Holiday lights and decorations in tree and on building

Chicago's holiday hotel

Chicago Holiday Hotel Deals + Winter Things to Do

‘Tis the Season at The Gray Hotel in Downtown Chicago

Savor a taste of Christkindlmarket, the beloved Germany-to-Chicago holiday tradition, with this package. Festive in-room perks inspired by the open-air market (just a stroll away from our hotel) include: a Glühwein spice packet for making your own mulled wine, a special tin of pastries made with our General Manager Nabil’s treasured family recipe and this year’s Christkindlmarket keepsake mug.

Check back later year as we bring back our holiday offers to make your trip to Chicago merry and bright.

Girl taking photos of holiday lights on smartphone

Gray's Christkindlmarket Giveaway

Post a picture in The Gray with your Christkindlmarket mug and tag @thegraychi and use #agrayholiday for your chance to win!

Holiday Market

Our first ever Christmas Market was a success! Join us next year when we host our annual Christmas market with local shops and treats.

2019 Recap:
Date: December 5 +6, 2019
Time: 4pm- 7pm

Christmas in Chicago

Looking for lights, carols or more? There's no shortage of holiday events in Chicago this time of year.

More To Do Around Town Curated by our Concierge Team

What holiday traditions are a MUST see?

Chriskindlemarket - The smell of roasted nuts and the sounds of music, this is the authentic German-style Christkindlmarket experience.
Festival of Lights – Magnificent Mile Lights Festival, one of the nation's largest evening holiday event that takes place at Chicago.
Ice Skating in Millennium Park – Skate under the Chicago skyline and within eyeshot of the Chicago Christmas Tree in Millennium Park.
Zoo Lights – 2.5 million bulbs light up the Lincoln Park Zoo during the 25 annual Zoo Lights Festival.

Get into the holiday spirit with Concierge Molly Frank

Butch McGuire's – The ultimate Christmas themed bar! The ceiling is covered with LED lights with toy trains zooming around the room.
A Christmas Carol – Watch the classic Dickens story of Ebenezer Scrooge unfold at the Goodman Theatre through December 30th.
P.O.S.H. – Local boutique with handmade high-quality gifts. The items are one-of-a-kind or limited quantity, which means every shopping trip, is a new adventure.
Neighborly – Local boutique offering home goods, gifts, and artwork. Great spot to gift a Chicago souvenir.
Teatro Zinzanni – Enjoy an evening of cirque, comedy, cabaret, and live music all served up with a fabulous multi-course feast.
2656 W Logan Boulevard – Owner Frank Lopez decorates his house so over-the-top with Christmas decorations, locals refer to it as “the Logan Square Christmas House”. It is a spectacle worth seeking out on your way to Billy Sunday for an aperitif.

Christkindlmarket Package

Savor a taste of Christkindlmarket, the beloved Germany-to-Chicago holiday tradition, with this package. Festive in-room perks inspired by the open-air market include: a Glühwein spice packet for making your own mulled wine, a special tin of pastries made with our General Manager Nabil's treasured family recipe and this year's keepsake mug.

COMING SOON