Holidays In Chicago

Gift Guide: For The Foodie

Eat. Drink. Gift Merry.

Our online shop is a great place to take a piece of the CAA experience home, from Skate-Worthy Tube Socks to Winter’s Favorite Blanket. But when the holiday season rolled around this year we couldn’t get the idea of the gift of experiences out of our heads. Because after the last few years, being able to have a joyful night out with friends or a delicious cocktail feels like the biggest gift of all.

That’s why we’ve rolled up 12 of our favorite CAA experiences (Get it? 12 Days of CAA!) for the ultimate in turnkey meets experiential gifting. These experiential gift cards cover all the highlights of taking in our storied building, from roller skating the night away to a private tasting in our speakeasy-style Milk Room.

Need ideas for what to get the gastronome in your life? Look no further than our gift experiences For The Foodie. As the ultimate dining and drinking destination hotel in Chicago, it’s a subject matter we feel uniquely qualified to cover.


Brunch or Dinner at Cindy’s

We all need something delicious to look forward to, right? Select from a brunch or dinner gift card for two to dine at our rooftop crown jewel. Take in the views while you take in our family-style classic comfort food with exquisite American fare, complemented by a robust bio-dynamic wine program, inventive libations and apothecaries.

Sunset Cocktails at Cindy’s

Watch the sun go down while you sip on Cindy’s specialty cocktails. Our libation pick? The delicate and direct Martini – Fowled Up with Ketel One vodka, Tanqueray gin, manzanilla sherry, olive bitters and mezcal.

Private Tasting for 10 at Milk Room

Once a Chicago speakeasy, Milk Room’s hidden microbar perfects a spirit-forward cocktail menu crafted from only the rarest vintage spirits and elixirs. This private tasting experience for 10 will leave even the most hard-to-impress gift recipients smiling.


If you haven’t heard, our hometown is quite the destination for dining. Combine that with the magical time of the holiday season and you’re in for some tasty treats you can’t find anywhere else.

Chicago Style Holiday Hike
Through December 24

Stuff your face while scoping out the city’s most beloved seasonal traditions on this three-hour Chicago Holiday Stroll and Food Tour. This is our kind of “hike” and hits all the Chicago classics, from pizza to hot dogs to craft beer and cocoa, while taking in holiday classics like the Magnificent Mile Lights, Christmas tree and Millennium Park.

Through December 24

Like many things in 2020, this beloved annual European-style holiday market went virtual last year but is back now and we have our boot mugs ready. In addition to a plethora of unique options, the real reason to come are the food and drinks. Dine on German street food such as currywurst, schnitzel or stuffed gourmet pretzels while sipping glühwein, a traditional hot spiced wine.

Interested in more CAA gift experiences? Eat, drink and gift merry with all 12 of our experiences here.