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Hotels, Activities, and Dining in Chicago for Route 66 Trip
In Chicago, travelers along Route 66 can expect a variety of hotels ranging from boutique options in the downtown area to budget-friendly chains near the highway. The city offers a vibrant dining scene with iconic deep-dish pizza and diverse international cuisine, along with numerous attractions such as Millennium Park, the Art Institute of Chicago, and the historic Route 66 sign.
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LondonHouse Chicago, Curio Collection by Hilton
85 East Wacker Drive , Chicago IL 60601

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9.0
Very Good
(882 reviews)










The Langham Chicago
330 North Wabash Avenue, Chicago IL 60611

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9.3
Wonderful
(343 reviews)










The Drake Hotel
140 East Walton Place, Chicago IL 60611

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8.3
Very Good
(621 reviews)










The Palmer House Hilton
17 East Monroe Street, Chicago IL 60603

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7.8
Good
(961 reviews)










Hotel Saint Clair - Magnificent Mile
162 East Ontario Street, Chicago IL 60611

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7.6
Good
(4650 reviews)