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Reviews of Staypineapple, An Iconic Hotel, The Loop

4 out of 5
Staypineapple, An Iconic Hotel, The Loop
1 W Washington St, Chicago, IL

Reviews

9.2

Wonderful

Rating 10 - Excellent. 723 out of 1004 reviews" "
Rating 8 - Good. 193 out of 1004 reviews" "
Rating 6 - Okay. 53 out of 1004 reviews" "
Rating 4 - Poor. 23 out of 1004 reviews" "
Rating 2 - Terrible. 12 out of 1004 reviews" "

9.4/10

Cleanliness

9.4/10

Staff & service

8.8/10

Amenities

9.2/10

Property conditions & facilities

9.2/10

Eco-friendliness

Reviews

10/10 Excellent

Chloe

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff was amazing!
Stayed 3 nights in May 2024
Response from Beth Anne on 9 May 2024
YES! Thank you Chloe! We really appreciate the 5 out of 5! Come back soon!

10/10 Excellent

Paige

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We loved that this hotel had an amazing location, helpful staff, and lots of charm. The bed was incredibly comfortable and we loved all of the little touches!
Stayed 1 night in May 2024
Response from Staypineapple Management Darius McWillie on 6 May 2024
Hi Paige,We enjoyed your time here. The team was excited to meet you and look forward to your return visit!

10/10 Excellent

Youngman

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It's luxurious
Stayed 2 nights in Apr 2024
Response from Beth Anne on 2 May 2024
Thank you! We're so glad you enjoyed your stay!

10/10 Excellent

Michalyn

Stayed 4 nights in Apr 2024
Response from Beth Anne on 2 May 2024
Thank you!

4/10 Poor

RaShawn

Travelled with partner
Disliked: Cleanliness, staff & service, amenities, property conditions & facilities
Staff was not welcoming on arrival at all. Also wouldn’t allow food to be delivered to do which is not a 5-star service what so over. It was an overall uneeasy feeling stay there. They do not match their slogan of “EVERYTHING” being an option there .
Stayed 1 night in Mar 2024
Response from Beth Anne on 24 Apr 2024
RaShawn, I am so sorry for your recent experience at our hotel. I can understand why you were so disappointed by the lack of the "Everything Mentality" being present for you. I will address this right away with our team. I will reach out more directly to work to make this right for you.Sincerely,Beth Anne KingGeneral Manager

10/10 Excellent

Sam

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Staff was incredibly kind and accommodating, loved our room and the location of the property alot. We definitely plan on coming back
Stayed 3 nights in Apr 2024
Response from Staypineapple Manager Darius McWillie on 17 Apr 2024
Our team was delighted to read this review and your kind words. We are excited to see you plan on returning. Hope you have an amazing week.

10/10 Excellent

Jason

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This place is a hidden gem in the middle of the city! Walking distance to shopping and restaurants. The restaurant they have has great food too! We will definitely be back!!
Stayed 1 night in Apr 2024
Response from Staypineapple Manager, Darius McWillie on 10 Apr 2024
Wow Jason, thank you so much for the great feedback. We are counting down the days until we can see you again!

10/10 Excellent

Brandon

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I recently stayed at the Staypineapple Hotel in Chicago and let me tell you, it was amazing! The rooms were super clean and tidy, which is always a big plus for me. The pineapple decorations were absolutely adorable! They added such a cute and fun vibe to the place. One thing I really loved about this hotel was its location. It was so convenient because everything I needed was within walking distance. Whether it was grabbing a bite to eat, exploring the city, or checking out some cool attractions, I didn't have to go far. It made my stay so much more enjoyable. And let's not forget about the staff. They were incredibly friendly and helpful throughout my entire stay. They made me feel right at home and were always ready to assist with any questions or requests I had. Their warm and welcoming attitude definitely made a difference. Overall, I had a fantastic experience at the Staypineapple Hotel in Chicago. The clean rooms, cute pineapple decorations, convenient location, and friendly staff all contributed to making my stay memorable. I highly recommend this place to anyone looking for a great hotel in the Windy City! 🍍✨
Stayed 1 night in Mar 2024
Response from Staypineapple Manager, Darius McWillie on 10 Apr 2024
Brandon thank you for such an amazing review. We are overjoyed to see you enjoyed our downtown location. The staff was ecstatic to hear you enjoyed their company as well. Have a wonderful week!

10/10 Excellent

Melissa

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great hotel all around
Stayed 2 nights in Mar 2024
Response from Beth Anne on 4 Apr 2024
Thank you Melissa!

2/10 Terrible

Katharina

Stayed 1 night in Mar 2024
Response from Staypineapple Manager, Darius McWillie on 22 Apr 2024
Please accept our deepest apologies for not making your stay more memorable. We hope to do better for your next time with us. We have reached out as well via email to get more feedback so we can improve in the future.

