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Staypineapple, An Iconic Hotel, The Loop ChicagovsAmbassador Chicago, JDV by Hyatt

Both Ambassador Chicago and The Alise Chicago - A Staypineapple Hotel are recommended by professional reviewers. Overall, The Alise Chicago - A Staypineapple Hotel ranks significantly better than Ambassador Chicago. The Alise Chicago - A Staypineapple Hotel scores 94 with accolades from 17 reviews including Frommer's, Michelin Guide and Travel + Leisure.

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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Ambassador Chicago, JDV by Hyatt
8/10
1301 North State Parkway, Chicago, IL 60610
From $146/night
  • Pet Friendly
  • Bar/Lounge
  • Free Internet
  • Room Service
  • Laundry Service
  • Concierge
show all amenities
Michelin Guide Michelin Guide
"The arrival of Ian Schrager's latest hotel breathes new life into the Gold Coast landmark Ambassador Hotel and brings style to the masses."
Fodor's Fodor's
"What was once the slightly faded Ambassador East is now hip and sleek; the location's as stellar as always." Full review
Jetsetter Jetsetter
"A streamlined, sophisticated reno of a Neo-Georgian Gold Coast landmark by boutique hotel veteran Ian Schrager." Full review
Condé Nast Traveler Condé Nast Traveler
99.6
"A renovated 285-room hotel in a prime Gold Coast location, a short walk from Lake Michigan and the Magnificent Mile." Full review
Gayot Gayot
"These days, its new role is to redefine not only Chicago'€™s hotel scene, but the boutique hotel world --- at least, that'€™s what hotelier Ian Schrager set out to do when he took over."
BlackBook BlackBook
"Having created the monster that is boutique hotel culture, Ian Schrager has now revived Chicago's storied Ambassador East in a decisively anti-glamour manner."
Zagat Zagat
3.8
"This “stunning” Ian Schrager boutique “tucked away” on the Gold Coast is an “elegant redesign” of the old Ambassador East."
Frommer's Frommer's
"Located in the Gold Coast, surrounded by million-dollar mansions, the property has managed to woo its neighbors, with whom you’ll rub elbows at the popular Pump Room restaurant." Full review
Lonely Planet Lonely Planet
"Today people still come to admire the celebrity photos, grab a round booth and dig into golden-age classics at the restaurant." Full review
Travel + Leisure Travel + Leisure
"Hotelier Ian Schrager knows glamour, and The Public is a re-imagined Gold Coast hotspot—an au courant transformation of the historic see-and-be-seen  Ambassador East Hotel." Full review
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