Staypineapple, An Iconic Hotel, The Loop

Hotels
•
StayPineapple Hotels
9 (1658 reviews)
1 West Washington , Chicago , US
+1 312-940-7997

listing image 1
Show all photos
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
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.
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

9
Based on 1658 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
H
Hilde en Eric • couple • us
9
2026-09-08 • via Nuitee
A
A.Gioberto • solo_traveller • nl
9
2026-09-05 • 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
H
Hazel • extended_group • us
8
Convenient
Pros:

Convenient location

Cons:

Not really clean carpet

2026-09-03 • via Nuitee
T
Tony • solo_traveller • gb
8
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
K
Katarzyna • solo_traveller • pl
9
Very nice stay! I can recommend this hotel to all travelers.
Pros:

Beautiful room with nice view and coffee machine. Excellent, helpful staff.

Cons:

There was a problem with the room at the beginning. But the staff solved that problem immediately - I got another excellent room with beautiful view. Thank you!
It's a pity that the hotel doesn't serve breakfast.

2026-08-25 • via Nuitee
J
Jeff • couple • us
9
Good location, nice historic building with large windows and high ceilings, cool in-room coffee system.
Pros:

Big windows cool coffee pot

2026-08-25 • via Nuitee
A
Antoine • solo_traveller • nl
9
2026-08-24 • via Nuitee
T
Tamara • couple • us
9
Great Stay!
Pros:

The beds were so comfortable, the staff was amazing, and the location was excellent. The little extras were so sweet. I also loved the shampoo, which I rarely say!

Cons:

I would have liked an option for a quick snack, but there were plenty of places close by.

2026-08-23 • via Nuitee
S
Steven • family_with_children • us
10
2026-08-21 • via Nuitee
C
CJ_F3891CI • Business • Austin, Texas
4
Know what you're getting
Pros:

If you are looking for a 2-star hotel, this is a great stay. If you are expecting 4-star, you will be deeply disappointed, at best. Great staff - so friendly, accommodating, and efficient. For a 2-star hotel, they seek to add some fun, appreciated touches (the wine and cookies at arrival were a godsend after a long travel day). I appreciated the robe, charging station at the desk, and that the heat worked well. For a 4-star, however, tougher experience. The $25 amenity fee is for a the glass of wine and afternoon cookies, bike rental which I bet few ever use, a single water bottle that you then can fill up with a tap downstairs, and a gym with broken equipment, a single dirty mat, and a weight set missing half its weights (including 20s and 25s). For that, you shouldn't list out that there are amenities, just include that in the total cost. The carpet feels dirty and is just right on top of a hard floor. The tub was in really poor shape. Multiple plugs didn't work or were pushed into the wall. The bed was sagging into a U and my bedding smelled of cigarette smoke. And I wish they were more clear on whether the blankets you get instead of a top sheet are laundered after ever guest. I also feel like the physical key with just a deadbolt is not the safest setup for a hotel room.. As I was leaving, the historic elevators had gone down, too - very grateful that was after my stay, but I feel stressed on behalf of the current guests and housekeeping staff. Great location and good vibes for 2-stars (I do want to give one more shout out to a great staff), but really not great for anything beyond that.

2026-08-20 • via Tripadvisor
J
James • solo_traveller • us
9
2026-08-20 • via Nuitee
M
Mei • couple • us
8
2026-08-19 • via Nuitee
C
Carol • couple • us
10
A nice experience! Well positioned, great breakfast lovely rooms and nicely appointed
Pros:

Location iconic beautifully presented

Cons:

One of the lights didn't work and it would have been nice if there were two drinking flasks instead of one.

2026-08-18 • via Nuitee
J
jeffp576 • Family • Saint Louis, Missouri
10
Simply a great stay!
Pros:

Wonderful weekend stay. Unique, eclectic hotel with great location - close to great restaurants, parks and metro stations. Particularly appreciate the especially helpful, friendly front desk staff. Rooms were, comfortable, clean and well appointed.

2026-08-17 • via Tripadvisor