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Chicago stands a strong chance of being everyone's kind of town. With world-class museums and performing arts venues, legendary jazz and blues clubs, more than 7,000 restaurants serving everything from haute cuisine to hot dogs, and 29 magnificent miles of lakefront, the "City of Big Shoulders" offers something for everyone.
For gravity-defying architecture, a world-class music scene fueled by thousands of restaurants, and cosmopolitan comforts without the big-city attitude.
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$149/nt+: Chicago hotel on Magnificent Mile w/upgrade Perfect Escapes
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$109/nt+: Renaissance Oak Brook Hotel & more Chicago offers Marriott International Central
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$89/nt+: Boston hotel w/restaurant nr major attractions Booking.com
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Up to 40% off: newly renovated 4-star Chicago hotel Booking.com
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$542+: Chicago 3-nt trip at modern hotel w/health club Hotel Arista at CityGate Centre
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$487+: 3-star Doubletree Hotel Chicago Magnificent Mile Expedia
$501+: 4-star Hilton Chicago- Michigan Ave Cultural Mile Expedia