Staypineapple, An Iconic Hotel, The Loop
1 West Washington, Chicago
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Good
1301 reviews
8.7
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!
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Popular Amenities
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Air conditioning
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1 Room, 2 Travellers
Guest Reviews
Overall
8.7(1301)10/10 A sumptuous Oasis for you and your pets
Staypineapple used to be known as the Burnham hotel formerly a Kimpton Boutique brand so I personally have fond memories of my former travels here.
When I initially checked in Cassandra welcomed me with huge smiles and genuine kindness. I was also surprised to see Darnell at the front desk because he also worked for the Burnham. What made me so happy was the fact that some of the housekeeping staff also remembered me! I felt like a 🎸 🎸 Rockstar here with all the loving attention and wonderful conversations I shared with everyone who works here.
I felt like family not just a "hotel guest".
I asked Beth Anne if I could extend my stay as long as possible and she was very kind and did her very best to make my stay affordable.
Each day you receive a drink card which is good for a wine, beer, hot chocolate, latte drink or soda and or juices. In fact I accumulated so many drink cards I was unable to use all of them!
One evening Roti closed super early and I was starting so I ordered a small salad 🥗 and the manager just comped me a free salad 🥗 to be kind. Other times Cassandra snuck me a candy 🍬 bar as a special kindness and my pyrenees Mr. Troika was spoiled with endless amounts of pup cups of whip cream 🍦
My dog even celebrated his 3rd birthday 🎂 party here! Cassandra treated him to a huge serving of vanilla ice cream 🍦 and caramel sauce on top.
Here your pets are treated like royalty and I'm not exaggerating when I say the rooms are lavish and you feel like you're walking into a condo each time you turn your key 🔑 into your day and step into your room. The ceilings here are high and I had a beautiful view of state street with floor to ceiling windows and ornate drapes.
I literally felt pampered the entire stay but the rates changed recently due to the upcoming Spring season so unfortunately I had to check out today.
This was Definitely one of the best hotel stays I enjoyed in years. I enjoyed chatting with April as she cleaned my room. I loved joking with all the front desk staff Cassandra, Marshay, Tywan..the entire restaurant crew, managers and bartenders. I mean everyone who works here is incredibly welcoming and kind. I felt like I was amongst friends.
Whether you travel to Chicago for business or leisure you should Definitely give Staypineapple a try. In fact block 37 is across the street making it very convenient to navigate the city using public transit. And you are close to everything and just a walk away from Chicago's River North neighborhood.
A huge thank you to Beth Ann and Cassandra for making my stay so enjoyable and affordable
butterflyshadowsMar 19, 2025
4/10 Building is lovely. Service was not.
No one at front desk when we arrived. Wifi was not working on our first evening. So we missed work calls. "I'll put in an email to IT" is not good enough. Then we were in the middle of St Patricks Day road closures and no-one was able or interested in explaining how we were going to get to the airport. Should have a plan on this - happens every year! And just reading out the Chicago official advice is not helpful. I can read as well. Ended up moving hotels. Would not use this chain again. Too cool for school.
KPHKPHMar 17, 2025
10/10 I LOVE this hotel!
Everything was perfect! My daughter and I took a mini vacation to Chicago and stayed 3 nights at Staypineapple. Great loop location, immaculate room, super comfortable bed, beautiful view of the city, and wonderful staff. The staff especially were ALL very friendly and accommodating. In particular, the lovely young woman at the desk when we checked out actually ran across the street to get our Lyft driver to come over - above and beyond! I recommend Staypineapple highly and will stay here every time I come to Chicago.
BurnsvilleMnMar 22, 2025
10/10 Sure the room was great, but it’s the hospitality that makes the difference.
We had such an exceptional stay here. From our very late night/early morning arrival due to a train delay - and our warm greeting from Nef, to the desk staff the following morning who watched over our bags, helped us call a taxi, and gave us some care. This is a place that understands hospitality. Thank you. We will be back.
PracticalDreamsMar 10, 2025
10/10 Hospitable Staff
The hotel was clean, restaurant very nice, rooms were clean and we needed everything and staff was very nice, attentive and helpful. I recommend this hotel to everyone. The internet wi-fi didn’t work but the front desk informed everyone and refunded the resort fee to compensate. Two free drinks as a welcome gift is a nice touch. Very memorable experience
GrandTour15120436804Mar 10, 2025
8/10 Very good
Generally a good stay. Some kind of a noise in the room which appeared to come from next door. Maintenance were very helpful dealing with it on the first day but it was back again the next day.
