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Staypineapple, An Iconic Hotel, The Loop ChicagovsClaridge House Chicago

Both The Alise Chicago - A Staypineapple Hotel and Hotel Indigo Chicago Downtown Gold Coast are praised by professional travelers. Overall, The Alise Chicago - A Staypineapple Hotel scores significantly higher than Hotel Indigo Chicago Downtown Gold Coast. The Alise Chicago - A Staypineapple Hotel is ranked #3 in Chicago with endorsements from 17 reviews such as Gayot, Jetsetter and BlackBook.

Staypineapple, An Iconic Hotel, The Loop Chicago
8/10
1 W Washington St, Chicago, IL 60602
From $100/night
  • Pet Friendly
  • Bar/Lounge
  • Free Internet
  • Room Service
  • Laundry Service
  • Concierge
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Michelin Guide Michelin Guide
"It's all very fancy, with gilded furnishings and tasseled silk canopy beds, but it's good to be king."
Frommer's Frommer's
"If you're looking to commune with Chicago history, this sophisticated small hotel delivers a one-of-a-kind experience." Full review
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For views of both the city and lakefront, ask for a room on a high floor in the northeast corner.
Concierge Concierge
"For a historic stay with a dash of flash, the Burnham is the place."
Fodor's Fodor's
"The design aesthetic inside is pleasantly funky, with Art Deco touches and zebra and leopard prints on the rooms' terry robes." Full review
Travel + Leisure Travel + Leisure
"Perhaps no other hotel showcases Chicago’s impressive architectural history like the Burnham." Full review
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Rest your head on down, foam, or even buckwheat ordered up from the hotel’s pillow menu.
Time Out Time Out
"This historic architectural treasure morphed from the Reliance Building into the Hotel Burnham. Yet a National Historic Landmark, the hotel isn't stuck in the 19th century." Full review
DK Eyewitness DK Eyewitness
"Set in the magnificent Daniel Burnham-designed Reliance Building, this stunning hotel is both classic and cheerfully contemporary."
BlackBook BlackBook
"A glamorous mix of historic location and modern style located in the Reliance Building, the world's first steel-frame skyscraper."
Zagat Zagat
4.5
"This “excellent” Kimpton boutique "just blocks away" from theaters and museums is a “superb restoration” of an 1895 skyscraper with “a lot of character” and “exceptional” rooms."
Condé Nast Traveler Condé Nast Traveler
82.6
"Named for Chicago architect Daniel Burnham, this steel-and-glass former office building with a terra-cotta facade in the downtown Loop receives perfect scores for its location across from Macy’s." Full review
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Claridge House Chicago
7/10
1244 N Dearborn Pkwy, Chicago, IL 60610
From $64/night
  • Pet Friendly
  • Bar/Lounge
  • Hot Tub
  • Free Internet
  • Room Service
  • Laundry Service
show all amenities
Michelin Guide Michelin Guide
"This hotel has the cottage look down pat, and the upbeat personality extends to the guestrooms."
Frommer's Frommer's
"The Indigo is perfect for anyone looking for a cool (but not too edgy) alternative to the cookie-cutter business hotel." Full review
Concierge Concierge
"Part of a midpriced boutique chain launched by InterContinental Hotels, the Hotel Indigo has an exuberant Margaritaville-meets-Nantucket design theme."
Fodor's Fodor's
"Even though this hotel caters to business travelers, there is something refreshingly noncorporate about its guest rooms and lobby, which is dressed in plucky blues and greens."
Travel + Leisure Travel + Leisure
"As soon as the blue-and-white sailor-striped décor begins to make you forget the city outside, the genius of the beach concept becomes apparent." Full review
Star Service Star Service
"A more free-spirited version of Starwood's W Hotel brand, this place is geared more toward cost-cutting commercial types and midrange leisure travelers." Full review
Gayot Gayot
"This member of the Indigo collection brings stylish, inexpensive chain lodging to the Windy City."
BlackBook BlackBook
"It's tucked away on a quiet Gold Coast residential street, and that's exactly how they'd like to make you feel: at home."
Zagat Zagat
4.2
"A “very friendly” staff welcomes guests at this “cozy” boutique with “fun Florida Keys decor”, where the “beach-themed” rooms are on the “smaller” side but “bright and comfortable"."
Condé Nast Traveler Condé Nast Traveler
"A quiet oasis in one of Chicago's most tourist-friendly neighborhoods, Claridge House offers the best of both worlds" Full review

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