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+1 (888) 385-68281,129 reviews
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$1061 W. Washington Street, Chicago, 60601, Illinois, United States
1,129 reviews
1/45
Restaurant
Free wifi
Fitness center
Streaming service (like Netflix)
Air conditioning
Bar
24-hour front desk
Non-smoking rooms
Welcome to Staypineapple, An Iconic Hotel, located in the vibrant city of Chicago, Illinois. This 4-star hotel is situated in The Loop, just 4.1 kilometers from the city center. With 1129 rave reviews, you can trust that your stay here will be nothing short of exceptional.
Starting at just $106, Staypineapple offers a range of amenities to make your stay comfortable and enjoyable. The hotel is pet-friendly, so you can bring your furry friend along for an extra charge. You'll also have access to private parking, free WiFi, and a 24-hour front desk for any of your needs. The hotel features a bar and restaurant, perfect for relaxing and indulging in delicious meals and refreshing drinks. Staypineapple also offers a free fitness center, so you can stay active during your stay.
The rooms at Staypineapple are thoughtfully designed and equipped with all the essentials. With air conditioning, free toiletries, a bathtub, and a flat-screen TV, you'll have everything you need for a comfortable stay. The hotel is also wheelchair accessible, ensuring that all guests can enjoy their stay. Daily housekeeping is provided, and additional amenities such as bicycle rental and dry cleaning are available for an extra charge.
Enjoy a delightful stay at Staypineapple, An Iconic Hotel, and experience true comfort and convenience in the heart of The Loop. Book your stay today!
When it comes to dining options, Staypineapple has you covered with their on-site restaurant, Atwood. This modern restaurant offers a delightful dining experience with its American cuisine. Whether you're in the mood for a hearty breakfast, a satisfying lunch, or a delicious dinner, Atwood has something to satisfy every palate. With its convenient location within the hotel, you can enjoy a scrumptious meal without even stepping foot outside.
At Staypineapple, you have a variety of payment options to choose from. Cash is not accepted, but you can easily pay with Discover, Mastercard, Diners Club, Visa, American Express, or UnionPay. This flexibility makes it convenient for you to settle your bill and enjoy a hassle-free stay.
Now, let's talk about the room types available at Staypineapple. From the cozy Deluxe Double Room to the spacious Executive King Suite, there's a room to suit every traveler's needs. The rooms are beautifully designed and equipped with essential amenities such as air conditioning, free toiletries, a bathtub, and a flat-screen TV. Plus, with daily housekeeping, you can always expect a clean and comfortable space to return to after a day of exploring the city.
Come and experience true comfort and convenience at Staypineapple, An Iconic Hotel. Whether you're traveling with a pet, enjoying a delicious meal at Atwood, or settling in for a restful night in one of their thoughtfully designed rooms, your stay at Staypineapple will be one to remember. Book your stay today and get ready to indulge in the best that The Loop has to offer!
Closest airports
Chicago Midway International Airport
9miChicago O'Hare International Airport
15.7miRestaurant
Free wifi
Fitness center
Streaming service (like Netflix)
Air conditioning
Bar
24-hour front desk
Non-smoking rooms
Wheelchair accessible
Elevator
Show 6 photos
Millennium Suite, Park View
1 King Size Bed
395 sqft
Flat-screen TV
Streaming service (like Netflix)
Refrigerator
Tea/Coffee maker
+
More details
Welcome to our Millennium Park King Suite, a spacious 398 sqft suite designed to accommodate 4 adults and 3 children comfortably. Unwind in the sitting area or enjoy the modern amenities such as the flat-screen TV, coffee machine, and refrigerator. With a luxurious king-size bed and a range of other comforts, your stay with us is bound to be memorable.
Show 4 photos
Deluxe, 2 Queen Size Beds
2 Double Beds
175 sqft
Flat-screen TV
Streaming service (like Netflix)
Refrigerator
Tea/Coffee maker
+
More details
Indulge in the spacious tranquility of our Deluxe Double Room, offering 172 sqft of elegant comfort. Relax with your loved ones as this room accommodates 4 adults and 3 children. Enjoy your favorite shows on a flat-screen TV, unwind in a relaxing bathtub, and start your day off right with a freshly brewed cup of coffee from the in-room coffee machine.
