STAYPINEAPPLE, AN ICONIC HOTEL, THE LOOP, Chicago – Your ideal downtown stay
Hotel Overview
Staypineapple, An Iconic Hotel, The Loop - Boutique hotel with historic architecture near Millennium Park
Located in Streeterville, this 122-room boutique hotel occupies an 1895 building designed by architect Daniel Burnham. The property features mosaic floors, marble ceilings, and wrought iron details. Guests have access to a 24-hour reception desk, a fitness center, a business center, and valet parking. The on-site Atwood Restaurant & Bar serves American cuisine with marble surfaces and subway-tiled walls. The hotel is a short walk from Millennium Park and the Chicago Theatre District. High-speed Wi-Fi is available throughout the property.
Additional perks of the hotel
The Naked Experience with European-style duvets, robes, and oversized towels
Afternoon Delights with pineapple treats and coffee in the lobby
Pineapple bikes for guest use
Dog-friendly accommodations with a Pineapple Pup Package
Water Bar in the lobby with still and sparkling water
Valet parking service
Two nearby 'L' train lines for city access
Guest rooms
The hotel offers 122 rooms with Mad Men-era office decor featuring smoked glass windows and antique doors. Select suites provide views of Millennium Park and Lake Michigan. All rooms include Keurig coffee makers, Tommy Bahama toiletries, and 50-inch HDTVs. Mobility-accessible rooms are available with roll-in showers or bathtubs. The Reliance King Suite has a separate living room with a sofa bed.
Other conveniences
In-room Keurig coffee and tea service
Mini refrigerators in all rooms
PATH reusable water bottles
Signature Staypineapple robes
High water pressure showers with no-slip mats
Streaming-capable TVs
Individual climate control
Choose Your Room
Room Rates & Availability Tracker
Transportation Tips
Transportation Options
Amenities
General
- No smoking on site
- Parking
- Safe deposit box
- 24-hour reception
- Pets allowed
- Rooms/ Facilities for disabled
- Wheelchair access
- Luggage storage
- Allergy-free rooms
- Lift
- Smoke detectors
- Fire extinguishers
- Key access
Sports & Fitness
- Fitness centre
Services
- Valet parking
- Pet amenities available
- Housekeeping
Dining
- Restaurant
- Bar/ Lounge area
Business
- Meeting/ Banquet facilities
Facilities for people with disabilities
- Toilet for disabled
- Bathroom for disabled
Room features
- Free Wi-Fi in rooms
- Air conditioning
- Heating
- Sitting area
- Tea and coffee facilities
- Ironing facilities
Media
- Flat-screen TV
Hotel Location
Guest Reviews & Ratings
The hotel is perfectly situated in the heart of the city, ideal for both business and leisure travelers. The rooms offer stunning views with angled windows and are incredibly clean and comfortable. The service is friendly and helpful, though some delays may occur. The location is unbeatable for exploring downtown Chicago. Dining options are limited, but the hotel's location provides easy access to nearby restaurants. The facilities are convenient and well-maintained.
The hotel offers great views of State Street and a partial view of the lake and Millennium Park from spacious rooms. The room, though small, is well-equipped with convenient amenities. The service varies from kind to surly but goes the extra mile to assist guests. The location is perfect for exploring the city's attractions, while the dining experience is enjoyable with delicious food. Overall, a comfortable stay with a few minor drawbacks.
The hotel had spacious, clean, and well-appointed rooms perfectly located within walking distance to various attractions. The high windows offered a gorgeous view, but the room size was a bit tight for the price paid. The service was extremely friendly and accommodating, with special amenities for four-legged companions. The location was ideal for business visits and close to major landmarks, though some noise from city traffic could be heard. The dining experience was prompt and convenient, but reservations needed to be early as it could get fully booked on weekends. Overall, the hotel offered a great stay with a few minor drawbacks.
I had a wonderful stay at the hotel. The rooms were kept very clean, which is exactly what I was looking for. My room was lovely, with a comfortable bed, Keurig style coffee maker, fridge, and good lighting. However, it overlooked a machinery surrounded by 3 very high walls, making it impossible to see the weather, and there was essential light at any time. The only downside was the small size of the room and the terribly poorly planned bathroom in room 1202; you can barely get to the sink without having the door in your back.
My stay at the hotel was overall pleasant with a few minor drawbacks. The rooms, although clean, were smaller and located on a staff floor requiring navigation around linen containers. Despite this, the room itself was very clean and offered a nice view of downtown. The bed was comfortable, and I particularly enjoyed the softest extra blanket ever provided. The service was excellent, with kind, accommodating, and friendly staff, even though they seemed busy. The hotel's location was perfect for shopping, dining, and enjoying the TG parade, and the proximity to various attractions made it very central. The dining experience in the hotel restaurant, the Atwood, was really good, but it was disappointing that breakfast didn't start until 8 am on weekends. Overall, the hotel facilities met expectations. However, the price may be a consideration for some travelers seeking better value for money.
I absolutely loved my stay at this hotel! The rooms were very clean and well thought out, with a dog bed that could fit even multiple dogs. The location was perfect, close to all the main attractions like Millennium Park and the theater district. The service was top-notch, with incredibly friendly staff who made my trip so much better. However, the dining experience could use a little improvement in terms of timing. Overall, a great value for money!
The hotel has spacious rooms with a great view, comfortable bed, and necessary amenities, although they can get quite hot requiring the use of a fan. The location is perfect for exploring the city, being centrally located near key attractions and public transport options. The service was excellent, with friendly and helpful staff. The dining experience was prompt and excellent, but reservations are recommended on weekends. Overall, a convenient choice with great value for money.
My stay at the hotel was fantastic! The rooms had a beautiful view of State Street and the Chicago Theater, not large but incredibly comfortable with everything we needed. The service was outstanding, especially for a family with a young child. The location was superb, walking distance to many attractions in the Loop and Millennium Park. The dining options were very convenient, and the hotel facilities were top-notch.
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