Staypineapple, An Iconic Hotel, The Loop

Hotels
•
StayPineapple Hotels
9 (1580 reviews)
1 West Washington , Chicago , us

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Children allowed
Pets allowed

Facilities

Fitness facilities (surcharge)
Parking
Non-smoking rooms
Air conditioning
Restaurant
Pets allowed
Lift / Elevator
Luggage storage
Facilities for disabled guests
Non-smoking throughout
See all facilities

Review Highlights

Pros:
Excellent location
Friendly staff
Well-maintained hotel
Cons:
Price concerns
Small room size
Missing amenities

Categories

Cleanliness
8.89
Multiple reviews mention the hotel is well maintained and clean.
Service
9.36
Numerous reviews highlight excellent and friendly staff.
Location
9.9
Guests repeatedly praise the fantastic location.
Room Quality
8.85
Rooms described as beautiful but some mention small size.
Amenities
8.38
Some concerns about missing comfort items in the room.
Value for Money
8.34
Some guests feel the price is high considering certain issues.
Food and Beverage
8.89
Breakfast and restaurant service received positive feedback.
Overall Experience
9.36
Overall satisfaction is high with many positive remarks.
* This sentiment is summarized by AI based on user reviews.
Updated at: 2026-01-06 21:54

Property Description

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!

Important information:

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.

Check-in and check-out hours:
Check-out: 12:00 PM
Airport code: ORD

Property Policies

  • Children and extra bed policy

    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

    Pets are allowed. Charges may be applicable.

  • Internet

    WiFi is available in the hotel rooms and is free of charge.

  • Groups

    When booking more than 9 rooms, different policies and additional supplements may apply.

  • Parking

    Private parking is possible at a location nearby (reservation is not needed) and costs USD 75 per day.

Location

Guest Reviews

9
Based on 1580 reviews
Cleanliness: 8.89
Service: 9.36
Location: 9.9
Room Quality: 8.85
Amenities: 8.38
Value for Money: 8.34
Food and Beverage: 8.89
Overall Experience: 9.36
P
Pauline • couple • us
10
We were comfortable and centrally located
Pros:

Cozy, comfortable, the beds were super comfortable

Cons:

Bathrooms could use an upgrade

2026-06-02 • via Nuitee
H
hellomoto88 • Family • Ipswich, Massachusetts
10
Wonderful!
Pros:

We went to New York to celebrate my daughter's 30th birthday, and we had a great stay. The hotel location was perfect: around the block from the train station, close to many attractions and restaurants, and tons of retail stores on the same street. The room was very quiet and clean. The front desk was very friendly and helpful. They even left a cute surprise for my daughter. Thanks for a great trip!

2026-05-29 • via Tripadvisor
T
Tsuyoshi • solo_traveller • jp
9
シカゴの思い出を華麗に彩る額縁🖼️
Pros:

立地が抜群です！
そしてシカゴ建築の象徴・あのシカゴ窓から眺めるループ内の景色は何ものにも代え難い至福。シカゴに何度も行けるならここじゃなくても良い。
でも一生に一度のシカゴなら僕はここを勧める。

Cons:

ぬいぐるみはいらないかも笑

2026-05-28 • via Nuitee
B
Brianna • couple • us
10
2026-05-27 • via Nuitee
M
MeganinMSP • Family • Minneapolis, Minnesota
10
The staff is fantastic!
Pros:

100/100! Another fantastic stay where the staff went above and beyond. We’ve stayed here multiple times and everyone is always so friendly and helpful. They surprised us with some extras this trip and the timing couldn’t have been more perfect given some stressful events the week prior. The new restaurant is great and as always the location can’t be beat. Love staying in a historical hotel and look forward to a return stay late summer.

2026-05-25 • via Tripadvisor
L
Lyz • couple • br
9
2026-05-25 • via Nuitee
J
JOSE ANTONIO • solo_traveller • es
9
2026-05-24 • via Nuitee
M
Michelle • solo_traveller • us
8
Cons:

They use old fashioned keys, so the elevators to guest rooms are unsecured.

2026-05-20 • via Nuitee
F
Fabio • solo_traveller • br
10
2026-05-19 • via Nuitee
H
Heather • couple • us
10
Pros:

The staff was super friendly

Cons:

No parking

2026-05-18 • via Nuitee
J
Josefina • couple • us
9
Great location, helpful staffand the food at Mariela’s was amazing.
Pros:

Clean and helpful staff

Cons:

Na

2026-05-18 • via Nuitee
S
sasultan • Couples
10
Perfect location.
Pros:

Super friendly staff
The best Ubication

2026-05-17 • via Tripadvisor
C
Carmen • couple • us
8
2026-05-14 • via Nuitee
S
Stay12231095880 • Family
8
Very pleasantly surprised.
Pros:

To be honest i was not aware of Staypineapple hotel chain till we planned a Mother's Day weekend in Chicago.
I loved the location being so central to the attractions in The Loop. Everything is within walking distance.
The bed and the duvet were divine.
Very pleasantly surprised

2026-05-12 • via Tripadvisor
R
Robin • couple • us
10
Peaceful and convient place to stay.
Pros:

I loved the view. The gentleman that checked us in was very nice. The room was quiet. We really liked how well the hotel had been maintained over the years.

Cons:

No complaints the hotel was beautiful.

2026-05-11 • via Nuitee
R
Reinaldo Augusto • couple • br
9
Ótima.
Pros:

A localização

Cons:

Falta um restaurante em funcionamento para os hóspedes

2026-05-11 • via Nuitee
A
Anna • extended_group • pl
8
2026-05-11 • via Nuitee
T
Tajia • couple • us
10
2026-05-11 • via Nuitee
Y
Yebandz • couple • us
4
The stay was good but the staffs was giving me hard time about my stay because the email they sending me wasn’t letting
Pros:

It was clean.

Cons:

Some staffs.

2026-05-10 • via Nuitee
G
Gretchen • couple • us
9
Pros:

Unique and historic

2026-05-09 • via Nuitee