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Staypineapple, An Iconic Hotel, The Loop Chicago

Traveler (788)
Panoramas (32)
Videos (1)
Certificate of Excellence


#37 of 205 hotels in Chicago
Certificate of Excellence
GreenLeaders Gold level
Chosen by Conde Nast Traveler as one of the best hotels in the world, Staypineapple Chicago is an intimate boutique hotel like no other. Housed in the landmark Reliance Building, now beautifully restored, Staypineapple Chicago provides an authentic, luxurious and historic taste of the Windy City. In the heart of the Chicago Loop, across from Millennium Park, and home of the Atwood Restaurant, Staypineapple is near Chicago's top destinations and attractions. See the Windy City with the perfect homebase: Staypineapple, An Iconic Hotel, The Loop Chicago
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Property amenities
Room service
Fitness Center with Gym / Workout Room
Free High Speed Internet (WiFi)
Business Center with Internet Access
Conference Facilities
Dry Cleaning
Laundry Service
Meeting rooms
Multilingual Staff
Non-smoking hotel
Paid Internet
Paid Wifi
Pets Allowed ( Dog / Pet Friendly )
Wheelchair access
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Room features
Air conditioning
Non-smoking rooms
Good to know
Hotel links
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Special Offer:Package Deal
Hotel deals


Full view
100Great for walkers
Grade: 100 out of 100
346Restaurantswithin 0.3 miles
73Attractionswithin 0.3 miles
Downtown / The Loop
Often visitors' first stop in Chicago, The Loop is a good starting point to sample the city's energy and flavor. This central business district boasts Michelin-rated restaurants, upscale hotels, premier shopping, and enough arresting architecture to keep your camera busy for hours. You won’t find too many photo galleries of downtown Chicago without a shot of Millennium Park and Cloud Gate (“The Bean”), one of the most iconic landmarks in the city. A stunning skyline coupled with cultural attractions like the Art Institute of Chicago present a Downtown where work and play peacefully coexist.
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100Room tips
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Popular mentions
We stayed here for a quick weekend in Chicago—were told we had to pay an extra $50 when we checked out due to amenity fees, which was the water and cupcakes they serve in the lobby that they told us were a free perk when we checked in. Would not stay here again.
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Hotel's Favorite
The hotel was beautiful, clean. Front desk always friendly and helpful. Best place I have stayed in Chicago. Amazing views from the windows of the hotel. Definitely a gem in Chicago in a beautiful neighborhood
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Review collected in partnership with this hotel
Response from AbbyG450, Front Office Manager at Staypineapple, An Iconic Hotel, The Loop Chicago
Responded Dec 5, 2018
Dear HeatNew, You are a gem for leaving us those nice comments! Our rooms have been set up to provide our guests postcard perfect views from almost every window and I am so glad you enjoyed. The front desk has a passion for helping people, and I am delighted to hear they made you feel welcome. We can't wait to host you again soon!
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Reviews were accurate. We were there for three nights. Didn't have a problem with the room and we were always greeted warmly. Location is great and easy to get to from the airport. Would absolutely book again for the location, service and value.
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Review collected in partnership with this hotel
Response from Tabitha L, Supervisor at Staypineapple, An Iconic Hotel, The Loop Chicago
Responded yesterday
Dear YG_in_TO, Thank you for this terrific review! Wow, 5 out of 5 bubbles! We are glad you found our hotel warm with welcome and location easy access to just about everything you would need in a stay! We look forward to serving you again upon your next visit! Kindest regards,
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Pleasantly surprised as I needed a last minute room in downtown Chicago. Great staff and room. Old meets new does it for me. I will return. Very nice comfortable bed and linens and unlimited water. Cafe/restaurant in building also very nice.
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Review collected in partnership with this hotel
Response from Tabitha L, Supervisor at Staypineapple, An Iconic Hotel, The Loop Chicago
Responded yesterday
Dear Wander48881995953 , What a perfect review! We enjoyed the "old meets new" comment. And love that you loved our pineapple atmosphere, comfy bedding with unlimited amenities at your finger tips. We will be sure to let all our staffers know we exceed you expectations. We hope you come back to our property the next time you are in the big city to eat at our delicious Atwood restaurant, drink and stay pineapple! Best regards,
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As an architect it was a great treat to stay in this architectural gem. Our room has a large bay window with great views of the downtown. This chain carries out its pineapple branding in fun ways including serving pineapple infused water and pineapple cupcakes in the lobby. There’s also a pineapple yellow bike and umbrellas to borrow. The location in the loop is great for touring the downtown.
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Response from Tabitha L, Supervisor at Staypineapple, An Iconic Hotel, The Loop Chicago
Responded 3 days ago
Dear RoderickPA, What a perfect review! We are so pleased to hear you stay was beyond your expectations! From our modern pineapple atmosphere indulging in a historical mood. With great staffing, service and views in your room to completed the ultimate vacation at our property. We look forward to hosting another amazing stay for you, the next time you visit Chicago! Until, next time! Kindest regards,
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$144 - $462 (Based on Average Rates for a Standard Room)
hotel burnham kimptonhotel burnham chicago
Hotel Burnham
United StatesIllinoisChicagoCentralDowntown / The LoopTheater District
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