Best For
Travelers seeking a charming, service-oriented stay in the heart of the city.
Get InspiredNorth AmericaUnited StatesIllinoisChicagoStaypineapple, An Iconic Hotel, The Loop Chicago
Staypineapple, An Iconic Hotel, The Loop Chicago
US
Hotel·Charming, Welcoming, Historic
Staypineapple, An Iconic Hotel, The Loop Chicago, offers a unique lodging experience inside a beautifully preserved 1895 skyscraper. Located in the heart of downtown, this hotel is famous for its 'Naked Experience' bedding, which guests consistently describe as some of the most comfortable they have ever encountered. The service here is a major highlight, with a staff that is frequently praised for being warm, helpful, and attentive to personal details. Beyond the rooms, the hotel provides thoughtful amenities like complimentary cruiser bikes for exploring Millennium Park, afternoon treats in the lobby, and a genuinely pet-friendly policy. Whether you are visiting for a special occasion or a wedding, the combination of historic charm and modern, person-centered hospitality makes it a standout choice in the Loop.
Staypineapple, An Iconic Hotel, The Loop Chicago, offers a unique lodging experience inside a beautifully preserved 1895 skyscraper. Located in the heart of downtown, this hotel is famous for its 'Naked Experience' bedding, which guests consistently describe as some of the most comfortable they have ever encountered. The service here is a major highlight, with a staff that is frequently praised for being warm, helpful, and attentive to personal details. Beyond the rooms, the hotel provides thoughtful amenities like complimentary cruiser bikes for exploring Millennium Park, afternoon treats in the lobby, and a genuinely pet-friendly policy. Whether you are visiting for a special occasion or a wedding, the combination of historic charm and modern, person-centered hospitality makes it a standout choice in the Loop.
You might want to ask
Address
1 W Washington St,Chicago, IL 60602, USA
Websitestaypineapple.com
Phone(312) 940-7997
Hours
Open nowOpen 24 hours
Highlights
Housed in a stunning 1895 skyscraper with historic charm.
Exceptional customer service frequently highlighted by guests.
Signature 'Naked Experience' bedding for ultimate comfort.
Complimentary cruiser bikes available for city exploration.
Pet-friendly amenities including treats and a warm welcome.
Currency
USD $
Occasion Tags
Tourists, Special Occasion, Business, Groups, Locals
Reviews
4.6
Excellent2,3 K reviews
Staypineapple in Chicago's Loop is celebrated for its outstanding hospitality and unique historic setting. Guests repeatedly mention the warmth and helpfulness of the staff, noting that the service often exceeds expectations and makes for a very personal stay. The hotel's location is a major draw, providing easy access to the heart of the city while offering a more intimate feel than larger nearby chains. The bedding is a standout feature, described as exceptionally comfortable and high-quality. Visitors also enjoy the playful touches, such as the afternoon lobby treats and the availability of bikes for guest use. Overall, it is highly recommended for its blend of character, comfort, and top-tier service.
Add dates for experiences
Location
Chicago Loop, Chicago, Illinois, United States