10/10 Excellent

Ivor

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It was a beautiful place and a quick walk to where I needed to go
Stayed 1 night in Mar 2024
Response from Staypineapple Manager, Darius McWillie on 31 Mar 2024
Thank you for such a wonderful review. We are delighted to hear you found the hotel beautiful. Hope you are having a wonderful weekend and can't wait to see you come back again.

8/10 Good

Gianluca Della, Roma

Business traveller
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The room was good, great bed, but bathroom must be renewed
Stayed 4 nights in Mar 2024
Response from Beth Anne on 29 Mar 2024
Thank you Gianluca! We appreciate very much you staying with us recently and taking the time to share your experience. I totally agree with you on the bathrooms needing updating. We have a bathroom remodel scheduled for 2025! We can't wait! Thank you again for staying with us!Sincerely,Beth Anne KingGeneral Manager

10/10 Excellent

Michael, Monroe

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 2 nights in Mar 2024
Response from Staypineapple Manager, Darius McWillie on 20 Apr 2024
Thank you for such a wonderful review. Our team truly enjoyed your company! Hope you are having a wonderful weekend and can't wait to see you come back again.

10/10 Excellent

Allison

Stayed 1 night in Feb 2024
Response from Beth Anne King on 29 Mar 2024
Thank you for the 5 out of 5 Allison! We are so glad you enjoyed your stay with us!

10/10 Excellent

Keri

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very clean and easy access to so much! Great view of State Street!!
Stayed 1 night in Mar 2024
Response from Beth Anne King on 29 Mar 2024
Thank you Keri! We're so glad you enjoyed your stay with us recently! Come back again soon!

10/10 Excellent

Jana

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great amazing view from my room!!!! Such a comfy bed and I love that there are robes!!!
Stayed 1 night in Mar 2024
Response from Beth Anne King on 29 Mar 2024
Thank you Jana

8/10 Good

Laura

Stayed 1 night in Mar 2024
Response from Staypineapple Manager, Darius McWillie on 10 Apr 2024
Thank you so much for choosing to stay with us. We appreciate your time here. We hope you have a wonderful weekend!

10/10 Excellent

Nancy

Travelled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
Upon check-in, we received two coasters that could be exchanged for a free drink…. coke, coffee or house wine. This time we also received a free Stay Pineapple water bottle that could be refilled. The breakfast options on the weekdays & weekends are wonderful. The all day menu is adequate. It was St Patrick’s Day wkd do we were unable to book a larger room. The hotel was sold out. I prefer the larger room. Front desk staff is friendly & easy to converse with!
Stayed 2 nights in Mar 2024
Response from Staypineapple Management, Darius McWillie on 17 Mar 2024
Nancy, it is always a treat to have you stay at our hotel. St Patrick's weekend was very busy but we hope to get you your favorite room for your next stay. Have a fantastic weekend, we will see you soon!

10/10 Excellent

Kendra

Stayed 1 night in Mar 2024
Response from Staypineapple Manager, Darius McWillie on 5 Apr 2024
Hi KendraThank you for such a wonderful review. We truly enjoyed having you stay with us. Come back again soon please!

10/10 Excellent

Eric

Liked: Cleanliness, staff & service, property conditions & facilities
Amazingly comfortable, easy access to the red/blue line, and the most friendly staff!
Stayed 1 night in Mar 2024
Response from Staypineapple Management, Darius McWillie on 17 Mar 2024
Thank you Eric for your feedback, the team is always thrilled to hear feedback on their friendliness. Happy to see you were able to take advantage of our downtown location and hop right to the CTA station. Take care!

10/10 Excellent

Priscilla

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Stayed 1 night in Mar 2024
Response from Staypineapple Manager, Darius McWillie on 15 Mar 2024
Thank you so much for choosing to stay with us. We appreciate your time here. We hope you have a wonderful weekend!

10/10 Excellent

Ashley

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The check-in was easy & attendant was so friendly. The amenities are amazing and the location is perfect. We will be back!
Stayed 1 night in Mar 2024
Response from Staypineapple Manager, Darius McWillie on 15 Mar 2024
Thank you so much for choosing to stay with us. Our staff was delighted you found them friendly. They enjoyed meeting you as well. We hope you have a wonderful weekend!

8/10 Good

Brandy

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Stayed 1 night in Mar 2024
Response from Beth Anne King on 1 Apr 2024
Thank you Brandy! We hope to host you again soon!

10/10 Excellent

Yuxuan

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The location was very convenient. Was able to walk to a lot of shopping, restaurants and museums. The staff was very friendly and I loved the filtered water dispenser in the lobby. My only complaint would be that the room was very dark. It had a main light right when you enter the room and then the rest of the room only had 2 small bedside lights.
Stayed 3 nights in Mar 2024
Response from Staypineapple Manager, Darius McWillie on 15 Mar 2024
Thank you so much for choosing to stay with us. Please accept our apologies that the room was dark. We will look to add more lighting. Thank you for the feedback. We hope you have a wonderful weekend!