PhilippMar 30, 2025
10/10 the perfect spot in Chicago downtown
probably the perfect spot in Chicago downtown. Easy links to everywhere
Great to walk around the downtown
I like old style hotels and this is very well
DavideMar 28, 2025
9/10 Nice Location with amazing Bed
The Vibrant Location. All major shopping store nearby. Millennium Park and River Walkway is at walking distance including the Broadway Theatres like Chicago etc!
MahuaNov 9, 2024
7/10 Everything was good except the parking which is major because we traveled in with a car,
The service was excellent, and the birth date gift was really nice and unexpected. Location was excellent and view was breath taking.
JohnJan 5, 2025
10/10 Great, can’t wait to come back again!
Such cool architecture, cozy rooms, great staff, delicious food! Not my first time there and definitely not my last!
SharonFeb 23, 2025
10/10 Exceptional
The property was unique and architecturally amazing!! Loved the layout of the floors and our room was a perfect corner with an amazing view!!
LindseyFeb 15, 2025
8/10 They may change you $25 dollars when u check in
Clean and nice hotel
YujuiMar 20, 2025
10/10 Great Chicago experience for the theater district, shopping, restaurants and sight seeing.
Location and amenities were outstanding.
JillMar 4, 2025
7/10 The location is great!
My wife and I stayed two nights. The first night our room #1410 had a large crack in the sink and the towel bar fell off.
. . . I reported it to the front desk. They gave us an upgrade for the next night. The staff was very friendly, and the location was great!
TwDec 15, 2024
9/10 My stay was very comfortable and restful.
The property was in a good location. Everything was working, clean, and easily accessible.
FelicitasFeb 11, 2025
10/10 Always a Great experience at this Historic place.. One of my most favorite of all places to come and visit.
Location was Excellent!!
MartinFeb 24, 2025
9/10 The best place to stay in Chicago. Super friendly staff!
Location, location, location. Near metro, theatres and park.
MariekeMar 20, 2025
9/10 Great hotel.
Location. Cleanliness. Comfort.
ShawnFeb 17, 2025
10/10 Exceptional
Perfect if seeing a show at Chicago Theater
TinaApr 12, 2025
10/10 Clean, convenient location and very nice staff
TessApr 9, 2025
10/10 Exceptional
GuillermoApr 12, 2025
10/10 Exceptional
NealApr 4, 2025
9/10 A beautiful, stylish, and comfortable hotel in the vibrant heart of downtown Chicago.
I love the location of the hotel. You really feel in the thick of things. Since it was the holidays, the decorations were really fun. I appreciate the little touches like cookies in the afternoon. The public area is comfortable and was very cozy despite the cold weather. I love the whole vibe of the hotel. Best hotel beds I've ever slept in! Also, I had a great view of the NYE fireworks from my window!
KeithJan 28, 2025
10/10 Exceptional
DaveMar 28, 2025
10/10 Christmas in the city
The views in 904 absolutely stunning! Chicago Theater to the North and Millenium Park Christmas tree, Lake Michigan and Pritzker Pavilion to the East!!! Christkindl Market out the front door. The Atwood restaurant downstairs just wonderful. At Christmas perfect
TinaDec 22, 2024
9/10 Excellent couple nights in great location.
Great locale and rendezvous spot. Comfort and amenities. Friendly staff.
MichaelJan 23, 2025
10/10 Exceptional
The staff was amazing
CindyJan 19, 2025
10/10 Exceptional
JohnMar 19, 2025
10/10 Exceptional
VanMar 1, 2025
10/10 Exceptional
SawsanFeb 25, 2025
8/10 Very good
TimilaApr 15, 2025
10/10 Exceptional
Everything. I can't say enough good things about this hotel. It has definitely set the bar for what I look for in a hotel stay.
SamistackksFeb 8, 2025
10/10 Exceptional
BlackwellFeb 10, 2025
8/10 Very good
VictoriaMar 24, 2025
9/10 A hotel with charm and character in downtown Chicago
Had a great time at the StayPineapple in downtown Chicago. The hotel is perfectly located for some urban exploration of The Loop. Most tourist hotspots were within walking distance, and the subway (just a 2-minute walk away from the hotel) made it easy enough to visit the attractions further out.
