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Discover the Windy City while staying in chic Inspirato accommodations in the heart of downtown. Enjoy floor-to-ceiling views of Chicago River and Lake Michigan from the aptly named Lakeview, our two-bedroom spacious suite in trendy River North.
Near the lake, in Chicago’s posh Gold Coast neighborhood, choose from our hotel partners The Peninsula Chicago and Thompson Chicago, walking distance from the city’s premier attractions including the shops along the Magnificent Mile, Oak Street Beach, and Lincoln Park. The Langham Chicago is closest to the Loop, just a short walk from the Bean and the Art Institute of Chicago.
With its gourmet restaurants, popular museums and renowned sports teams, Chicago boasts the kinds of urban attractions that rival any city. What the new visitor may not realize is that the "Windy City" is also ideal for strolls to take it all in: on its 29 miles of lakefront paths, through festive Millennium Park, and around the bustling Navy Pier area. You'll likely want to walk the eight blocks of world-class shopping on the Magnificent Mile, and in the summer, eat a hot dog in the sun at Wrigley Field or compare Chi-town's deep-dish pizza to your own favorite. The best way to see this classic city is from the spectacular Trump International Hotel & Tower™.
With its high-rises and cutting-edge, modern designs, Chicago has become a city that, past and present, has greatly inﬂuenced architecture. To learn more, take a 90-minute Chicago River Architecture Tour.
Out of all the amazing museums and attractions in Chicago, the Shedd Aquarium is certainly one that stands out as not to be missed. With 32,500 animals in its building, you can rest assured that there will never be a dull moment.
Alinea is a legendary venue that's the brainchild of renowned chef Grant Achaz, winner of numerous awards for his prowess in the molecular gastronomy movement. Be ready for a sensory overload with his 24-course tasting menu.
The Willis Tower Skydeck, formerly the Sears Tower, offers high-speed elevators to the observatory deck, 110 stories above the street. You'll enjoy breathtaking views of Lake Michigan, the North and South sides of the city.
We recommend two institutions offering vastly different entertainment: The Chicago Symphony Orchestra (CSO), which performs at Symphony Center, and Second City - a starting point for many show business legends.
The Museum of Science and Industry is an ideal educational destination for children and adults alike. Enter a 16-foot heart and learn about the biology behind your own. You can even watch action-packed films in the OmniMax Theatre.
For more information about vacationing in this destination, contact your Care team.
While in residence, enjoy Signature Trump Attaché™ service, the 23,000-square-foot Spa at Trump, a 75-foot heated indoor pool, Trump Kids babysitting service, a 24/7 business center (fees may apply) and Sixteen, a Michelin rated 5 Star/5 Diamond restaurant.
In the summer, numerous outdoor concerts are available in Grant Park and Millennium Park. Ravinia Park, located 25 miles (40 km) north of Chicago, and the Harris Theater are also favorite destinations for many Chicagoans.
In the Bucktown/Wicker Park neighborhood, you'll find the restaurants, boutiques, bicycle shops, art galleries, theaters, nightclubs and coffee shops that the trendiest of locals frequent. Spend a day people-watching. You're sure to be entertained.
Millennium Park is one of the newest additions to Chicago's many wide-open spaces and is host to a wide variety of family-oriented activities such as outdoor concerts, public art and ice skating. Check out the Cloud Gate sculpture: built with 110 tons of steel.
Navy Pier is the lakeside social gathering place for tourists and locals alike. Spend a day of fun seeing shows, concerts, street performances and riding the ever-so-popular 150-foot Ferris wheel as you look out over Lake Michigan.
When the sun is out and the weather is pleasant, an afternoon kayaking on the Chicago River is an exciting way to tour the city from a very different perspective. There are several outfitters ready and willing to show you the way.
Chicago's climate has mild springs; warm, humid summers; crisp autumns; and cold, windy, snowy winters. Weather can be unpredictable, with frequent, short fluctuations in temperature, humidity, cloudiness and wind direction. Each season is distinct and uniquely enjoyable; however, many visitors consider the moderate weather in spring and fall to be the city's most pleasant.
Google Maps satellite images are not always up-to-date, especially in non-U.S. destinations. Some Inspirato accommodations are located in developments built after images were last updated. Our pin placements represent our best location estimates, but actual locations may vary.