Staypineapple, An Iconic Hotel, The Loop

Hotels
•
StayPineapple Hotels
8.9 (1434 reviews)
1 West Washington , Chicago , US
+1 312-940-7997

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Paid
Children allowed

Facilities

Fitness facilities
WiFi available
Free WiFi
Parking
Non-smoking rooms
Air conditioning
Fitness center
24-hour front desk
Heating
Pets allowed
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Review Highlights

Pros:
Excellent, friendly and accommodating staff
Prime central location (near Millennium Park / Art Institute)
Comfortable beds and attractive rooms with great views
Architectural character and historic building
Good on-site restaurant and in-room coffee
Cons:
Carpets reported as not clean and problematic for allergies
No breakfast offered in some stays or breakfast start time considered late
Amenity fee criticized and some amenities (gym) in poor condition
Occasional room maintenance issues (tub, sagging bed, cigarette smell)

Categories

Cleanliness
8.5
Generally reported as very clean in several reviews, but recurring complaints about carpets (not clean, problematic for allergies) and occasional odour/linen issues.
Service
10
Consistently praised across reviews: very friendly, accommodating front desk, staff who quickly resolved room issues and provided excellent restaurant and arrival service.
Location
10
Multiple mentions of an ideal, central location — proximity to Millennium Park, the Art Institute and walkable attractions; described as exceptional and convenient.
Room Quality
8.7
Rooms often described as beautiful with great views, comfortable beds and in-room coffee; some guests reported problems (sagging beds, tub in poor shape, initial room issues) that were sometimes resolved by staff.
Amenities
7.6
Mixed feedback: nice little extras appreciated, but criticisms of the $25 amenity fee, limited/poor gym equipment, single water bottle policy and limited on-site snack/amenity options.
Value for Money
8.2
Perceived as good value by many due to location and service, but some guests felt the property falls short of a 4-star expectation and noted the amenity fee reduced perceived value.
Food and Beverage
8.6
Restaurant and on-site dining receive positive notes (quality of restaurant, good service), but several guests noted lack of hotel breakfast or a late breakfast start time as a downside.
Overall Experience
9.6
Overall very positive stays reported — excellent location, strong service and attractive historic/architectural character — tempered by occasional maintenance/cleanliness issues and amenity criticisms.
* This sentiment is summarized by AI based on user reviews.
Updated at: 2026-11-05 14:12

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.
A deposit may be required at the property.

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

Location

Guest Reviews

8.9
Based on 1434 reviews
Cleanliness: 8.5
Service: 10
Location: 10
Room Quality: 8.7
Amenities: 7.6
Value for Money: 8.2
Food and Beverage: 8.6
Overall Experience: 9.6
Y
Yen-Hsiu • family_with_children • tw
9
2026-10-20 • via Nuitee
E
Eduardo • couple • mx
10
VOLVEREMOS
Pros:

EL HOTEL ESTA GENIAL, ESTILO ANTIGUO PERO A LA VEZ TODO NUEVO Y LIMPIO

2026-10-19 • via Nuitee
A
Andre • family_with_children • de
10
Pros:

Sehr gutes Zimmer. Aussicht fantastisch. Sehr sauber. Sehr freundliches Personal.

Cons:

Kaufangebot für Getränke könnte besser sein.

2026-10-19 • via Nuitee
J
Jeniffer • solo_traveller • br
9
Voltaria
Pros:

Localização e decoração e estrutura art deco

Cons:

Carpete , para quem tem alergia é complexo

2026-10-14 • via Nuitee
N
Nadia • family_with_children • in
10
Pros:

Great staff!

2026-10-14 • via Nuitee
V
Venita • couple • us
10
I absolutely loved my stay, it was comfortable and several staff members made it even more enjoyable.
Pros:

Everything! Location was ideal, service at the restaurant excellent, the front desk staff was accommodating and the room was perfect.

2026-10-13 • via Nuitee
V
vunzed • family_with_children • co
7
2026-10-13 • via Nuitee
M
Margot • couple • fr
7
We had a good stay at the hôtel, staff is Nice, the location is great because everything is at walkable distance. Rooms
Pros:

The location is great, the restaurant Mariela is Nice to have lunch of dinner !

Cons:

The bathroom is a bit old for a 4 stars hôtel. It is a shame that there is no breakfast in the hôtel

2026-10-10 • via Nuitee
J
Jean-Claude • solo_traveller • fr
10
Pros:

Emplacement exceptionnel au cœur de The Loop, cachet de l'architecture de l'hôtel, qualité de la restauration

Cons:

Heure d'ouverture du petit-déjeuner un peu tardive à 8h

2026-10-09 • via Nuitee
A
Ariana • couple • il
6
2026-10-07 • via Nuitee
H
Hilde en Eric • couple • us
9
2026-09-08 • via Nuitee
F
Frances • extended_group • us
9
Perfect location and comfy beds
Pros:

I was disappointed the breakfast wasn’t more of a big deal.

Cons:

Actually, it was all good!

2026-09-05 • via Nuitee
A
A.Gioberto • solo_traveller • nl
9
2026-09-05 • via Nuitee
T
Tony • solo_traveller • gb
8
2026-09-03 • via Nuitee
H
Hazel • extended_group • us
8
Convenient
Pros:

Convenient location

Cons:

Not really clean carpet

2026-09-03 • via Nuitee
S
Susan • solo_traveller • us
9
We loved our stay at the Staypineapple!
Pros:

Proximity to Millennium Park and the Art Institute. Icon hotel.Architectural details. Easy access to amenities.

2026-09-03 • via Nuitee
D
Desiree • couple • us
10
2026-09-03 • via Nuitee
J
jennifer • couple • us
10
2026-09-01 • via Nuitee
P
Papik • couple • hu
8
2026-08-30 • via Nuitee
J
Jennifer • family_with_children • pr
10
2026-08-29 • via Nuitee