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

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.

The Westin Chicago River North
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
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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
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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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