Staypineapple, An Iconic Hotel, the Loop Chicago
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Staypineapple, An Iconic Hotel, the Loop Chicago
No.10 of Cultural Hotels in Chicago
1 W Washington St, Chicago, Illinois, 60601, United States
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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
The location of the hotel is excellent, with old aristocratic style
All 104 reviews
Surroundings
Metro: Washington
(100m)
Metro: Lake
(210m)
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

12
Mobility Accessible Deluxe Two Double Room with Roll in Shower
2 Double bed
Has window
Free Wi-Fi
Non-smoking
Refrigerator
Movies
Wardrobe
Heating
Check Availability

14
Deluxe Queen Room
1 Queen bed
Has window
Free Wi-Fi
Non-smoking
Private bathroom
Bathtub
Refrigerator
Movies
Check Availability

9
Mobility Accessible Deluxe Queen Room with Tub
1 Queen bed
Has window
Free Wi-Fi
Non-smoking
Refrigerator
Movies
Wardrobe
Heating
Check Availability

10
Mobility Accessible Deluxe Queen Room with Roll in Shower
1 Queen bed
Has window
Free Wi-Fi
Non-smoking
Refrigerator
Movies
Wardrobe
Heating
Check Availability

11
Mobility Accessible Executive King Suite with Tub
1 King bed and 1 Sofa bed
Has window
Free Wi-Fi
Non-smoking
Refrigerator
Movies
Wardrobe
Heating
Check Availability

13
Deluxe King Room
1 King bed
Has window
Free Wi-Fi
Non-smoking
Private bathroom
Bathtub
Refrigerator
Movies
Check Availability

15
King Suite with Millennium Park View
1 King bed
Has window
Free Wi-Fi
Non-smoking
Private bathroom
Bathtub
Refrigerator
Movies
Check Availability

11
Deluxe Two Queen Room
2 Queen bed
Has window
Free Wi-Fi
Non-smoking
Private bathroom
Bathtub
Refrigerator
Movies
Check Availability

14
Executive King Suite
1 King bed
Has window
Free Wi-Fi
Non-smoking
Private bathroom
Refrigerator
Movies
Wardrobe
Check Availability

7
Reliance King Suite
1 King bed
Free Wi-Fi
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Movies
Check Availability

11
Mobility Accessible Deluxe Two Double Room with Tub
2 Double bed
Has window
Free Wi-Fi
Non-smoking
Refrigerator
Movies
Wardrobe
Heating
Check Availability
Hide Room Types
Guest Reviews
9.1/10
Great
104 reviews

- Cleanliness9.1
- Amenities9.0
- Location9.1
- Service9.1
Average for similar properties in Chicago

AI Summary
Conveniently located near attractions, dining, and transportation, the accommodation offers exceptional service from friendly, helpful staff, complimentary treats, and delicious dining options.

gj752
March 22, 2025
The bedding was perfect and very comfortable, but the Wi-Fi was broken for several days, so I had no internet, everything else was good, and they gave me 2 glasses of wine
Original TextTranslation provided by Google

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.

Kuailedeanlibaobei
October 15, 2023
The hotel is in a very good location, very close to the lake. Across the street is Macy's, Target, the baby shop, Uniqlo, etc. It's just one kilometer away from Michigan Avenue, and the museum is only 1-2 kilometers away. It's just a walk away. arrive.
Original TextTranslation provided by Google

wugenyou
April 12, 2023
The location of the hotel is excellent, with old aristocratic style
Original TextTranslation provided by Google

Guest User
July 31, 2025

Great communication pre visit with the option of checking in via phone. Warmly welcomed by desk staff member upon arrival. Room was clean with all amenities advertised. We were there to see Beauty and the Beast at the theatre, so they surprise us with a rose balloon, a photo frame with a page in it with our name, and chocolates ! The room attendant also made a towel rose on our bed. Lots of personal touches you don't get elsewhere. Beds VERY comfortable, lots of plugs as well as USB ports. Unique architecture you can't find elsewhere ! Staff very friendly and helpful ! Bus stop right across the street. Loved the afternoon pineapple cookies in the lobby. They also have bikes to use, but we didn't have time to do that.

