Reviews of Staypineapple, An Iconic Hotel, The Loop This rating is a reflection of how the property compares to the industry standard when it comes to price, facilities and services available. It's based on a self-evaluation by the property. Use this rating to help choose your stay!
1 West Washington, Chicago Loop, Chicago, IL 60601, United States of America
#27 of 182 hotels in Chicago
Guests' ChoiceReview Score
Based on 1045 hotel reviews
8.8Score breakdown
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Cleanliness
9.1
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Comfort
9.2
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Location
9.7
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Facilities
8.8
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Staff
9.1
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Value for money
8.5
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Free Wifi
9.1
Verified guest reviews from real Bookers
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Reviewed: May 23, 2024
Karen
Isle of Man4 Reviews10“Amazing leaving us relaxed :)”- • Leisure trip
- • Couple
- • Deluxe King Room
- • Stayed 5 nights
- • Submitted from a mobile device
I can't think of anything.
What a gem! Comfortable, stylish and quirky. Fab location.
Stayed in April 2024
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Reviewed: May 18, 2024
Caroline
Australia28 Reviews2 helpful votes8.0“Really nice, great location”- • Couple
- • Deluxe Queen Room
- • Stayed 3 nights
- • Submitted from a mobile device
No daily housekeeping which was advertised as included on Booking.com. Housekeeping is only every other day so they need to update the description. No sheer curtains in our room, little privacy, gaps in blinds so sun comes in.
Location, quirky theme, free drinks at the restaurant downstairs, historic building, coffee and tea. Staff were nice. Restaurant downstairs is really good, great coffee. Very popular though so best to make a reservation.
Stayed in May 2024
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Reviewed: May 17, 2024
Wai
Hong Kong2 Reviews10“Great stay!”- • Leisure trip
- • Couple
- • Deluxe Queen Room
- • Stayed 1 night
- • Submitted from a mobile device
Wish there’s more bicycle to provide.
Central location. Comfortable bedding kit & robe!
Stayed in May 2024
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Reviewed: May 9, 2024
Mélida
United States of America59 Reviews4 helpful votes8.0“Great weekend stay downtown Chicago”- • Leisure trip
- • Family with young children
- • Deluxe Double Room
- • Stayed 2 nights
Some of the furnishings have seen better days, which is a bit out of line with the hotel rate. Also, the double beds are smaller than a full bed. It was manageable for two nights because my husband and I are small, but if you're taller you may not be comfortable sharing the double bed.
The best thing about this hotel are the location, so close to the L and the waterfront, and the very friendly staff. The cute pineapple theme and the complimentary drink and water are a plus.
Stayed in May 2024
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Reviewed: May 4, 2024
Nat
United Kingdom8 Reviews10“Superb”- • Leisure trip
- • Couple
- • Executive King Suite
- • Stayed 3 nights
- • Submitted from a mobile device
Nothing
Everything
Stayed in May 2024
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Reviewed: May 4, 2024
Maureen
Canada29 Reviews10“Will definitely book again.”- • Leisure trip
- • Couple
- • Deluxe Double Room
- • Stayed 4 nights
- • Submitted from a mobile device
It is charming and very comfortable.
Stayed in May 2024
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Reviewed: April 25, 2024
Jenna
United States of America7 Reviews9.0“I would definitely stay here again!”- • Leisure trip
- • Group
- • Deluxe Double Room
- • Stayed 2 nights
The furniture in the room was a little tired, but the beds were very comfortable.
The location was perfect! It's a block from the blue line, which we took from O'Hare, and mere blocks from Millenium Park, the Art Institute, the Chicago Cultural Center, etc. The historic building was charming and the rooms had huge windows with amazing views. We also enjoyed the thoughtful extras like a welcome drink, coffee and cookies in the afternoon, and we even got a birthday treat! The staff were friendly, helpful, and easy-going.
