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The Best Weekend Getaways in Chicago

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Whether you are getting away from the hustle and bustle of a week at work, or spending the weekend in Chicago for a special occassion, these luxury hotels are all centrally located in downtown Chicago, IL and perfect for that one or two night weekend getaway.

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Chicago Athletic Association
Chicago, IL, United States See Hotel Details
92
Excellent
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Special offers are available at this hotel but are only available after being unlocked. Submit Your Email Address to Unlock Special Offers at this Hotel.

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Five Star Alliance PERK

Reservations booked under the "5 Star Signature Package" rate will also include continental breakfast for each guest daily, a $50 hotel credit per room/per stay, a welcome amenity, complimentary daily resort fee, and upgraded WiFi.

Drake Hotel Chicago
Chicago, IL, United States See Hotel Details
86
Very Good
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Four Seasons Chicago
Chicago, IL, United States See Hotel Details
93
Excellent
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St. Jane Hotel Chicago
Chicago, IL, United States See Hotel Details
93
Excellent
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The Gwen Chicago
Chicago, IL, United States See Hotel Details
93
Excellent
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Five Star Alliance PERK
Reservations booked under the "5 Star Signature Package" rate will also include continental breakfast for up to 2 guests daily in Circa Restaurant and Lounge and a $50 food and beverage credit per room/per stay.
The Peninsula Chicago
Chicago, IL, United States See Hotel Details
94
Excellent
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Five Star Alliance PERK

Reservations booked under the "5 Star Signature Package" rate will also include continental breakfast for two daily at The Lobby Restaurant or through room service and a $100 hotel credit per room/per stay (excludes gift shop items, spa products, parking, not valid on room rate, no cash value).

The Whitehall Hotel
Chicago, IL, United States See Hotel Details
79
Good
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Thompson Chicago
Chicago, IL, United States See Hotel Details
91
Excellent
VIEW DETAILS

Special offers are available at this hotel but are only available after being unlocked. Submit Your Email Address to Unlock Special Offers at this Hotel.

Unlock Rate
Five Star Alliance PERK
Reservations booked under the "5 Star Signature Package" rate will also include continental breakfast for two daily and a $50 food and beverage credit per room/per stay to be used at Nico Osteria or room service.

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