Staypineapple, An Iconic Hotel, the Loop Chicago
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Staypineapple, An Iconic Hotel, the Loop Chicago

No. 8 of Cultural Hotels in Chicago
1 W Washington St, Chicago, Illinois, 60601, United States
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hotel overview picture
Highlights
Ideal location
Lots to do
Pets welcome
Amenities
Gym
Private parking
24-hour front desk
Bar
Restaurant
Taxi booking service
Bicycle rental
Conference room
All amenities
Property Description
StayPineapple Hotels are all unique and special. Staypineapple An Iconic Hotel The Loop is waiting for you in downtown Chicago. We are located in a National Historic building that mingles with the loops most legendary architecture entertainment and business centers. There is no shortage of big city energy at our corner of the street. But when you walk through our doors we turn down the hustle and bustle and play up the intimate old world charm. Stayclean with Staypineapple. Enhanced cleaning with hospital-grade disinfectants zero contact check-in and rooms sealed for your protection.
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9.1/10
Great
The location of the hotel is excellent, with old aristocratic style
All 106 reviews
Surroundings
Metro: Washington
(100m)
Metro: Lake
(200m)
Airport: Midway International Airport
(18.0 km)
Airport: O'Hare International Airport
(28.3 km)
Train: Millennium Station
(440m)
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Overview

Rooms

Guest Reviews

Services & Amenities

Policies

4

Burnham Two Double Mobility Accessible W/Roll-in Shower

2 Double bed
Free Wi-Fi
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Movies
Room Details
Check Availability
5

Burnham 2 Two Queen

2 Queen bed
Free Wi-Fi
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Movies
Room Details
Check Availability
4

Atwood Queen Mobility Accessible W/Tub

1 Queen bed
Free Wi-Fi
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Movies
Room Details
Check Availability
9

Mobility Accessible Deluxe Queen Room with Roll in Shower

1 Queen bed
Has window
Free Wi-Fi
Non-smoking
Refrigerator
Movies
Wardrobe
Heating
Room Details
Check Availability
5

Reliance King Suite Mobility Accessible W/Tub

1 Sofa bed and 1 King bed
Free Wi-Fi
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Movies
Room Details
Check Availability
15

King Suite with Millennium Park View

1 King bed
Has window
Free Wi-Fi
Non-smoking
Private bathroom
Bathtub
Refrigerator
Movies
Room Details
Check Availability
3

Burnham Two Double Mobility Accessible W/Tub

2 Double bed
Free Wi-Fi
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Movies
Room Details
Check Availability
5

Burnham King

1 King bed
Free Wi-Fi
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Movies
Room Details
Check Availability
13

Executive King Suite

1 King bed
Has window
Free Wi-Fi
Non-smoking
Private bathroom
Refrigerator
Movies
Wardrobe
Room Details
Check Availability
5

Atwood Queen

1 Queen bed
Free Wi-Fi
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Movies
Room Details
Check Availability
7

Reliance King Suite

1 King bed
Free Wi-Fi
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Movies
Room Details
Check Availability
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Guest Reviews

9.1/10
Great
106 reviews
  • Cleanliness9.2
  • Amenities9.0
  • Location9.2
  • Service9.2
Average for similar properties in Chicago
Most Mentioned
Review summary
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Comfort and Cleanliness: Rooms are generally clean and comfortable, with amenities such as cozy bedding, adjustable reading lights, and views from higher floors. The hotel maintains a vintage aesthetic with modern comforts, which guests appreciate.(based on 1 review)
G‍u‍e‍s‍t‍ ‍U‍s‍e‍r
October 6, 2025
I had a pleasant stay at Staypineapple. The hotel was conveniently located in the heart of town. It was walking distance to major tourist attractions and 2 train stations. Checking in and out was easy and smooth. The room was clean and spacious. I appreciated the welcome drink and afternoon cookies and coffee. Highly recommended! 
가‍을‍빛‍좋‍아
April 14, 2024
Convenient and safe location for travelling in Chicago. Definitely we will choose and stay again when we visit Chicago again. And wheelchair accessibility was also good. My daughter could stay well by the good and kind people at the hotel.
喻‍生
July 25, 2025
酒店服務周到細緻,行李送上門,代客泊車取車。酒店地理位置十分優越,離各大景點基本在步行30分鐘之內,無需開車。唯一美中不足是沒有酒店自己的停車均
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g‍j‍7‍5‍2
March 22, 2025
床上用品完美,太舒服了,但是Wi-Fi壞了好幾天,以至於我沒網絡,其他都很好,還送了2杯酒
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K‍u‍a‍i‍l‍e‍d‍e‍a‍n‍l‍i‍b‍a‍o‍b‍e‍i
October 15, 2023
酒店位置很好,離湖邊很近,馬路對面就是梅西百貨,塔吉特超市,the baby shop,優衣庫等,離密歇根大街,華麗一公里,博物館也就1-2公里距離,走走就到了。
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w‍u‍g‍e‍n‍y‍o‍u
April 12, 2023
酒店地點極佳,有老貴族風範
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K‍a‍r‍y‍n‍H‍1
October 9, 2025
Another amazing Stay-Pineapple! I stay here every year when I go home to visit Chicago. Can't beat the location and hospitality. But most of all you cannot beat the service and the people. I mentioned that this time I was coming to meet my new grandson to the front desk. The same person has checked me in all 5 years and I'm so sorry and upset that I cannot remember his name right now. But apparently he told someone and when I came back to my room on Saturday afternoon, there was a present on my door. It contained a cute onesie that said " I can't wait to meet you Grandma " on it. And it had little socks and candy. I was so taken aback by this thoughtful gesture. This is the way that a hotel should treat its guest; like their family. I tell everyone I know about this chain and I hope that everyone gets to experience the hospitality and family orientation of Staypineapple.
K‍ ‍W
September 15, 2025
This hotel is in the beautiful Reliance Building, which is iconic on its own. It's location is perfectly central so almost everything we did was walkable. However, the best part of our stay was the staff, who were SO nice and went out of their way to make us feel welcome.