During our 4-night stay we had no complaints about the room either. While the bed was not oversized, it was comfortable, and the air conditioning was efficient in cooling down or warming up the room. The building shows its age, especially in the bathroom facilities, but – at least for us – that only adds to the charm and character of this hotel.
We did not try the breakfast or the restaurant, so no comment there. Overall we had a 5-star experience and the hotel lived up perfectly to our expectations. We wouldn’t hesitate to book again.
EliasJan 6, 2025
10/10 Exceptional
YunkJan 13, 2025
8/10 Very good
PhilipFeb 22, 2025
8/10 Very good
KatherineJan 27, 2025
9/10 Superb
CherylMar 25, 2025
8/10 Very good
The bedding was super comfortable and nice. The staff were excellent.
AlannaJan 17, 2025
10/10 Exceptional
It was very convenient for location purposes everything was walking distance
11Jan 22, 2025
10/10 Exceptional
MichelleJan 20, 2025
9/10 Superb
SanfordFeb 23, 2025
8/10 Very good
ShannonDec 21, 2024
9/10 Superb
KrisFeb 9, 2025
7/10 Good
ChristosApr 2, 2025
8/10 Very good
location, cleanliness
HodaDec 21, 2024
10/10 Exceptional
DavidDec 23, 2024
9/10 Superb
SusanJan 21, 2025
9/10 Superb
KeithDec 14, 2024
7/10 Good
LyneysDec 21, 2024
5/10 Passable
Location. Most staff are friendly
AbdullahOct 14, 2024
9/10 Very comfortable hotel with a good location in The Loop.
This was an excellent location for exploring Chicago’s Loop- very easy to get around by foot, train, bus, or ride share. We left our car in Milwaukee and took the train down to Union Station. Easily walked or used Lyft to go wherever we wanted and spent less in transportation than we would have if we’d driven down and parked.
EveNov 26, 2024
10/10 Great location, great staff, would stay again
We got to the hotel a little earlier than the 4 pm check in time and they were able to accomodate us and let us into a room that was ready. We loved the staff, the free welcome drink, and the room itself. It had an amazing view and the bed itself was super comfy.
Kathryn-claireDec 9, 2024
7/10 Nice stay great location
Good dining and bar area, free water, tea and coffee and cookies.
In general staff were pleasant.
Great location.
DebbieDec 4, 2024
8/10 Very good choice of hotel for the Loop
Location. Excellent bed. Very good restaurant for breakfast.
JeffreyNov 18, 2024
7/10 Good
Location, restaurant and staff. Staff was very accommodating and friendly. Location is great for shopping, dining and Christkindle market.
JessieDec 9, 2024
10/10 If you’re looking for a beautifully preserved, well located, clean, that has a superb on-site restaurant, then look no f
The hotel is iconic. They have mixed old and new decor — it’s outstanding!! You simply can’t beat the location
MaryDec 13, 2024
10/10 Our favorite stay when when we come to Chicago!
Close proximity to Christkindlmarket,Macy’s, excellent dining options! Big comfortable rooms. Excellent staff that were friendly and knowledgeable. Love the nostalgic feel in a hotel with a real key!
MichaelDec 9, 2024
9/10 Upon arrival I was assigned a room with one bed. The helpful staff relocated me to a room with 2 beds. My friends and
The location and on-site restaurant.
PeggyDec 5, 2024
10/10 Exceptional
Such a beautiful hotel love the nostalgic feel of this place. An amazing stay started from the moment you walk in the door we will definitely be back next year!!
JanellDec 9, 2024
4/10 Too expensive for what you get
Location
KaiNov 22, 2024
9/10 I loved my stay at this hotel. I promptly ordered a bathrobe and stuffed dog. Thanks for the water bottle!
Great location
Afternoon snack!!
Bathrobes!!
MaryDec 13, 2024
7/10 Great location, decent place, quirky and fun, but definitely not 4-star
Location, nice historic building, quiky theme and decor.
ShaneSep 20, 2024
9/10 Fantastic!
Beautiful setting and decor. Comfortable beds. Location is excellent.
