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Staypineapple, An Iconic Hotel, The Loop ChicagovsThe Westin Chicago River North

Both hotels are highly recommended by experts. On balance, The Alise Chicago - A Staypineapple Hotel ranks significantly higher than The Westin Chicago River North. The Alise Chicago - A Staypineapple Hotel ranks #3 in Chicago with praise from 17 reviews including Star Service, Condé Nast Traveler 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 Westin Chicago River North
7/10
320 N. Dearborn Ave., Chicago, IL 60610
From $179/night
  • Pet Friendly
  • Bar/Lounge
  • Free Internet
  • Room Service
  • Laundry Service
  • Concierge
show all amenities
Michelin Guide Michelin Guide
"Sitting at the edge of the river, the hotel is a convenient base and is a business traveler's favored perch."
Frommer's Frommer's
"The Westin Chicago River North has an understated feel that appeals to those looking for a quiet retreat." Full review
Fodor's Fodor's
"This elegant hotel is centrally located near the premier shopping destination, Michigan Avenue, as well as top Chicago attractions, which makes it an ideal stay for first-time visitors."
Oyster Oyster
Upscale
"There are a few things that take it a step beyond your standard hotel-chain property — spectacular views of the river, sleek, contemporary decor, and two popular on-site restaurants." Full review
Travel + Leisure Travel + Leisure
"Located right on the Chicago River... this 20-story hotel features an exterior of polished granite and glass that seems indistinguishable from the towers surrounding it." Full review
Time Out Time Out
"Stunning city views, on-sight restaurants, and proximity to Chicago's House of Blues only add to this hotel's swanky vibe." Full review
Star Service Star Service
"This is a predominately business oriented address with spacious and stylish rooms that will appeal to demanding upper-midrange travelers from either side of the fence." Full review
Gayot Gayot
"This reliable, upscale hotel is conveniently located in a neighborhood well known for its art galleries, boutiques and restaurants."
Zagat Zagat
4.2
"A “perfect home base” in River North, this chain outpost with “great conference facilities” is geared primarily toward the business set."
Lonely Planet Lonely Planet
"Frequent travelers choose the Westin chain for the ‘heavenly beds,’ with superthick mattresses and high-thread-count sheets."
i
Frequent travelers choose the Westin chain for the ‘heavenly beds,’ with superthick mattresses and high-thread-count sheets.
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