Winters in Chicago are not for the faint of heart. And while many a brave soul have zipped up their Canada Goose and endured the wintry winds, if you prefer to stay bundled up by the fire with a warm whiskey drink hand, you’ve come to the right place.
But what would a visit to Chicago be without true foodie moments? Lately, we’re very into the progressive dining trend – as in, an experience where successive courses are prepared and eaten at different locations. It’s become a popular team-building experience for companies to encourage conversation and broaden horizons, but is equally as enjoyable for the epicuriously curious traveler.
With seven dining destinations under one roof, there’s no need to brave the cold to experience your own progressive dining experience – Chicago Athletic Association-style.
RISE TO REVELRY
Our award-winning gastro scene offers plenty to dig into. Choose your own culinary adventure with our Progressive Dining Package, stay one night for a $50 cocktail and cuisine credit, two nights for a $100 credit, or three+ nights for a $150 credit that can applied to our assortment of dining and drinking establishments as you see fit. (PS, it can also be used to towards parking so you can park and truly stay…)
So what path to choose? First, a cheat sheet:
CINDY'S
Our iconic glass atrium rooftop restaurant and open-air terrace overlooks famed Millennium
Park with views of Lake Michigan. Designed to evoke a Great Lakes beach house and offering a celebrated sharable menu using seasonal and local provisions.
Can’t-Miss Dish: You can’t go wrong with any dish, but Cindy’s cocktails are where it’s at. Try the Bonfire Party with suntory toki whisky, novo fogo colibri cachaca, cranberry, orange and lemon.
CHERRY CIRCLE ROOM
A reinvention of the iconic restaurant of the same name that serviced the Chicago Athletic Association for generations, the intimate, James Beard award-winning space serves classic fare in one of the best retro atmospheres in the city.
Can’t-Miss Dish: Duck À L'orange for two with roasted orange, herbs and spices, duck jus
GAME ROOM
A sprawling space packed with vintage games like shuffleboard, bocce, billiards and more serving a menu of creative takes on Midwestern favorites, classic cocktails, craft beers and wine.
Can’t-Miss Dish: Chicago-Style Footlong Hot Dog (duh) - an all-beef frank that’s been “dragged through the garden.”
MILK ROOM
An exclusive, eight-seat micro bar focusing on classic, spirit-forward cocktails that utilize rare, vintage spirits and hard to find ingredients.
Can’t-Miss Dish: You can’t go wrong with any of the vintage spirits or rare whiskeys – we recommend saddling up to the bar and picking the brain of the expert mixologists.
DRAWING ROOM
This expansive space is outfitted with original working fireplaces, cozy corners and serves a menu of light bites, cocktails, wines and beers.
Can’t-Miss Dish: The Van Doozer, no doubt. Two eggs your way, bacon, toast with jam, and the best hash browns in Chicago – hands down.
ROOM SERVICE
Offering breakfast, lunch, dinner and snacks, experience Cindy's celebrated menu without the rooftop wait or order up your favorites from Shake Shack. (We are the only hotel in the world that sends those famous burgers and fries straight to your room!)
FEELING FULL?
That’s ok – your credit can also be applied towards virtual golf in our Topgolf Swing Suite or valet parking.
BOOK YOUR STAY
Your culinary adventure is yours for the crafting. Reserve your stay today and start dreaming up the menu.