Services & Amenities

Gym
Bar
Restaurant
Conference room
Restaurant
Restaurant
No additional info available
More Amenities
Internet
Parking
Private (exclusively for guests) is available Off-site parking, and Charge, US$75.00 (approx. SAR 281.32) Daily. Reservation not needed.
Transportation
Business services
Front desk services
Languages spoken
Food & drink
Public areas
Health & wellness
Cleaning services
Accessibility
Safety & security

Property Policies

Check-in and Check-out Times
Check-in: after 16:00
Check-out: Before 12:00

Front desk hours: 24/7

Child policies
Children of all ages are welcome at this property.
Additional fees may be charged for children using existing beds. Add the number of children to get a more accurate price.

Cribs and Extra Beds
For all room types, extra beds cannot be added. Crib policies vary according to room type. Please refer to the relevant room type policy.

Pets
Pets are allowedAdditional charge
Types of pets allowed: dogs
Fee: US$25.00 (approx. SAR 93.78) per room per night

Service animals
Service animals are allowed

Age Requirements
The main guest checking in must be at least 18 years old

Paying at the hotel

  • Cash

Property Description

  • Opened: 1999
  • Number of Rooms: 122
Phone:+1-312-9407997
Email:info@staypineapple.com
StayPineapple Hotels are all unique and special. Staypineapple An Iconic Hotel The Loop is waiting for you in downtown Chicago. We are located in a National Historic building that mingles with the loops most legendary architecture entertainment and business centers. There is no shortage of big city energy at our corner of the street. But when you walk through our doors we turn down the hustle and bustle and play up the intimate old world charm. Stayclean with Staypineapple. Enhanced cleaning with hospital-grade disinfectants zero contact check-in and rooms sealed for your protection.

Frequently Asked Questions

What’s the cancellation policy at Staypineapple, An Iconic Hotel, the Loop Chicago?

The cancellation policy at Staypineapple, An Iconic Hotel, the Loop Chicago depends on your room type and booking terms.

What are the check-in and check-out times at Staypineapple, An Iconic Hotel, the Loop Chicago?

Check-in at Staypineapple, An Iconic Hotel, the Loop Chicago starts from 16:00, and the standard check-out time is by 12:00.

Is breakfast available at Staypineapple, An Iconic Hotel, the Loop Chicago?

No, Staypineapple, An Iconic Hotel, the Loop Chicago doesn't provide breakfast.

Are pets allowed at Staypineapple, An Iconic Hotel, the Loop Chicago?

Yes, pets are allowed at Staypineapple, An Iconic Hotel, the Loop Chicago, but it’s recommended to contact the property directly to confirm.

How do I get to Staypineapple, An Iconic Hotel, the Loop Chicago from the nearest airport?

The nearest airport is Midway International Airport, located about about 24 mins from hotel by car (18.0 km) away.

About This Property

Nearest AirportMidway International Airport
Distance to Airport18.46KM
Nearest Train StationMillennium Station
Distance to Train Station0.44KM
Nearest Subway StationWashington
Distance to Subway Station0.1KM
Average Price FromSAR845
Hotel Star Rating4