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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.

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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 gift bags

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

Chicago Theater

Christmas in Chicago

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

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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.

holiday cookies, spices, and gifts

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.

Book Now