10/10 Excellent

Lindsey

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 2 nights in Mar 2024
Response from Staypineapple Manager Darius McWillie on 8 Mar 2024
Thank you Lindsey for the wonderful review. We really enjoyed your time here at the Staypineapple Chicago and look forward to seeing you again!

10/10 Excellent

Aide

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Amazing place !!!
Stayed 3 nights in Mar 2024
Response from Beth Anne on 5 Mar 2024
Thank you Aide! We appreciate you staying with us this week! Come back soon!

10/10 Excellent

Holly, GRAND RAPIDS

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Excellent place to stay! We love the amenities and it is within walking distance to so many places.
Stayed 1 night in Mar 2024
Response from Beth Anne on 5 Mar 2024
Thank you Holly! We really appreciate the 5 out of 5! Thrilled to hear you enjoyed your experience with us! Thank you for choosing to Staypineapple and taking the time to share you experience. We hope to host you again soon!

10/10 Excellent

Heather

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Love the whole vibe!!! The duvets are incredible!!!
Stayed 1 night in Dec 2023
Response from Beth Anne on 29 Feb 2024
Thank you for staying with us recently Heather and thank you for the 5 stars! We appreciate you! Hope to host you again soon!

10/10 Excellent

Karla

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Loved the authentic feel of the hotel. Convenient location with parking options available in walkable distances - we traveled with no kids so this could be a challenge for parents unless you tag team it or use valet parking. Restaurant available downstairs with average food - I personally enjoyed the bread pudding and the burger option. The hotel gives a complementary drink (soda, beer, or wine) which came in handy during our stay. Our only complaint was that there was no microwave available in the room so our leftover food went to waste. Overall, I would stay there again and recommend it to a friend because of the convenience factor.
Stayed 2 nights in Feb 2024
Response from Staypineapple Management on 28 Feb 2024
We truly appreciate your review. Come back again, we have your drink vouchers waiting for part 2. Thank you and have a wonderful week!

10/10 Excellent

Stacy

Stayed 1 night in Feb 2024
Response from Beth Anne on 29 Mar 2024
Thank you Stacy!

8/10 Good

Davione

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Highly would recommend
Stayed 1 night in Feb 2024
Response from Beth Anne on 25 Feb 2024
Thank you Davione! We're so glad you enjoyed your stay with us! We hope to host you again soon!

10/10 Excellent

Scott

Stayed 1 night in Feb 2024
Response from Beth Anne King on 29 Mar 2024
Thank you Scott!

8/10 Good

Tammy

Stayed 1 night in Feb 2024
Response from Beth Anne on 29 Mar 2024
Thank you Tammy!

6/10 Okay

Valerie, Novi

Travelled with family
Liked: Cleanliness
Beautiful historic building, comfortable bed. Room wasn’t cleaned in the 4 days we stayed. Parking is 75$ per day if you use their valet- use Spot Hero!! Extra cost for basic amenities.
Stayed 4 nights in Feb 2024
Response from Beth Anne on 25 Feb 2024
Thank you for staying with us last week Valerie. I'm so sorry that we missed getting your room cleaned for you. I will reach out to you more directly to make this right for you.Sincerely,Beth Anne KingGeneral Manager

10/10 Excellent

Sarah

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Stayed 1 night in Feb 2024
Response from Beth Anne on 29 Mar 2024
Thank you Sarah!

10/10 Excellent

Stuart

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
My girlfriend and I stayed after seeing Drunk Shakespeare a couple of blocks away on a Friday night. Staff was great and the beds were very comfortable. We enjoyed a nice breakfast at the Atwood the next morning with the additional treat of 2 free mimosas from the hotel. We will be back!
Stayed 1 night in Feb 2024
Response from Beth Anne on 13 Feb 2024
Thank you Stuart! We really appreciate you choosing to Staypineapple during your recent trip to the Windy City! I'm so glad you and your girlfriend had such a nice stay. We hope to host you again on your next visit to Chicago!

10/10 Excellent

Erik

Stayed 1 night in Feb 2024
Response from Beth Anne King on 29 Mar 2024
Thank you Erik

10/10 Excellent

Pablo

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great location!!! Super easy to get to O’Hare using the blue line CTA
Stayed 3 nights in Feb 2024
Response from Staypineapple Manager, Darius McWillie on 7 Feb 2024
Thank you so much for choosing to stay with us. We appreciate your time here. We hope you have a wonderful weekend!

