8.7
Very Good
From $218
From $218
Info
Staypineapple Chicago, An Iconic Hotel, is a distinguished establishment located in the heart of the Loop, offering an exceptional experience for luxury-seeking guests. Upon arrival, visitors are welcomed with refined decor, outstanding service and a range of carefully considered amenities that contribute to the hotel's esteemed reputation. Guestrooms feature a harmonious blend of modern and classic styles, with plush bedding, spacious bathrooms and numerous conveniences such as complimentary in-room coffee and tea, high-speed Wi-Fi and the exclusive Naked Experience with cozy robes and individual duvets. Guests are also invited to indulge in the exquisite culinary offerings at Atwood, the hotel's award-winning restaurant specializing in seasonal American cuisine and handcrafted cocktails. For a more relaxed dining experience, Staypineapple offers Afternoon Delights and Quick Bites & Bevvies to cater to a variety of cravings.
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Loews Chicago Hotel
Hotel in Chicago IL
Cook
9.0
Excellent
From $268
From $268
Info
Loews Chicago Hotel, situated near Navy Pier and the Magnificent Mile, offers guests spectacular city skyline and lake views in a luxurious setting. With 400 guestrooms, including 25 luxury suites, the hotel provides various amenities such as ETA Restaurant Bar, Lobby Lounge and Flavor by Loews Chicago Hotel, ensuring an authentic culinary experience. The hotel also features 31,000 square feet of indoor and outdoor meeting space, catering to events of all sizes with its award-winning services. Guests can enjoy personalized services, including complimentary shoe shines and experienced concierge assistance, making their stay comfortable and memorable.
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7.9
Good
From $276
From $276
Info Categories
Dog Friendly Hotel


Romantic Hotel


Skyscraper Hotel


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8.5
Very Good
From $270
From $270
Info
One of the finest historic downtown Chicago hotels offering luxury accommodations and the perfect place if you want to explore the Magnificent Mile.
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9.2
Excellent
From $134
From $134
Info Categories
Dog Friendly Hotel


Romantic Hotel


Hotel with Spa


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Hotel Lincoln
Hotel in Chicago IL
Cook
7.6
Good
From $184
From $184
Info Categories
Dog Friendly Hotel


Romantic Hotel


Hotel near Golf Courses


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The Guesthouse Hotel
Hotel in Chicago IL
Cook
9.6
Excellent
From $308
From $308
Info Categories
Dog Friendly Hotel

Dogs Stay Free  


Romantic Hotel


Hotel with Parking

EV charging stations  

EV charging stations  


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Romantic Hotel

Hotel with Spa


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21c Museum Hotel Chicago
Hotel in Chicago IL
Cook
8.3
Very Good
From $210
From $210
Info
Α luxury hotel on the world-famous Magnificent Mile, redefining the boutique hotel experience in downtown Chicago.
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8.5
Very Good
From $225
From $225
Info Categories
Dog Friendly Hotel


Romantic Hotel


Luxury Hotel


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8.1
Very Good
From $199
From $199
Info Categories
Dog Friendly Hotel


Romantic Hotel


Hotel with Spa


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The Drake Hotel
Hotel in Chicago IL
Cook
7.9
Good
From $185
From $185
Info Categories
Dog Friendly Hotel


Romantic Hotel


Luxury Hotel


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William Watson Hotel
Hotel in Pittsfield IL
Pike
9.1
Excellent
From $90
From $90
Info Categories
Dog Friendly Hotel


Romantic Hotel


Historic Hotel


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8.7
Very Good
From $303
From $303
Info
A premier Chicago hotel steps away from upscale shopping, fine dining, the theater district, and Millennium Park. Revitalize in one of the 520 guestrooms and 40 suites featuring unique amenities.
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8.3
Very Good
From $171
From $171
Info Categories
Dog Friendly Hotel


Romantic Hotel


Family Friendly Hotel


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W Chicago - Lakeshore
Hotel in Chicago IL
Cook
7.9
Good
From $194
From $194
Info Categories
Dog Friendly Hotel


Romantic Hotel


Luxury Hotel


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7.9
Good
From $213
From $213
Info
Located amongst Chicago’s finest attractions the hotel has 455 spacious suites featuring private bedrooms and separate living areas, outfitted with 37-inch TVs, in addition to kitchenettes with refrigerators, microwaves and coffeemakers.
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Romantic Hotel


Hotel for Honeymoon


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Hilton Chicago
Hotel in Chicago IL
Cook
7.9
Good
From $215
From $215
Info Categories
Dog Friendly Hotel


Romantic Hotel


Luxury Hotel


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The Westin Chicago Northwest
Hotel in Itasca IL
Dupage
8.1
Very Good
From $144
From $144
Info Categories
Dog Friendly Hotel

Dogs Stay Free  


Romantic Hotel


Luxury Hotel


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Best Western Plus MidAmerica Hotel
Hotel in Mascoutah IL
Saint Clair
8.9
Excellent
From $113
From $113
Info Categories
Dog Friendly Hotel


Romantic Hotel


Hotel for Honeymoon


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*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     Romantic (99)
  •     Dog Friendly (99)
  •     Dogs Stay Free (9)
  •     Dog Play Area (1)
  •     Honeymoon (96)
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