Guest User
July 29, 2025

El hotel es muy bonito, un edificio antiguo restaurado, antiguos consultorios medicos que ahora son bonitas habitaciones con hermosa vista al loop. No obstante, el hotel ha cobrado sin autorizacion cargos en la tarjeta, el personal no es muy amigable y no responden a tus consutas. Fui al hotel con todo pago a traves de Priceline, puse la tarjeta como garantia, pero luego del checkout aparecio un cargo no realizado y tampoco respondieron a mis reclamos.
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Guest User
July 25, 2025

My recent visit at Staypineapple was fantastic! The service was impeccable, the rooms were so cute and it was near everything! We were right in the heart of downtown Chicago. The staff was so nice and friendly. The person at the front desk named DJ was so nice. He gave us great recommendations on things to do and the nightlife if you visit Chicago you must stay here. It’s a historic building that was turned into a hotel and it still has those unique historic features and characteristics. The restaurants food was also great if you happen to be in Chicago, please ensure that you stay at this hotel.

Guest User
July 23, 2025

Kultiges Hotel in guter Lage nähe Millenium Park. Die Sehenswürdigkeiten sind mit öffentlichen Verkehrsmitteln sehr gut zu erreichen. Der Fitnessraum ist klein und gut ausgestattet. Das Personal ist freundlich und sehr hilfsbereit.
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Services & Amenities
Most Popular Amenities
Gym
Private parking
Additional charge
24-hour front desk
Bar
Restaurant
Taxi booking service
Bicycle rental
Conference room
Additional charge
Multi-function room
Wi-Fi in public areas

Gym

Bar

Restaurant

Conference room
Restaurant
Restaurant
No additional info available
More Amenities
Internet
Wi-Fi in public areas
Parking
Private (exclusively for guests) is available Off-site parking, and Charge, US$75.00 (approx. PHP 4,363.11) Daily. Reservation not needed.
Private parking
Additional charge
Valet parking
Transportation
Taxi booking service
Bicycle rental
Front Desk Services
24-hour front desk
Luggage storage
Languages Spoken
English
Food & Drink
Bar
Lobby bar
Health & Wellness
Gym
Public Areas
No smoking in public areas
PA and sound system
Elevator
Cleaning Services
Laundry service (on-site)
Business Services
Multi-function room
Conference room
Additional charge
Fax/copying service
Accessibility
Accessible rooms available
Safety & Security
First aid kit
Fire alarm
Smoke detector
Fire extinguisher
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. PHP 1,454.37) 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
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 is the cancellation policy for Staypineapple, An Iconic Hotel, the Loop Chicago?
The cancellation policy for Staypineapple, An Iconic Hotel, the Loop Chicago varies depending on the type of room and booking conditions.What is the cancellation policy for Staypineapple, An Iconic Hotel, the Loop Chicago?
What are the check-in and check-out times at Staypineapple, An Iconic Hotel, the Loop Chicago?
Standard check-in time at Staypineapple, An Iconic Hotel, the Loop Chicago is 16:00 and check-out time is 12:00.What are the check-in and check-out times at Staypineapple, An Iconic Hotel, the Loop Chicago?
Does Staypineapple, An Iconic Hotel, the Loop Chicago provide breakfast?
No, Staypineapple, An Iconic Hotel, the Loop Chicago doesn't provide breakfast. Does Staypineapple, An Iconic Hotel, the Loop Chicago provide breakfast?
Can I bring my pet inside the Staypineapple, An Iconic Hotel, the Loop Chicago?
Pets are allowed on request at Staypineapple, An Iconic Hotel, the Loop Chicago. Charges may be applicable.Can I bring my pet inside the Staypineapple, An Iconic Hotel, the Loop Chicago?
How far is the Staypineapple, An Iconic Hotel, the Loop Chicago from the closest airport?
The closest airport is Midway International Airport, and it is about 22 mins from hotel by car (18.0 km).How far is the Staypineapple, An Iconic Hotel, the Loop Chicago from the closest airport?
About This Property
Nearest Airport | Midway International Airport |
---|---|
Distance to Airport | 18.47KM |
Nearest Train Station | Millennium Station |
Distance to Train Station | 0.44KM |
Nearest Subway Station | Washington |
Distance to Subway Station | 0.1KM |
Average Price From | PHP23093 |
Hotel Star Rating | 4 |