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Staypineapple, An Iconic Hotel, The Loop Chicago vs Waldorf 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
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.
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Waldorf Astoria Chicago
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
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