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The Drake vs Staypineapple, An Iconic Hotel, The Loop Chicago
Both properties are recommended by professionals. On balance, The Alise Chicago - A Staypineapple Hotel is preferred by most professionals compared to The Drake, A Hilton Hotel. The Alise Chicago - A Staypineapple Hotel scores 94 with recommendations from 17 publications like Fodor's, Not For Tourists and Zagat.
The Drake
Fodor's
Insight Guides
Lonely Planet
Oyster
Travel + Leisure
Show All Reviews
140 E. Walton Place, Magnificent Mile, Chicago, IL 60611
From $101 /night
- Pet Friendly
- Bar/Lounge
- Hot Tub
- Free Internet
- Room Service
- Laundry Service
Fodor's
"Built in 1920, the grande dame of Chicago hotels stands tall where Michigan Avenue and Lake Shore Drive intersect in Chicago's swanky Gold Coast."
Full review
Insight Guides
"Opened in 1920, the Drake keeps pace with the polished neighborhood, right off the Magnificent Mile."
Lonely Planet
"The grande dame commands a striking location at the north end of Michigan Ave, near Oak St Beach."
Full review
Oyster
Upscale
"The 535-room Drake Hotel is a historic property on upscale Magnificent Mile and one of Chicago’s grande dames."
Full review
Travel + Leisure
"The Drake is the grande dame of Chicago hotels, with a prime location, storied history, white-glove service, and of course a distinguished guest list."
Full review
i
Try to score a room facing north or east for unobstructed views of the lake and Lake Michigan’s Oak Street Beach.
Staypineapple, An Iconic Hotel, The Loop Chicago
Michelin Guide
Frommer's
Concierge
Fodor's
Travel + Leisure
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1 W Washington St, Chicago, IL 60602
From $100 /night
- Pet Friendly
- Bar/Lounge
- Free Internet
- Room Service
- Laundry Service
- Concierge
Michelin Guide
"It's all very fancy, with gilded furnishings and tasseled silk canopy beds, but it's good to be king."
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
"For a historic stay with a dash of flash, the Burnham is the place."
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
"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.
