Staypineapple, An Iconic Hotel, The Loop

Hotels
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StayPineapple Hotels
9 (1508 reviews)
1 West Washington , Chicago , us

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Children allowed
Pets allowed

Facilities

Fitness facilities (surcharge)
Non-smoking rooms
Air conditioning
Restaurant
Pets allowed
Lift / Elevator
Luggage storage
Facilities for disabled guests
Non-smoking throughout
Wheelchair accessible
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 1508 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
K
kawe • family_with_children • us
10
Pros:

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.

2026-02-08 • via Nuitee
E
Evans • extended_group • us
10
Perfection
Pros:

Everything! The hotel was clean, friendly located in a fantastic location. Definitely my next stay when I visit Chicago.

Cons:

Nothing it was perfect and so cute !!!!

2026-01-28 • via Nuitee
B
Bernard • family_with_children • be
9
Pros:

De locatie en de geschiedenis van het hotel. Vriendelijk personeel. Een schitterende hotel als uitvalsbasis om downtown Chicago te verkennen.

Cons:

Klein minpuntje, de douche is een bad met douchekop en gordijn.

2026-01-25 • via Nuitee
M
Marius • couple • it
9
2026-01-22 • via Nuitee
J
Janice • solo_traveller • us
10
The very best staff! They were very helpful and a lot of fun.
Pros:

Beautiful building, cool lobby and bar area, clean rooms with very cozy beds and linens.

Cons:

The only thing I can think of is that the decor in the halls is dark, I prefer lighter colors.

2026-01-21 • via Nuitee
A
Anne • couple • us
10
It was lovely.
Pros:

Breakfast was great. Location was great and the staff at hotel and Atwood were wonderful.

Cons:

Not a thing.

2026-01-20 • via Nuitee
J
Jennifer • solo_traveller • ie
7
2026-01-19 • via Nuitee
S
Sanjay • couple • cl
6
Ubicación excelente, servicio más o menos, tamaño y comodidad de la cama decepcionante.
Pros:

Al llegar a la habitación, nos dimos cuenta que se nos quedó la llave de una de nuestras maletas y llamamos a recepción y enviaron a un ingeniero de forma rápida. Y él fue muy amable y solucionador. Esto fue muy bueno.

La ubicación del hotel es increíble, no puede ser mejor. Esto lo valoramos mucho.

El hotel es muy bonito, en términos de diseño interior.

Restaurant: El restaurant era muy bonito y la comida era rica.

Cons:

Cama: Al hacer la reserva, señalaba que era "1 cama grande", lo cual no era así. La cama era una cama pequeña, donde dos personas pueden dormir pero bien apretadas con poco espacio para moverse. No dormimos cómodos con mi pareja. Y la cama era muy blanda también. Para el precio que pagamos por la habitación, fue decepcionante.

Servicio: La persona en el check-in estaba muy apurado cuando nos entregó la información por lo cual no puede registrarla bien(del café, del desayuno, de los 2 tragos gratis, etc.). Yo después vi que hizo lo mismo con otro cliente que hizo su check-in. No se sintió amabilidad y dedicación. Cuando dices los servicios, tienes que decirlos con hospitalidad, lo cual no existió. Para el precio que pagamos por la habitación, fue decepcionante.

El servicio del restaurant estuvo bien pero algo frío, puede mejorar.

Housekeeping del hotel debería ser todos los días por el precio que pagamos.

2026-01-19 • via Nuitee
J
Julie • family_with_children • us
10
We had a lovely, comfortable stay! My pup, Waffles, my Bro & I had a wonderful stay and will be back! The staff was
Pros:

Loved the location and historic architecture!

Cons:

I wish there was a floor just for dogs to play- like in Seattle's Staypineapple!

2026-01-19 • via Nuitee
C
Catherine • couple • us
9
2026-01-19 • via Nuitee
G
Grace Victoria • solo_traveller • tw
10
2026-01-19 • via Nuitee
V
Vilma • couple • br
10
Excelente experiência
Pros:

Localização

2026-01-19 • via Nuitee
M
Mary • couple • ie
10
2026-01-10 • via Nuitee
M
Marianne • solo_traveller • us
9
Pros:

Pet-friendliness

2026-01-05 • via Nuitee
D
Diana • solo_traveller • fr
10
2026-01-04 • via Nuitee
G
Graham • family_with_children • gb
10
Excellent hotel and staff
Pros:

Location - excellent staff - beautiful rooms

Cons:

Nothing to dislike

2026-01-02 • via Nuitee
M
Mayra • extended_group • us
8
Yearly shopping trip with friends.
Pros:

Location and building character.

Cons:

Price seems a bit high for a location near street shootings ( 2 years of shootings right across the street 2024 and 2025) and 2025 had an additional burnt car. Parking was challenging .Street loud drumming till late at night.

2026-01-02 • via Nuitee
M
Mohammed • couple • ae
6
2026-01-02 • via Nuitee
E
Emily • family_with_children • us
10
Wonderful
Pros:

Everything was great and staff excellent

Cons:

Nothing

2026-01-01 • via Nuitee
C
Chacha Mairo • solo_traveller • de
10
Superb
Pros:

Proximity to many spots in town, clean and cozy.

Cons:

Nothing

2025-12-31 • via Nuitee