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Historic Architecture and Luxury Design
Experience the grandeur of historic Chicago architecture at Staypineapple, An Iconic Hotel, The Loop. Designed by renowned architect Daniel Burnham, the hotel boasts mosaic floors and marble ceilings, offering a luxurious stay in the heart of Chicago's Loop.
Modern Amenities and Stunning Views
Indulge in the perfect blend of classic elegance and modern comfort in our rooms. Enjoy white and gray decor with mahogany furnishings, flat-screen TVs, and plush bedding. Upgrade to a suite for breathtaking views of Millennium Park and Lake Michigan.
Convenient Location and Special Amenities
Explore Chicago's top attractions with ease - from shopping on Michigan Avenue to visiting Millennium Park. Take advantage of our fitness center, bicycle rental service, and special perks for your furry friends. Don't miss out on experiencing Navy Pier and other nearby entertainment venues during your stay.
Book now for an unforgettable stay at Staypineapple, An Iconic Hotel, The Loop!
Reservations for 10 rooms or more need to be contracted as a Group with the hotel directly.Guests are required to show a photo ID and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply.
Children of any age are allowed.
Children up to and including 17 years old stay for free when using an existing bed.
You haven't added any cots.
You haven't added any extra beds.
Pets are allowed. Charges may be applicable.
WiFi is available in the hotel rooms and is free of charge.
When booking more than 9 rooms, different policies and additional supplements may apply.
Private parking is possible at a location nearby (reservation is not needed) and costs USD 75 per day.
Old world style
Bathtub
Beds are amazingly comfortable
Everything/everyone was very welcoming. The location was beyond perfect!!
Not one thing!
Perfect location and Burnham’s building is stunning. The bed and the comforter were extremely comfy.
More food and drink options would be better
Wonderful experience. It was our wedding anniversary and they decorated the room so cute for us! The view onto State Street was perfect.
The smallest downsides were no smart TV and no cable to watch in our downtime. Coffee, there is a Keurig in the room but those don't get cleaned well so I don't use them. Coffee in the lobby would be perfect.
La localisation : tout est à coté, des deux principales lignes de métro en passant par la Millenium Station. On est également juste à côté des principaux Musées et en plein milieu du quartier du loop
Le design de certaines parties de l’hôtel (de ce que j’ai pu en voir)
L’établissement est en travaux (au moment de la visite, en février 2026) : donc le lobby n’est pas du tout attrayant (en fait, il n’y en a pas, tout comme le bar).
Le fait de rester coincée dans l’ascenseur et que le personnel prenne cela à la légère (oui, ils ont réparé et je suis sortie mais j’ai du beaucoup appeler avant… pas vraiment d’excuse, pas vraiment de recherche d’être en contact avec moi… Ils savaient qu’ils devaient réparer).
Demander des chambres en étage élevé (sinon, c’est super super brillant la nuit, l’hôtel étant une passoire thermique et phonique avec l’extérieur !!!).
Location was great for this hotel, many stores near us didn't have to walk far out to see The Bean. The room was very clean, from the bed setup to the restroom. Also, the complimentary water bottles was a nice touch.
Only few things I could really complain about would be that when we first went to drop off our bags at the hotel the staff member said he would call us to let us know that our room was ready, but they in fact did not. Another thing would be that the TVs aren't simple to use in the case that it doesn't show you the menu of the channels so you just have to scroll until you find a channel you actually would like to watch.
Location was very good for downtown. Bed and linen was very good
One of the 2 elevators not all working meant longer waits. Restaurant area being closed for refurbishments meant lobby was not very nice. Lack of room cleaning for first 2 days not acceptable.
Our room was quiet! Bed and pillows were very compfy!! Staff was pleasant and efficient. Interior was unique and interesting historically. Fantastic location and our room had a great view of State Street and Millennium Park. Overall clean environment. Room was equipped with everything we needed! The refillable water bottle and water station was a nice touch and way more convenient than hauling multiple water bottle to our room. (A cost savings too)
There were some obvious signs of wear at the property. We realized going in that it is an old building (part of the charm actually!), but some minor upkeep issues were
noticeable. Some chips out of the woodwork, closet doors etc. Bathtub was pretty old and a little beat up. Mattress encasement was ripped. Also, disappointed that the restaurant was closed. Not informed until morning of check in.
Gute Lage, schönes Gebäude.
Leider war der Straßenlärm im Zimmer recht laut zu hören. Außerdem war das Café nicht benutzbar, sondern eine Baustelle. Im Vergleich zu anderen Hotels in der Umgebung, war das Zimmer letztlich zu teuer.
Everything about this place was amazing. The staff was very friendly at check in & check out. The room was clean and comfortable. Would highly recommend and would definitely stay here again.