Show 6 photos
Millennium Suite
1 King Size Bed
Free wifi
Flat-screen TV
Refrigerator
Tea/Coffee maker
+
More details
Show 5 photos
Executive Suite, Accessible
1 King Size Bed
1 Sofa Bed
395 sqft
Flat-screen TV
Streaming service (like Netflix)
Refrigerator
Tea/Coffee maker
x8
+
x5
More details
Show 5 photos
Executive Suite
1 King Size Bed
395 sqft
Flat-screen TV
Streaming service (like Netflix)
Refrigerator
Tea/Coffee maker
+
More details
Show 4 photos
Atwood, Queen Size
1 Queen Size Bed
Pet Friendly
Non-smoking rooms
Wheelchair accessible
+
More details
Show 4 photos
Queen Room, Accessible
1 Queen Size Bed
170 sqft
Flat-screen TV
Streaming service (like Netflix)
Refrigerator
Tea/Coffee maker
x4
+
x3
More details
Show 4 photos
Deluxe, Queen Size, Accessible
1 Queen Size Bed
175 sqft
Wheelchair accessible
+
More details
Show 4 photos
Deluxe, King Size
1 King Size Bed
180 sqft
Flat-screen TV
Streaming service (like Netflix)
Refrigerator
Tea/Coffee maker
x4
+
x3
More details
Show 4 photos
Deluxe, Queen Size
1 Queen Size Bed
175 sqft
Flat-screen TV
Streaming service (like Netflix)
Refrigerator
Tea/Coffee maker
x4
+
x3
More details
Show 4 photos
Deluxe, 2 Double Beds, Accessible
2 Double Beds
Wifi
More details
Deluxe Suite
1 King Size Bed
375 sqft
Free wifi
Minibar
Flat-screen TV
+
More details
8.8
1,129 reviewsCategories of assessments
Cleanliness
Comfort
Location
Facilities
Staff
Value for money
WiFi quality
Featured reviews:
Carol
10
July 2024
Very interesting old building. Had been renovated in a way that effectively mixed the old structure and materials with new. The staff was excellent. They helped us so much. Location was fantastic.
Room was very small. Too many pillows and nowhere to put them. No place to put luggage to unpack. Price was high (but so were all prices in Chicago). Didn't like $50 per day charge for WiFi, water bar+metal water bottle, borrowing bicycles, and a couple of other optional items. Those should either have been free or charged only if used.
Robert
8.2
May 2025
Location was excellent. Hotel was beautifully renovated to honor the historic nature of the building. Large windows with great a view down State Street to the Marshal Field building and Chicago Theater.
The price was way more than we have ever spent in fifty plus years of international travel. Our “deluxe” king room was very small as was the bathroom. I felt the $24.95 Daily Amenity Charge (for a coffee maker, 1 bottle of water and a welcome drink) that was sprung on us when we checked in was inexcusable when paying $600/night. That fee was never listed in the booking description. Our three night stay was almost $1800. which is crazy since there is no complimentary anything such as breakfast or a pool/health facility just a sugar cookie in the afternoon. We had to stay there due to other family members in town for a grandchild’s graduation. I would never stay there again due to the expense.
Elias
9.1
January 2025
Had a great time at the StayPineapple in downtown Chicago. The hotel is perfectly located for some urban exploration of The Loop. Most tourist hotspots were within walking distance, and the subway (just a 2-minute walk away from the hotel) made it easy enough to visit the attractions further out. During our 4-night stay we had no complaints about the room either. While the bed was not oversized, it was comfortable, and the air conditioning was efficient in cooling down or warming up the room. The building shows its age, especially in the bathroom facilities, but – at least for us – that only adds to the charm and character of this hotel. We did not try the breakfast or the restaurant, so no comment there. Overall we had a 5-star experience and the hotel lived up perfectly to our expectations. We wouldn’t hesitate to book again.
Keith
9.1
January 2025
I love the location of the hotel. You really feel in the thick of things. Since it was the holidays, the decorations were really fun. I appreciate the little touches like cookies in the afternoon. The public area is comfortable and was very cozy despite the cold weather. I love the whole vibe of the hotel. Best hotel beds I've ever slept in! Also, I had a great view of the NYE fireworks from my window!
