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Hotel Allegro Lobby decorated for Christmas

The Loop’s Holiday Hotel

Downtown Chicago Holiday Hotel Deals + Winter Things to Do

‘Tis the Season at Allegro Hotel in Downtown Chicago


Spend your perfect Chicago day shopping, sight-seeing or visiting Santa. Then come home, cozy up by our fireplace and let us pour you a drink, everyday have hot chocolate for the kids and seasonal spirits for adults -- it’s time to celebrate the holidays at Hotel Allegro.

Check back later this year as we bring back our 2020 holiday offers to make your trip to Chicago merry and bright.

Hotel Allegro Lobby hosting holiday market

Holiday Market at Hotel Allegro

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 4, 2019
Time: 4pm- 6pm

Featured small businesses from around the city: Smitten Boutique, One Strange Bird, Allegro Coffee, Teuscher Chocolates and artist John O'Donnell.

Christkindl Package Amenity

Christkindlmarket Package

Savor a taste of Christkindlmarket, the beloved Germany-to-Chicago holiday tradition, with this package. Festive perks inspired by the open-air market include: two keepsake mugs filled with German sweet treats and a two tickets for glühwein mulled wine at the market.

Outdoor Chicago Winter Landscape

Christmas in Chicago

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