maggie Umberger. Whether you’re well-versed in sun salutations and warrior poses or all you know about yoga is the “Namaste” part, Maggie can create custom classes from slow flow and mindful movement, to powerful vinyasa to match your group’s comfort level.

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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