All The Ways to Celebrate With Us

All the holiday happenings under our roof this season

WINTER 2018 – Chicago waits all year long to revel in the holiday season, and with us, you can do it all under one roof – ours! Don you now your festive apparel, and take a look at everything holiday we’ve got going on for the holidays this month at the Chicago Athletic Association hotel: 

Happy’s: A Holiday Pop-Up Bar
Friday, November 23 – Sunday, December 23

Back for a second year of merriment and mirth, the annual over-the-top holiday bar Happy’s takes over The Tank this holiday season. Open every Thursday, Friday and Saturday evening from 5 p.m. – 12 a.m. and Sundays 2 p.m.-7p.m. through Sunday, December 23, Happy’s is an outpouring of all things holiday: strong drinks, warm vibes, seasonal tunes, and twinkling lights galore. The bar, designed and operated by Land and Sea Dept., features a menu of festive cocktails by beverage director Paul McGee, as well as beer and wine available for purchase.

Letters to Santa in Drawing Room
December 1 – December 25
Guests and their little ones are invited to write “Letters to Santa” at a rolling station in Drawing Room Monday through Saturday in December, and down in Happy’s on Sundays (open 2 – 7 p.m.)!

Mistletoes: Holiday Skate Nights
Friday, December 14 – Saturday, December 15
‘Tis the season for getting festive and getting down. We’re throwing it back like it’s 1979 in our vintage gymnasium turned roller-rink – think holiday office party, on wheels. Dressing up is highly encouraged.

Christmas Cookie Pop-Up
Friday, December 21 – Sunday, December 23
We’re bringing back a holiday favorite with his Christmas Cookie Pop-Up, returning this year for a limited time from 3 – 6 p.m. from Friday, December 21 – Sunday, December 23. Available for pre-order online and on-site for pick-up, 12 types of holiday cookies will be available for purchase at $20 per tin (12 assorted cookies) and $2 per individual cookie. Holiday favorite flavors include Red Velvet Crinkle, Chocolate Caramel Thumbprints, Peppermint Milano, Nutella Spritz, Spiced Oatmeal Cranberry, Maple Walnut Fudge, Lemon Curd Shortbread, Rooibos Biscotti, Cookie Butter Truffle, Raspberry Hazelnut Linzer, Chocolate Vanilla Pinwheels, and Traditional Gingerbread. Check out our holiday cookie and booze pairing guide.

Christmas Eve
Monday, December 24

  • Cherry Circle Room
    This Christmas Eve, Cherry Circle Room offers a special prix fixe dinner menu, featuring your choice of gem lettuce salad with truffle vinaigrette or cheddar cheese soup, family style entrees (Bouillabaisse with Mussels, Shrimp, and Rouille Broiled Walleye Pike with Vermouth Buerre Blanc with Creamed Kale, Cauliflower Gratin, and Brussels Sprouts Slaw), and cookies and candies to finish. The menu is available for $125 per person (not including beverages, tax or gratuity), with an optional $75 wine pairing. Reservations are available from 5 – 9:30 p.m. on Reserve 
  • Cindy’s
    Join us at Cindy’s this Christmas Eve from 11 a.m. – 8 p.m. Alongside regular lunch and dinner menus available throughout the day, indulge in our Christmas Eve specials: for yourself, Chestnut Soup with cognac, duck confit, and cranberry aigre doux; and for sharing, Bone-in Porkchop with mustard spaetzle, roasted brussels sprouts, and picked apple. Reservations available on Reserve.

Christmas Day in Cherry Circle Room
Tuesday, December 25
Join the Cherry Circle Room family on Christmas Day for dinner! This prix fixe menu will be available from 4 – 9 p.m., and features your choice of gem lettuce salad with truffle vinaigrette or cheddar cheese soup, a very special Short Rib Bourguignon (served with Creamed Kale, Cauliflower Gratin, Mashed Potatoes and Brussels Sprouts Slaw), and cookies and candies for dessert. The menu is available for $125 per person (not including beverages, tax or gratuity) with an optional $75 wine pairing – and, of course, Paul McGee’s full menu of classic and historic cocktails will be available as well. Reservations are available from 4 – 9 p.m. on Reserve. 

New Year’s Eve at Our House
Monday, December 31
Take your pick of our New Year’s happenings:

  • Game Room: House Party III
    Get ready to get rowdy this New Year’s Eve – House Party is back in Game Room! For $120 per person (inclusive of gratuity), you’ll enjoy a massive Junk Food Tower, Large Format Jungle Juice cocktail, Mini Champagne Bottle for a midnight toast, and pitchers of beer for you and your crew. DJ Fess Grandiose will spin from 9 p.m. – 2 a.m.   
  • Milk Room: Bourbon & Bubbles 
    It’s all about Bourbon & Bubbles for this year’s New Year’s Eve experience in Milk Room, our eight seat microbar in the Chicago Athletic Association hotel specializing in rare and vintage spirits. Paul McGee has dreamed up some very special champagne and bourbon cocktails for guests to enjoy with an assortment of elegant shared bites. Tickets for this experience are $200 per person (not including gratuity and tax), available via Reserve, and subject to cancellation fees for all cancellations after 12/24. 
  • Cherry Circle Room: Surf & Turf Prix-Fixe Menu
    Close out your year in style with Cherry Circle Room. In addition to the full dinner menu, Cherry Circle Room will offer a very special three course “Surf & Turf” prix fixe menu for $125 (not including tax, gratuity or beverages, also available as a la carte specials). To ring in the New Year, Champagne pairings available are available for $90. Reservations are available via Reserve 
  • Cindy’s: Closed for a private event.

Brunch4Days at Cindy’s New Year’s Weekend
Saturday, December 29 – Tuesday, January 1
Enjoy four days of extended brunch service at Cindy’s New Year’s Eve weekend – served daily in lieu of lunch from opening through 2PM Saturday-Monday, and until 4PM on Tuesday. Please note regular dinner hours and menu apply Saturday and Sunday only.

Ways to Give Back With Us This Month  

  • Toys for Tots, Brews for You in Game Room 
    Through Sunday, December 9 in Game Room, bring in a new, unwrapped toy for Toys for Tots and we’ll pour you a Miskatonic x Game Room Milk Stout!  
  • A Toast “To All” Benefitting Letters To Santa at Cindy’s 
    Available December 1 – 31, a portion of the proceeds from Cindy’s Beverage Manager David Mor’s To All ($16) cocktail will go to Poverty Alleviation Chicago. This initiative works in conjunction with the Letters to Santa program to give families from Onward Neighborhood House. For 20 years, Letters To Santa Chicago has raised over two million dollars to provide hope to over one-thousand individuals by surprising them on Christmas Day with food, clothing, toys and the most useful of all gifts: money.
  • Instrument Drive with Merit School of Music
    In partnership with Chicago’s Merit School of Music, the hotel is collecting musical instruments through December 27th. Instruments can be dropped off at our front desk on the second floor and will directly benefit the students at the Merit School of Music.



From The Vault

Chicago Restaurant Week at Cindy's & Cherry Circle Room Winemaker Patty Green at the CAA Shop, Eat and Play on Michigan Avenue Talking, Drinking & Mixing With Cindy's Spirit Guide Nandini Khaund Hit the Town With AJ Capital Partners' Ben Weprin Retro Romance & Old Fashioned Love Spend Thanksgiving With Us! Video at State & Madison in 1897