The room was a little dark. It could benefit from another lamp or two. The surrounding area is pretty noisy with street musicians etc. (although that is part of the excitement of being in a big city).
Tommi
10
May 2025
I did not have high expectations, mostly due to rhe name. The name sounded really odd and gave a weird, budget hotel vibe. But I will definitely stay here again. The staff of the restaurant and reception were friendly. The room had high ceilings and spectacular views. The desk was for once by the window and not against the wall. Breakfast is great. And the renovation of the building has been done with great taste.
It’s a small thing but the coffee at breakfast was cold to lukewarm. Small thing and could have said something about it.
Tanada
10
August 2024
We booked a red eye flight and got to the hotel before check in and their staff was able to get us a room much earlier. Darnell is amazing staff, very friendly, and gave us we needed for our stay. Also we had a great view from our room which overlooked the chicago theater sign. Thank you very much
The water in the bathroom/shower kind of felt unhealthy. I think it could be from the old pipes in the building that the water tasted like rust or iron substance. I hope they can check these pipes out or even the shower lines.
Thiago
8.2
January 2024
The hotel is extremely well located. Close to Chicago's main tourist attractions. It is located on a street with several shopping options and in front of a shopping center that gives access to Pedway (very important during the harsh winter period). The hotel is also next to the metro station. The hotel restaurant is very good and cozy.
The room is small and the double bed is not comfortable and too small for a couple. Despite being a room with two (small) double beds, it can accommodate only two people reasonably comfortably.
Mahua
9.1
November 2024
The Vibrant Location. All major shopping store nearby. Millennium Park and River Walkway is at walking distance including the Broadway Theatres like Chicago etc!
No help to get you in the hotel when you arrive with luggages. You are dropped at the road with heavy suitcases and then you have to mange them while opening two heavy doors. Hospitality and warmth to welcome is missing! They don’t even offer to take your luggages upstairs. Very basic hospitality is missing compared to the price you are paying.
Agnieszka
8.2
December 2023
Location is a big plus, convieniently accesible by blue train coming form the O'hare airport. Everything is nearby, millenium park, shopping and bus stops are around to easy access Navy Pier and 360 Chicago also walking distance to Wilis Tower for skydeck experience. Bed was suuuper comfy!!!
A good bit of noise coming form the L train line which is very is very close but this is not hotel fault. Heating vent directly over the bed was uncomfortable to sleep with hot air and room was too cold when the heat was off. No kettle in the room.
Timothy
8.2
September 2024
We've stayed here several times. The location is terrific and we love the building. The rooms are quite comfortable and the views of the city are great.
The hotel seems to be struggling a bit. The restaurant was largely empty, even during a holiday weekend. The room was only cleaned once in four nights and the towels were never replaced. The "resort fee" include unlimited (!) water and coffee. Yet we had to ask at the front desk for coffee pods - twice. Please stock your rooms adequately.
Attractions
Marquette Building
0.2miChicago Board of Trade Building
0.4miHarold Washington Library Center (Chicago Public Library)
0.5miChicago River
0.5miChicago Pedway
0.7miShedd Aquarium
1.3miChicago Chinatown
2.1miPrairie Avenue Historic District
2.1miUnited Center
2.4miChicago Loop
3miTrickery
4.4miWrigley Field
4.7miWrigleyville
4.8miUniversity of Chicago
6.6miJackson Park
7.1miAttractions
Marquette Building
0.2miChicago Board of Trade Building
0.4miHarold Washington Library Center (Chicago Public Library)
0.5miChicago River
0.5miChicago Pedway
0.7miShedd Aquarium
1.3miChicago Chinatown
2.1miPrairie Avenue Historic District
2.1miUnited Center
2.4miChicago Loop
3miTrickery
4.4miWrigley Field
4.7miWrigleyville
4.8miUniversity of Chicago
6.6miJackson Park
7.1miAirports
Chicago Midway International Airport
9miChicago O'Hare International Airport
15.7miAtwood
Cuisines
Ambiances
Restaurant
Free wifi
Fitness center
Streaming service (like Netflix)
Air conditioning
Bar
24-hour front desk
Non-smoking rooms
Wheelchair accessible
Elevator
Accessibility
Auditory guidance
Toilet with grab rails
Visual aids (Braille)
Visual aids (tactile signs)
Wheelchair accessible
Activities
Bicycle rental
Bathroom
Bathtub or shower
Hairdryer
Shower
Business Facilities
Meeting/Banquet facilities
Cleaning Services
Daily housekeeping
Food & Drink
Bar
Restaurant
Tea/Coffee maker
Front Desk Services
24-hour front desk
Baggage storage
Invoice provided
General
Air conditioning
Elevator
Facilities for disabled guests
Heating
Hypoallergenic room available
Non-smoking rooms
Pet basket
Pet bowls
Pet Friendly
Smoke-free property
Internet
Free wifi
Kitchen
Refrigerator
Living Area
Desk
Sitting area
Media & Technology
Flat-screen TV
Streaming service (like Netflix)
Parking
Private Parking
Physical distancing
Cashless payment available
Safety & security
Fire extinguishers
Key access
Safe
Smoke alarms
Safety features
First aid kits available
Spa
Fitness
Fitness center
From 16:00
Guests are required to show a photo identification and credit card upon check-in
Until 12:00
Pets are allowed. Charges may apply.