Stayed in April 2024
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Reviewed: April 24, 2024
Linda
Canada8 Reviews10“Perfect boutique hotel a few blocks from Millenium Park and the Art Institute of Chicago. Very quiet and comfortable roo”- • Leisure trip
- • Travelers with friends
- • Deluxe Queen Room with Two Queen Beds
- • Stayed 3 nights
- • Submitted from a mobile device
Nothing!
The size, the location, the beds, the amenities like bath robe, recyclable water bottle, complimentary drink, the restaurant
Stayed in April 2024
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Reviewed: April 9, 2024
Barry
United States of America1 review9.0Wonderful- • Leisure trip
- • Group
- • Deluxe Queen Room with Two Queen Beds
- • Stayed 1 night
75 dollar fee for car
Location , room and staff are excellent..
Stayed in April 2024
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Reviewed: April 7, 2024
Renee
United States of America18 Reviews9.0Wonderful- • Leisure trip
- • Couple
- • Deluxe Queen Room with Two Queen Beds
- • Stayed 1 night
Absolutely rot-gut keurig coffee. Undrinkable. And restaurant does not open early. Walked to 24-hour Dunkin Donuts in the dark cold.
A real value for the location if you have a dog. No doorman or bell hops, so getting luggage in the door and to your room is a bit hard. It is an important historic building. Renovated, not completely gutted, so doesn't sparkle like a 5 star, but clean and comfortable. Big windows.
Stayed in February 2024
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Reviewed: April 5, 2024
Jeff
United States of America11 Reviews2 helpful votes9.0“Do not hesitate to stay at Staypineapple.”- • Business trip
- • Solo traveler
- • Deluxe Queen Room
- • Stayed 1 night
- • Submitted from a mobile device
All was great
Classic bldg., SO WELL appointed, fun vibe
Stayed in April 2024
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Reviewed: April 4, 2024
Elizabeth
Spain7 Reviews1 helpful vote9.0Wonderful- • Leisure trip
- • Couple
- • Deluxe Queen Room
- • Stayed 1 night
- • Submitted from a mobile device
Not convinced about the 2 quilts. We like to snuggle but got too hot 🔥🥵 The second room we had was quite narrow and we both caught our knees on the edge of the bed.
We had a really welcoming reception from Cassandra Marshay after a very long journey. It is a really nice experience to be greeted by a warm and friendly smile. Thank you Cassandra. From Mr and Mrs Gray from Spain x The water bottle is a fantastic idea and as we stayed twice we got two!
Stayed in March 2024
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Reviewed: April 4, 2024
Christopher
Germany12 Reviews4 helpful votes8.0“A really nice place, especially when you are without a car and you are flexible with your eating.”- • Leisure trip
- • Family with young children
- • Deluxe Double Room
- • Stayed 1 night
The hotel was advertised with parking possibilities, which was not the case. There was only a valet service. Hotel restaurant and bar were fully packed and we had to find some other place for dinner.
Very friendly staff all throughout. The water bar in the lobby was great. Welcome drinks were really nice.
Stayed in March 2024
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Reviewed: April 3, 2024
Lisa
Ireland2 Reviews10Exceptional- • Leisure trip
- • Solo traveler
- • Deluxe Queen Room
- • Stayed 1 night
- • Submitted from a mobile device
I can't think of anything I didn't like!
Location! Staff! Room! Vibe! Sorry, I'll stop with the exclamation marks now. Seriously, this place is a gem. It's really close to two subway/CTA stations, it's in the heart of downtown Chicago, the staff were just lovely, and the whole atmosphere was friendly and relaxed. I loved all the little touches that made the stay a little bit extra; the free reusable water bottle, the water station in the lobby, Dash, the Pineapples Pup, the individual duvets etc. I would recommend Staypineapple to anyone. On a side note, as a solo traveller, I felt very safe in this hotel.
Stayed in April 2024
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Reviewed: April 3, 2024
Liesbeth
United States of America19 Reviews2 helpful votes9.0“Excellent location in Chicago”- • Leisure trip
- • Family with young children
- • Deluxe Queen Room
- • Stayed 1 night
- • Submitted from a mobile device
Would’ve liked a top floor room for the view.
