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Staypineapple, An Iconic Hotel, The Loop ChicagovsHilton Chicago

Hilton Chicago and The Alise Chicago - A Staypineapple Hotel are both endorsed by professional reviewers. On balance, The Alise Chicago - A Staypineapple Hotel ranks significantly higher than Hilton Chicago. The Alise Chicago - A Staypineapple Hotel has a TripExpert Score of 94 with endorsements from 17 publications like Lonely Planet, BlackBook and Concierge.

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
i
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
i
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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Hilton Chicago
8/10
720 South Michigan Avenue, Chicago, IL 60605
From $148/night
  • Pet Friendly
  • Bar/Lounge
  • Hot Tub
  • Free Internet
  • Room Service
  • Laundry Service
show all amenities
Fodor's Fodor's
"It's a bustling convention hotel, but one that retains its distinguished 1920s heritage in a Renaissance-inspired entrance hall and gold-and-gilt grand ballroom." Full review
Oyster Oyster
Upscale
"The historic, 1,544-room Hilton Chicago once hosted presidents and dignitaries, but today it's just a massive chain hotel in South Loop, a little far from many popular tourist sites." Full review
Time Out Time Out
"The hotel boasts its own charm: fine art décor, 'executive' level for pampering and pub authenticity from Irish exchange program for staff." Full review
Star Service Star Service
"The capacious lobby of this monolith—bright with chandeliers, marble and faux-gold flourishes, and frescoes overhead—makes a dramatic first impression. " Full review
Gayot Gayot
"It is in a good location, near the city's celebrated Art Institute."
Zagat Zagat
4.0
"“Though showing some age”, this “old grand hotel” with an “exquisitely decorated” lobby is “still a classy place” where “helpful” staffers cater to a mix of conference guests and families."
Not For Tourists Not For Tourists
"Lots of conferences at this enormous hotel."
Frommer's Frommer's
"The sprawling Hilton is one of the Loop's best choices for families, thanks to its indoor pool, proximity to major museums and Grant Park (where kids can run around)" Full review
Lonely Planet Lonely Planet
"This was the world’s largest hotel, having close to 3000 rooms... renovations brought that total down to a mere 1544, but the gilt grandeur and crystal-dripping class have remained." Full review
Lonely Planet Lonely Planet
"This was the world’s largest hotel, having close to 3000 rooms... renovations brought that total down to a mere 1544, but the gilt grandeur and crystal-dripping class have remained." Full review

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