Chicago Chill: Wintertime Fun in the Windy City

Chicago Bluegreen Skyline

Yes, it’s cold outside. Chicago winters can be brutally frigid but with the proper attire, it’s more than tolerable. Think layers, down coats, mittens, boots and so on.

The city and surrounding area, commonly called “Chicagoland,” is a vibrant and diverse metropolis with a thriving culture, great shopping, amazing culinary traditions and numerous opportunities for entertainment and excitement.

Ice Skating Chicago Bluegreen

Touring Chicago During Winter

It’s a big city and if you want to keep warm while seeing the sights, grab a a hop-on, hop-off tour bus that makes stops between popular attractions and destinations.

Want to get into the spirit of the season? Head downtown on a brisk, snowy winter day to enjoy the spectacular Chicago architecture and holiday music as you ice skate to at the McCormick Tribune Rink at Millennium Park.

Take a break from shopping in the cold, brisk Chicago air to see the dinosaur fossils at Chicago’s famous Field Museum. If you plan on visiting other Chicago museums and attractions, you should consider purchasing a CityPass for up to 52% in attraction discounts.

One of the city’s greatest places to visit year-round is The Art Institute of Chicago. Upcoming events including several holiday-themed exhibitions and other educational exhibits and installations.

Performing arts fans should enjoy a behind-the-scenes, historic tour of the renowned Chicago Theatre, and discover the rich history of the very stage that’s hosted Dolly Parton, Dean Martin, Frank Sinatra and others since it opened in 1921.

Chicago Christmas Bluegreen

Shopping & Kid Activities in Chicago

For holiday shopping, Michigan Avenue’s world famous Magnificent Mile can’t be beat. Its upscale shops, restaurants and winter displays are world-class.

Got kids? There are plenty of indoor play places in the area to help the kiddies blow off a bit of steam.

Inspired by the Christkindlesmarkt in Nuremberg, Germany, which began in 1545, Christkindlmarket Chicago brings this holiday tradition to Chicago through Christmas Eve. This free outdoor holiday market features vendors from around the world, with displays of hand-crafted ornaments, toys and festive holiday gifts as well as traditional German foods, sweets and beverages.

Dining and Comedy in Chicago

Food is a vital part of the Chicago experience. The Rosebud, an upscale Italian restaurant in Chicago’s Little Italy was said to be crooner Frank Sinatra’s favorite. Some say it’s a casserole or a pie and not true pizza, but the deep-dish offerings of Pizzeria Uno are fresh and delicious, and an essential part of any visit to the Windy City. They take their hot dogs seriously here and Hot Doug’s, a shop dedicated to the glory of tubular meat is a favorite of locals and visitors alike. And Al’s #1 Italian Beef serves the classic sandwich on a gravy-soaked bun to hungry regulars and newbies. That should get you started, but if you’re still hungry, the choices are endless. Plus, Chicago Restaurant Week is actually two weeks’ worth of dining specials throughout the city, runs from January 22 through February 9, 2017.

This is funny! The Chicago Sketch Comedy Festival is an annual comedy event, featuring local and national comedians performing original material from January 5-15, 2017.

Bluegreen in Chicago

Our Bluegreen property in Chicago is Hotel Blake, located within easy transportation to any of the above attractions. Let Bluegreen be your Chicago home base and plan your tour soon!


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