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Staypineapple, An Iconic Hotel, The Loop ChicagovsThe Blackstone, Autograph Collection

Both hotels are recommended by travel writers. On balance, The Alise Chicago - A Staypineapple Hotel ranks significantly better than The Blackstone, Autograph Collection. The Alise Chicago - A Staypineapple Hotel comes in at 94 with positive reviews from 17 reviews including Lonely Planet, Gayot 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
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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The Blackstone, Autograph Collection
8/10
636 South Michigan Avenue, Chicago, IL 60605
From $213/night
  • Pet Friendly
  • Bar/Lounge
  • Free Internet
  • Room Service
  • Laundry Service
  • Concierge
show all amenities
Michelin Guide Michelin Guide
"The Beaux-Arts exterior makes a stunning first impression, but the sizzle resides solely indoors."
Concierge Concierge
"The hotel makes a good base for walking tours of the Loop's architectural landmarks, and is across the street from Grant Park, site of many lakefront festivals."
Fodor's Fodor's
"The lobby of this classic hotel has gold-trimmed walls, a gold sofa, and modern flower arrangements that make it an unusual mix of old and new." Full review
Oyster Oyster
Upscale
"The quirky, 328-room Blackstone hotel across from Grant Park, in South Loop, mixes contemporary style with the building's restored historic grandeur." Full review
Condé Nast Traveler Condé Nast Traveler
"Dubbed "the hotel of presidents," this South Loop mainstay on Grant Park has hosted more than a dozen leaders of the United States." Full review
Time Out Time Out
"This downtown Chicago hotel has been a favorite of movie stars, sports legends, royalty and presidents since 1910." Full review
Zagat Zagat
4.2
"This “beautifully restored” beaux arts property (first opened in 1910 and once frequented by movie stars and politicians) has been remodeled “inside and out” and boasts “heavenly” luxury linens."
Jetsetter Jetsetter
"Landmark 1910 hotel with a thoroughly modern look, celeb chef fare and an extensive art collection." Full review
Travel + Leisure Travel + Leisure
"Blackstone isn't just a hotel, it's a modern art gallery replete with more than 1,600 pieces of art from emerging Chicago artists." Full review
Gayot Gayot
"Reviving a historical landmark with contemporary style and a touch of whimsy."
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