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Chicago Vacations

Chicago Vacations

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Hilton Chicago

Chicago, IL 4 stars
Classic meets cool as Hilton Chicago embarks upon a $150 million renovation in celebration of our 85th birthday. The fresh, new vibe inspired by traditional, design rich elements pulls its inspiration from the hotel’s original architecture and intert...
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Holiday Inn Chicago Mart Plaza River North

Chicago, IL 4 stars
Chicago beckons as an exciting city escape, from boating adventures at Navy Pier to days spent exploring attractions like the Chicago Riverwalk, Field Museum, Art Institute of Chicago and the Lincoln Park Zoo. Newly updated rooms, redesigned for the...
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Chicago Marriott at Medical District/UIC

Chicago, IL 4 stars
Modern Hotel located opposite Rush-Presbyterian-St. Luke's Medical Center & University of Illinois-Chicago.
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Hyatt Regency Chicago

Chicago, IL 4 stars
Discover the difference between a hotel and a Hyatt when you stay at our incomparable downtown hotel. Set within the epicenter of the city, our AAA Four Diamond Hyatt Regency Chicago is conveniently located in the heart of the downtown Chicago, conne...
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InterContinental Chicago Magnificent Mile

Chicago, IL 4 stars
InterContinental Chicago is a lot like the city itself: historic but hip, refined but relaxed, cultured but comfortable. A member of Michigan Avenue s architectural elite since 1929, our hotel is within easy reach of Chicago s incomparable museums, s...
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Ambassador Chicago

Chicago, IL 4 stars
With a rich history rooted in Chicago’s Jazz Age, Ambassador Chicago is the city’s original boutique hotel dating back to 1926. Located in the heart of the Gold Coast, the iconic property has hosted the who’s who of the 20th and 21st centuries having...
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Chicago Vacation Ideas

Looking for a fun destination for your next family vacation? Look no further than our affordable Chicago vacation packages. Join the more than 50 million visitors who come to Chicago each year for tourism and vacations.

Chicago is packed to the brim with entertainment options. If you’re a fan of shopping, wander the Magnificent Mile, Navy Pier, and State Street shopping areas to get a few upscale gifts for friends back home. You can also grab a bite to eat at one of the city’s highly ranked restaurants, or even take a walking tour of the city’s architecture. Though the city is ranked the sixth most walkable in the United States, you can rest your tired feet by taking a ride on the famous L train that loops through the city above the streets.

Due to the tragic Great Chicago Fire, a huge building boom took place in the late 19th and early 20th century, creating one of the densest and tallest skylines in the world. There are many notable structures that combine innovation and experimentation, including the Aqua building, 35 East Wacker, the Chicago Board of Trade Building, the Chicago Cultural Center, and the Chicago Water Tower. It’s also home to some of the world’s tallest buildings, including the Willis Tower and the Trump International Hotel and Tower. Many Chicago tours can lead you through the streets while explaining the history and significance of these buildings.

One of the highlights of Chicago is Grant Park, which sits comfortably on the eastern side of Lake Michigan and offers spectacular views. Within this park is the famous Millennium Park, a 24.5-acre area created to celebrate the coming of the second millennium. In the park, you can gaze at the reflective Cloud Gate or admire the picturesque Crown Fountain.

For sports fans, stopping at Wrigley Field is a must. From there, you can spend the rest of your day watching animals at the Lincoln Park Zoo, learning new knowledge at the Museum of Science and Industry, or catching a performance by the Chicago Symphony Orchestra. The best way to see all of these sights is to choose one of our Chicago vacation packages, which will keep you organized and help you find a great Chicago hotel.

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