RowenaOct 11, 2024
10/10 Loved this hotel, and we are already planning a return trip.
The bedding and the room were amazing. I love the whimsical nature of the hotel. That naked feeling... It's fun :)
MoosieSep 26, 2024
10/10 Incredibly friendly and welcoming
I love the location and the old school feel of the hotel.
VictoriaOct 10, 2024
10/10 Great location, nice room
Stay Pineapple is our go to place to stay in the Loop. Fantastic location, cool decor, and really comfortable.
RussellOct 13, 2024
10/10 Exceptional
Location. Lobby bar/restaurant. Afternoon cofee/snacks. Bedding.
Not a cookie-cutter chain hotel, but something with character.
EmilySep 29, 2024
8/10 Very good
Great vibe and location, super-friendly staff!
Free water bottle, snacks, and drink at the bar.
Highly recommended!
SmorottiNov 19, 2024
9/10 Superb
HenkDec 2, 2024
10/10 Exceptional
very comfortable furnishings, free giveaways ( drink bottle, pen etc), beautifully clean
MargaretOct 28, 2024
10/10 Exceptional
WilliamDec 13, 2024
10/10 Exceptional
AhmedDec 7, 2024
10/10 Exceptional
JohnDec 2, 2024
8/10 Perfect
Location was amazing! Service as well
CarolineSep 12, 2024
10/10 Confortable stay in a gorgeous, chic hotel!
All the pineapple touches!
MendelsohnSep 30, 2024
10/10 Exceptional
JuliaNov 25, 2024
10/10 Exceptional
MetinNov 22, 2024
6/10 Not that fancy as you would expect it to be
The bed was really big and soft. I think the hotel receives pets inside, because the bathroom door was full of scratches. The location is ok to visit Chicago for a couple of days, but in reality I was expecting the place to be more spectacular. It's near to the Blue metro line that goes to the airport.
DanySep 12, 2024
10/10 Beautiful hotel with comfortable beds!
Great location and comfortable beds!
ElizabethSep 8, 2024
8/10 Inside the Loop
Location, solid and beautiful building, water policy.
TimSep 12, 2024
9/10 Superb
Great location, nice decor, comfy beds
CiaraSep 17, 2024
10/10 Exceptional
MarlaNov 11, 2024
10/10 Exceptional
RachelNov 9, 2024
7/10 Good
View was great and the room was comfortable
KimSep 10, 2024
10/10 Exceptional
AceOct 31, 2024
10/10 Exceptional
SusanOct 15, 2024
10/10 Exceptional
BabakOct 13, 2024
10/10 Exceptional
MatthewOct 12, 2024
8/10 Very good
StefaniDec 2, 2024
10/10 Exceptional
CourtneyOct 2, 2024
9/10 Superb
MarkNov 20, 2024
2/10 Very poor
ChristySep 20, 2024
8/10 Very good
ChrisSep 12, 2024
9/10 Superb
RebeccaOct 25, 2024
9/10 Superb
PhilippOct 3, 2024
9/10 Superb
WashingtonSep 24, 2024
9/10 Superb
TracySep 19, 2024
7/10 Good
SarahNov 17, 2024
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All Amenities
Fitness facilities (surcharge)
Non-smoking rooms
Air conditioning
Restaurant
Pets allowed
Lift / Elevator
Luggage storage
Facilities for disabled guests
Non-smoking throughout
Wheelchair accessible
Allergy-free room
Lower bathroom sink
Pet bowls
Pet basket
Visual aids: Braille
Auditory guidance
Staff adhere to local safety protocols
Guest rooms disinfected between stays
Cleaning standards that are effective against Coronavirus
Hand sanitizer in guest room and key areas
Cashless payment available
Fire extinguishers
First aid kit available
Sanitized tableware & silverware
Invoice provided
Guests can opt-out any cleaning services during stay
Smoke alarms
Key access
Front desk (limited hours)
Free wired internet
Self parking (surcharge)
Fitness facilities (surcharge)
Internet access
Housekeeping on request
Reception hall
Covered parking
Bicycle-friendly property
Bulk dispenser for toiletries
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House rules
Check-in
04:00 PM
Check-out
11:00 AM
Cancellation policy
Cancellation and prepayment policies vary according to accommodation type. Please check what conditions may apply to each option when making your selection.