Facade/entrance in Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

Hotel Highlights

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 1137 rave reviews, you can trust that your stay here will be nothing short of exceptional.

Bed in Staypineapple, An Iconic Hotel, The Loop
Bed in Staypineapple, An Iconic Hotel, The Loop

Rooms

Millennium Park King Suite in Staypineapple, An Iconic Hotel, The Loop

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1 King Size Bed

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395 sqft

Millennium Suite, Park View

Flat-screen TV

Streaming service (like Netflix)

Refrigerator

Tea/Coffee maker

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.

Deluxe Queen Room with Two Queen Beds in Staypineapple, An Iconic Hotel, The Loop

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2 Queen Size Beds

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175 sqft

Deluxe, 2 Queen Size Beds

Flat-screen TV

Streaming service (like Netflix)

Refrigerator

Tea/Coffee maker

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.

Queen Room with Roll-In Shower - Disability Access in Staypineapple, An Iconic Hotel, The Loop

Show 4 photos

1 Queen Size Bed

/

170 sqft

Queen Room, Accessible

Flat-screen TV

Streaming service (like Netflix)

Refrigerator

Tea/Coffee maker

The double room offers a flat-screen TV with streaming services, a tea and coffee maker, a safe deposit box and heating. The unit offers 1 bed.

Discover More

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.

Facade/entrance in Staypineapple, An Iconic Hotel, The Loop
Facade/entrance in Staypineapple, An Iconic Hotel, The Loop

Experience the Best

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!

Bathroom in Staypineapple, An Iconic Hotel, The Loop
Bathroom in Staypineapple, An Iconic Hotel, The Loop

Plan Your Stay

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.

Restaurant/places to eat in Staypineapple, An Iconic Hotel, The Loop
Restaurant/places to eat in Staypineapple, An Iconic Hotel, The Loop

Amenities

Restaurant

Free wifi

Fitness center

Streaming service (like Netflix)

Air conditioning

Bar

24-hour front desk

Non-smoking rooms

Fitness centre/facilities in Staypineapple, An Iconic Hotel, The Loop
Restaurant/places to eat in Staypineapple, An Iconic Hotel, The Loop

Restaurant

Atwood

Modern, American

Food and drinks in Staypineapple, An Iconic Hotel, The Loop
Restaurant/places to eat in Staypineapple, An Iconic Hotel, The Loop
Facade/entrance in Staypineapple, An Iconic Hotel, The Loop
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.

Elias

Location! Staff! Room! Vibe! Sorry, I'll stop with the exclamation marks now. Seriously, this place is a gem. It's really close to two subway/CTA stations, it's in the heart of downtown Chicago, the staff were just lovely, and the whole atmosphere was friendly and relaxed. I loved all the little touches that made the stay a little bit extra; the free reusable water bottle, the water station in the lobby, Dash, the Pineapples Pup, the individual duvets etc. I would recommend Staypineapple to anyone. On a side note, as a solo traveller, I felt very safe in this hotel.

Lisa

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!

Keith

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.

Thiago

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

Tanada

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.

Elias

Location! Staff! Room! Vibe! Sorry, I'll stop with the exclamation marks now. Seriously, this place is a gem. It's really close to two subway/CTA stations, it's in the heart of downtown Chicago, the staff were just lovely, and the whole atmosphere was friendly and relaxed. I loved all the little touches that made the stay a little bit extra; the free reusable water bottle, the water station in the lobby, Dash, the Pineapples Pup, the individual duvets etc. I would recommend Staypineapple to anyone. On a side note, as a solo traveller, I felt very safe in this hotel.

Lisa

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!

Keith

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.

Thiago

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

Tanada

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.

Elias

Location! Staff! Room! Vibe! Sorry, I'll stop with the exclamation marks now. Seriously, this place is a gem. It's really close to two subway/CTA stations, it's in the heart of downtown Chicago, the staff were just lovely, and the whole atmosphere was friendly and relaxed. I loved all the little touches that made the stay a little bit extra; the free reusable water bottle, the water station in the lobby, Dash, the Pineapples Pup, the individual duvets etc. I would recommend Staypineapple to anyone. On a side note, as a solo traveller, I felt very safe in this hotel.

Lisa

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!

Keith

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.

Thiago

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

Tanada

Location

1 W. Washington Street, Chicago, 60601, Illinois, United States

Reservations:

+1 (888) 389-1929

or
Staypineapple, An Iconic Hotel, The Loop