Location for the Christmas Market is perfect. The hotel beautiful and the staff are always great!
This is our go-to hotel for stays in the city.
Ok listen up! Go somewhere else!! This is NOT one of those disgruntled reviews! Our stay was fine. That is to say we had beds to sleep in, there was heating and hot water, and the elevator worked. Beyond that however -- lets start with the good things:
Good: Rooms are relatively spacious. We booked two rooms, a king, and a high floor king suite. Enough space to get around and stay comfortably for a few days. The windows are HUGE. High floor views are nice. The street wasn't super noisy, although you can hear the L go by. The hotel is in a lovely historic building. The building is pretty quiet. The location is fantastic!
Bad: First of all, nobody mentioned before booking, that THE RESTAURANT IS CLOSED for renovations until -- supposedly April!! This was a major bummer, as there is NO FOOD at the hotel. Nothing other than the dry pastries at the lobby (those disappeared too by day 3 and gave way to some prepackaged white cookies. Also if you enjoy some microplastics with your coffee, there is your room Keurig. It is free right? Nope! You pay a daily convenience free for things like coffee and wifi, and I guess hot water. They had the audacity to keep the restaurant's menu in every room. But the phone number was disconnected. You can't really shower, unless you enjoy standing in 6-8 inches of water, as the pipes are old and the water doesn't go down. There is no keycard, instead, good old fashioned keys. You are informed, if you loose one, it is a $50 charge! Not done yet: The furniture is akin to a Motel 6, everything is tired and scratched up, the bedding is cheap and definitely does not feel like cotton, you get two separate twin size comforters, so if you like that good for you, but if you like snuggling up with your partner under one cover, you are out of luck. The plastic bed protector is bunched up under the thin sheet. The carpet looks like it has been vacuumed maybe a week or two ago, but wasn't washed for decades! Lighting is terrible. If you only are in your hotel room to watch tv and sleep, great, but if you are trying to do work, or eat food, or have a meeting or a conversation it gets hard. There is literally one table lamp (nothing overhead) in the entire living room part of the suite. Finally: the staff. Well there are some random looking dudes sit behind the counter in the lobby, but they don't care much about you, some indifferent, some quite rude, some are just odd. None of them are professional in any way, or seem like being there to provide a service. Felt like they are just the overnight security, to watch the door.
I am so confused by all the great reviews. Yes, it might have been a great hotel some time ago. It is a lovely building, superb location, great architecture. But it felt more like a cheap Airbnb (with no kitchen!) in a random house rather than a four star hotel!! AVOID!!!
I stayed here for a week. I'm glad other people LOVE this hotel, but after reading all of the positive reviews, I decided to give it a try. It's average. Yes, it's relatively clean and comfortable, and I would stay here again if I did not have other choices. I will try a different hotel next time I am in town as I think there are others that are nicer and offer a better value.
Check in was fine and the desk attendant was professional and friendly.
My room appeared to be a former closet that was converted into a room. The room number was not even on the directional signage on the wall in the hallway. I booked an "Atwood Queen" which is the smallest floorpan but my room looked nothing like the pictures on the website. It was tiny, had an eye-level view of the HVAC on the roof next door, smelled like grease from the restaurant, was noisy from the HVAC, and the bathroom had no countertop, just a pedestal sink, so there was really nowhere to put toiletries. The grout on the tile in the shower could use some work. The bed was comfortable and overall it was a comfortable place to sleep for the week despite the smell and noise, but it was a disappointment and again looked noting like the pictures on the website.
No, I didn't bother to complain at the front desk, as I was didn't want to be labeled as "a problem" and no, I'm not usually one to ever have any problems or complain at a hotel.
The other issue is the this place charges resort fees. They were disclosed and I knew they were added on to the advertised price of the room, but after seeing and experiencing everything included for this fee, they should not be charging resort fees. It's just a ripoff -- raise the price instead of nickel-and-diming.
Finally, toward the end of the week, it seemed like the building was having a problem with sewer, as the lobby and elevator area smelled like sewer. I don't know if that was an anomaly, but it wasn't great. I just chalked it up to "sometimes things happen."
Was this the worst place ever? No.
Was it "knock my socks off" amazing? No.
Is it a good value for the money? No.
Was it absolutely horrible? Also no.
Great location. Well maintained and unique building. The room was well kept and clean.
Sashon B. at the front desk check-in was very friendly and helpful. Greatly enjoyed meeting him.
Everything! The hotel was clean, friendly located in a fantastic location. Definitely my next stay when I visit Chicago.
Nothing it was perfect and so cute !!!!
Sashin went above and beyond to make our stay… really recommend staying in this hotel
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