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Staypineapple, An Iconic Hotel, The Loop ChicagovsThe Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

Both hotels are rated highly by those who travel for a living. On balance, The Alise Chicago - A Staypineapple Hotel scores significantly better than The Gwen, a Luxury Collection Hotel, Chicago. The Alise Chicago - A Staypineapple Hotel is ranked #3 in Chicago with accolades from 16 reviewers such as oyster.com, Not For Tourists and Frommer's.

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 Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
8/10
521 North Rush Street, Chicago, IL 60611
From $152/night
  • Pet Friendly
  • Bar/Lounge
  • Free Internet
  • Room Service
  • Laundry Service
  • Concierge
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Michelin Guide Michelin Guide
"The Conrad spoils its guests with a seemingly endless stream of luxury amenities."
Frommer's Frommer's
"Maintains a low profile, making it a good fit for those who prefer an atmosphere of subdued elegance." Full review
Lonely Planet Lonely Planet
"Euro sleek, urban chic."
Fodor's Fodor's
"This hotel's Art Deco–inspired lobby avoids feeling like a period piece through its clean-line furniture and creative floral arrangements, and the rooms here... aim to pamper." Full review
Afar Magazine Afar Magazine
"Tailored for the business traveler, the Conrad Chicago has a central address, one block off the Magnificent Mile."
Star Service Star Service
"This cosmopolitan hotel cruises past even the Swissotel, blending deluxe features—gourmet dining, 500-thread-count Pratesi linens, spalike baths—with more ordinary perks." Full review
Not For Tourists Not For Tourists
"Contemporary upmarket lodgings by the Hilton group."
Gayot Gayot
"With its main entrance on Rush Street, it is near many of Chicago's most popular restaurants."
Zagat Zagat
"A swanky setting complete with a fire pit table and panoramic views as a backdrop for craft cocktails like Prosecco popsicles and New American sharing plates." Full review
Wallpaper Wallpaper
"After completing an expansive renovation of the space that used to be a Conrad Hotel, The Gwen has recently re-emerged fully transformed on Chicago’s famed Magnificent Mile." Full review
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