2/10 Terrible

Rachel

Liked: Cleanliness, room comfort
Disliked: Staff & service
Car Vandalized
My car was vandalized while in the care of the valet at StayPineapple. The valet said nothing, I noticed the damage immediately and went back to discuss it with the front desk. They said I'd have to take it up with the valet company - I had to prod them to get the name and contact information of the company. The man running the valet disappeared as soon as he handed me the keys and we were not able to talk to him, despite trying to contact someone in the valet office while on site. Otherwise, the hotel was quite lovely.
Stayed 2 nights in Jan 2024
Response from Beth Anne on 13 Feb 2024
Hi Rachel,Thank you for staying with us recently and taking the time to share your experience. I am so sorry for the damage to your car while using the valet service. And I'm especially sorry that we weren't more helpful with providing contact information and helping get the issue resolved for you. We will address this with the team right away. Thank you for letting me know about the issue so that we can get it addressed.Sincerely,Beth Anne KingGeneral Manager

10/10 Excellent

Al

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Best Staycation ever
Friendly staff adds to the overall good vibe of this cute unique hotel smack dab in the middle of the Loop.
Stayed 1 night in Jan 2024
Response from Staypineapple Manager, Darius McWillie on 2 Feb 2024
Thank you so much for choosing to stay with us. We appreciate your time here. We hope you have a wonderful weekend!

10/10 Excellent

Tamara

Travelled with group
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Best location and staff!
Great hotel! The location is awesome - close to tons of shopping, restaurants and Nightlife. Front desk staff were so kind and personable. Rooms were comfy - two duvets per bed!!! My only complaint is that because it’s a historic building they give you a real key and makes me a bit nervous as a female traveler if the key could be copied. Otherwise top notch!!!
Stayed 3 nights in Jan 2024
Response from Staypineapple Manager, Darius McWillie on 2 Feb 2024
Thank you so much for choosing to stay with us. We appreciate your time here. We hope you have a wonderful weekend!

10/10 Excellent

Dale

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Excellent property with very kind staff. The location is incredibly convenient and was a great value overall. Will likely be staying here again.
Stayed 1 night in Jan 2024
Response from Staypineapple Manager, Darius McWillie on 2 Feb 2024
Thank you so much for choosing to stay with us. We appreciate your time here. We hope you have a wonderful weekend!

10/10 Excellent

Melissa

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Love the robes and bedding, and the large windows in the room. Checkin staff was great—helpful and friendly. Atwood needs more wait staff for the bar or needs to let patrons know they have to order food at the bar.
Stayed 1 night in Jan 2024
Response from Staypineapple Manager, Darius McWillie on 2 Feb 2024
Thank you so much for choosing to stay with us. We appreciate your time here. We hope you have a wonderful weekend!

10/10 Excellent

Ann

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We really enjoyed our stay and would definitely stay again if we were doing something in the Loop. It was a cool hotel—the complimentary drink and cookies were appreciated. Our only complaint was that there was only one reading lamp on the side of the bed, so it was hard for one person to read and the room was a bit dark.
Stayed 1 night in Jan 2024
Response from Staypineapple Manager, Darius McWillie on 2 Feb 2024
Thank you so much for choosing to stay with us. We appreciate your time here. We hope you have a wonderful weekend!

10/10 Excellent

Leslie

Stayed 2 nights in Jan 2024
Response from Staypineapple Manager, Darius McWillie on 2 Feb 2024
Thank you so much for choosing to stay with us. We appreciate your time here. We hope you have a wonderful weekend!

10/10 Excellent

Josefina

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It is right in downtown area which is very convenient.
Stayed 4 nights in Jan 2024
Response from Staypineapple Manager, Darius McWillie on 2 Feb 2024
Thank you so much for choosing to stay with us. We appreciate your time here. We hope you have a wonderful weekend!

10/10 Excellent

Alejandro, Miami Springs

Business traveller
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great experience everything was smooth clean staff very cordial and helpful
Stayed 3 nights in Jan 2024
Response from Staypineapple Manager, Darius McWillie on 2 Feb 2024
Thank you so much for choosing to stay with us. We appreciate your time here. We hope you have a wonderful weekend!

8/10 Good

Jessica

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Stayed 1 night in Jan 2024
Response from Beth Anne on 13 Feb 2024
Thank you Jessica!

10/10 Excellent

Alexander

Business traveller
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Smart, well cared for
The room was nice - the landings on the small floors and the traditional office doors were very cool, wrought iron staircases and the old elevator grills kept the historic building's feel.
Stayed 1 night in Jan 2024
Response from Beth Anne on 19 Jan 2024
Thank you Alexander! We appreciate the 10 out of 10 rating! I'm so glad you enjoyed your stay - we hope to host you again on your next trip to Chicago.

10/10 Excellent

caroline c

Stayed 3 nights in Dec 2023
Response from Staypineapple Manager, Darius McWillie on 7 Feb 2024
Thank you so much for choosing to stay with us. We appreciate your time here. We hope you have a wonderful weekend!