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Staypineapple, An Iconic Hotel, The Loop ChicagovsWaldorf Astoria Chicago

Both The Alise Chicago - A Staypineapple Hotel and Waldorf Astoria Chicago are highly recommended by professionals. On balance, The Alise Chicago - A Staypineapple Hotel scores slightly higher than Waldorf Astoria Chicago. The Alise Chicago - A Staypineapple Hotel comes in at #3 in Chicago with accolades from 17 reviewers such as Not For Tourists, Concierge and Star Service.

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
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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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Waldorf Astoria Chicago
9/10
11 East Walton, Chicago, IL 60611
From $276/night
  • Pet Friendly
  • Bar/Lounge
  • Hot Tub
  • Free Internet
  • Room Service
  • Laundry Service
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Michelin Guide Michelin Guide
"Walk through the cobblestoned motor court that resembles a French chateau, and step into the striking lobby-you'll think you've died and gone to haute heaven at this grand dime."
Concierge Concierge
"The Elysian, a 2009 arrival to Chicago's hotel scene, may be the most elegant boutique hotel to open in the city in years."
Fodor's Fodor's
"The elegant roms are furnished with platinum- and champagne-color palettes and textured wallpaper; and most of the marble-covered bathrooms have a deep soaking tub." Full review
Oyster Oyster
Luxury
"The Waldorf-Astoria offers top-of-the-line luxury in Chicago. With an intimate, boutique feel -- but all the amenities of a large hotel -- the 215-room Waldorf caters to leisure and..." Full review
Time Out Time Out
"Those who’d rather not penny-pinch on their next staycation can go all out at this Gold Coast hotel, where the guest rooms average 890 square feet." Full review
Star Service Star Service
"Between State and North Rust streets, three blocks west of the John Hancock Tower, this swanky property is pitched as an alternative for gourmands and fashionistas seeking a more intimate pad." Full review
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The best views to request include head-on vistas of the John Hancock Tower.
Gayot Gayot
"Like the New York original, this Waldorf Astoria hotel is pure luxury."
Zagat Zagat
4.7
"This “grand” Gold Coast outpost is the “ultimate in luxury” and gets “10 stars” from fans for its “subtle style”, “exceptional service” and “impeccable attention to details.”"
Forbes Travel Guide Forbes Travel Guide
4 Stars
"Waldorf Astoria Chicago, which was until recently The Elysian hotel, is an Art Deco jewel inspired by the style of Coco Chanel." Full review
Frommer's Frommer's
"The lavishness continues inside the hotel, which you could call “French manor-style,” but “palatial” is more accurate." Full review
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