WiFi is available in the hotel rooms and is free of charge.
The minimum age for check-in is 18
Come and go whenever you want
Private parking is available at a location nearby (reservation is not needed) and costs USD 75 per day.
Reservations
Call us for our best daily rates
+1 (888) 385-6828Child policies
Children of all ages are welcome.
Children 18 and above will be charged as adults at this property.
To see correct prices and occupancy info, add the number and ages of children in your group to your search.
Crib and extra bed policies
No capacity for extra beds or cribs.
Cash
Visa,
Diners Club,
American Express,
Discover,
Mastercard,
UnionPay
This property does not accept cash.
Does Staypineapple, An Iconic Hotel, The Loop have accommodations for guests with pets?
Yes, you can stay with your pet at Staypineapple, An Iconic Hotel, The Loop. However, please note that charges may apply for bringing your pet.
When are the check-in and check-out times for Staypineapple, An Iconic Hotel, The Loop?
Staypineapple, An Iconic Hotel, The Loop welcomes guests for check-in at 04:00 PM and the departure or check-out time is set at 12:00 PM.
Is there parking available at Staypineapple, An Iconic Hotel, The Loop?
Yes, there is parking available at Staypineapple, An Iconic Hotel, The Loop. The parking is private and located near the hotel. It costs $75 per day and no reservation is required.
What's the nightly rate at Staypineapple, An Iconic Hotel, The Loop?
Room rates at Staypineapple, An Iconic Hotel, The Loop initiate from $106. Yet, variations occur based on your room and date preferences. For exact rates, please insert your travel dates.
What are the room types available at Staypineapple, An Iconic Hotel, The Loop?
The hotel offers a variety of room types including Double, Suite, and Quadruple rooms. Occupancy ranges from 2 adults and 1 child to 4 adults and 3 children. Smoking is not allowed in any of the rooms. Bed sizes include Double, Queen, and King. Room sizes range from 172 sqft to 398 sqft.
What is there to do in Staypineapple, An Iconic Hotel, The Loop?
Guests at Staypineapple, An Iconic Hotel, The Loop can spend their time enjoying the leisure amenities the hotel has to offer. They can start their day at the fitness center, which is available for their use. For guests who prefer outdoor activities, the hotel offers bicycle rental, allowing them to explore the surrounding area at their own pace.
When it comes to dining, guests don't have to venture far, as the hotel boasts an on-site restaurant called Atwood. With its modern ambiance and American cuisine, guests can indulge in flavorful dishes without having to leave the comfort of the hotel.
Overall, guests have the opportunity to stay active and enjoy delicious meals, providing them with a well-rounded experience during their stay at the hotel.
Does Staypineapple, An Iconic Hotel, The Loop feature its own restaurants?
Yes, the hotel has a restaurant on-site named Atwood. Atwood offers a modern ambiance and serves American cuisine.
Does Staypineapple, An Iconic Hotel, The Loop accept credit cards?
Staypineapple, An Iconic Hotel, The Loop does not accept cash as a payment method. However, they do accept credit cards such as Discover, Mastercard, Diners Club, Visa, American Express, and UnionPay.
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