We had a room on the third floor and the view wasn’t great, but the room was fine, great shower, a fridge. Breakfast was excellent (paid for separately). The location is incredible, close to everything.
Stayed in April 2024
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Reviewed: April 1, 2024
Debbie
United States of America1 review8.0Very Good- • Leisure trip
- • Family with young children
- • Executive King Suite
- • Stayed 1 night
- • Submitted from a mobile device
Room could have been cleaner. There were crumbs on the floor and dust in some areas that was very visible.
Location was great Water in lobby was nice
Stayed in March 2024
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Reviewed: April 1, 2024
Nikkig
United States of America30 Reviews3 helpful votes10Exceptional- • Leisure trip
- • Family with young children
- • Deluxe Queen Room with Two Queen Beds
- • Stayed 4 nights
Nothing.
Facility, comfort of beds, beautiful hotel. Great perks like free water and coffee.
Stayed in March 2024
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Reviewed: March 29, 2024
Donald
United States of America3 Reviews10“We are suggesting this hotel to all we know that are traveling to the area. This was excellant.”- • Leisure trip
- • Couple
- • Queen Room with Roll-In Shower - Disability Access
- • Stayed 2 nights
Everything was great.
The staff was very professional and attentive. The front desk clerk ( Cassandra) was outstanding. The location was perfect. We were right in the heart of everything. The whole experience was amazing. This was our first time in Chicago and the city was fabulous. Thank you to the entire staff.
Stayed in March 2024
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Reviewed: March 20, 2024
Jennifer
United States of America1 review10Exceptional- • Leisure trip
- • Couple
- • Deluxe King Room
- • Stayed 3 nights
- • Submitted from a mobile device
It was clean
Stayed in March 2024
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Reviewed: March 20, 2024
Tab
United States of America8 Reviews1 helpful vote10Exceptional- • Leisure trip
- • Couple
- • Deluxe King Room
- • Stayed 1 night
- • Submitted from a mobile device
Everything was excellent.
Great location, super cozy and cute! The staff was amazing.
Stayed in March 2024
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Reviewed: March 19, 2024
Perla
Iceland1 review9.0“wonderful, would stay again if ever in Chicago.”- • Leisure trip
- • Family with young children
- • Deluxe Queen Room
- • Stayed 6 nights
The restaurant was a little expansive but very nice staff and good food. The lighting in the room could have been a little better, we only had the night lights in the main area in our room. The shower was a little powerless took forever to wash my hair.
The staff was incredably nice and helpful, the room was very nice it had everything we needed and more. The Bed was the best !! It was so comfortable ,made me wanna cuddle in bed all day. The location was superb, we were in walking distance of almost everything and it was not to busy.
Stayed in March 2024
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Reviewed: March 16, 2024
Jenny
Canada21 Reviews2 helpful votes9.0“Great location, beautiful building; comfortable beds and generous extras.”- • Leisure trip
- • Family with young children
- • Deluxe King Room
- • Stayed 1 night
Stay Pineapple was right across the street from the entrance to the Blue line train that goes out to Ohare airport. Easy to get to and then you are in the heart of the loop. It's a beautiful old building and we were greeted well and given a complementary drink in the nice bar/restaurant downstairs as well as a cookie; pineapple of course!!
Stayed in March 2024
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Reviewed: March 15, 2024
Katie
United States of America9 Reviews8.0Very Good- • Leisure trip
- • Family with young children
- • Deluxe King Room
- • Stayed 1 night
- • Submitted from a mobile device
Downtown noise
Nice bed, sepatate duvets, free water
Stayed in March 2024
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Reviewed: March 14, 2024
Lars
United States of America11 Reviews1 helpful vote10Exceptional- • Leisure trip
- • Couple
- • Deluxe Queen Room
- • Stayed 1 night
The location is perfect for us, we use the El to go to the airport and the Washington Blue Line stop is a block away. Also the hotel is in the center of the theater district.
Stayed in December 2023
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