Staypineapple, An Iconic Hotel, The Loop

Boutique hotel within walking distance of Chicago Cultural Center

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You'll be in a fantastic location at Staypineapple, An Iconic Hotel, The Loop, just a 5-minute walk from Chicago Cultural Center and Michigan Avenue. Other highlights at this boutique hotel include a fitness center and free bike rentals. Fellow travelers say great things about the comfortable beds and helpful staff. The property is just a short walk to public transportation: Washington Station is steps away and Lake Station is 3 minutes.
VIP Access
Exceptional

Popular amenities

  • Connecting rooms available
  • Air conditioning
  • Gym
  • Laundry facilities
CA $319 total
includes taxes & fees
Nov 22 - Nov 23

Room options

Showing 10 of 10 rooms
A hotel room with a large bed, a desk with a flat-screen TV, a bench, and a window with a city view.

Burnham King

Exceptional
  • 1 bedroom
  • Sleeps 3
  • 1 King Bed
A hotel room with a large bed, a desk, a chair, a TV, and a window with curtains.

Atwood Queen

Good
  • 1 bedroom
  • Sleeps 3
  • 1 Queen Bed
A hotel room with a large bed, a desk, a chair, a TV, and a window with curtains.

Atwood Queen Mobility Accessible w/Tub

  • 1 bedroom
  • Sleeps 3
  • 1 Queen Bed
A hotel room with a large bed, a desk, a chair, a TV, and a window with curtains.

Atwood Queen Mobility Accessible w/Roll-in Shower

  • 1 bedroom
  • Sleeps 3
  • 1 Queen Bed
A hotel room with two beds, a desk, a TV, and large windows with curtains.

Burnham Two Double Mobility Accessible w/Tub

Exceptional
  • 1 bedroom
  • Sleeps 4
  • 2 Double Beds
A hotel room with two beds, a desk, a TV, and large windows with curtains.

Burnham Two Double Mobility Accessible w/Roll-in Shower

Exceptional
  • 1 bedroom
  • Sleeps 4
  • 2 Double Beds
A hotel room with two beds, a TV, a desk, and a window with a city view.

Burnham 2 Two Queen

Exceptional
  • 1 bedroom
  • Sleeps 4
  • 2 Queen Beds
A hotel room with a large bed, a TV on a wooden nightstand, a window with curtains, and a cityscape view.

Reliance King Suite

Exceptional
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed
A hotel room with a bed, a sofa, a desk, and a window with a city view.

Reliance King Suite Mobility Accessible w/Tub

Exceptional
  • 1 bedroom
  • Sleeps 4
  • 1 Double Sofa Bed and 1 King Bed
A hotel room with a large bed, a television, a window with curtains, a city view, and a painting on the wall.

Millennium Park View King Suite

Exceptional
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed

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About the area

Map
1 W Washington St, Chicago, IL, 60602

What's nearby

  • Michigan Avenue - 3 min walk - 0.3 km
  • Millennium Park - 3 min walk - 0.3 km
  • Chicago Riverwalk - 5 min walk - 0.4 km
  • Cloud Gate - 5 min walk - 0.5 km
  • Art Institute of Chicago - 6 min walk - 0.6 km

Getting around

  • Chicago Midway Airport (MDW) - 37 min drive
  • Chicago O'Hare Intl. Airport (ORD) - 48 min drive
  • Chicago, IL (PWK-Chicago Executive) - 56 min drive
  • Chicago, IL (DPA-Dupage) - 74 min drive
  • Rockford, IL (RFD-Greater Rockford) - 109 min drive
  • Millennium Station - 5 min walk
  • Chicago Van Buren Street Station - 12 min walk
  • Chicago Union Station - 12 min walk
  • Washington Station - 1 min walk
  • Lake Station - 3 min walk
  • Monroe Station (Red Line) - 4 min walk

Restaurants

  • ‪Magnolia Bakery - ‬1 min walk
  • ‪Macy's Marketplace Grill - ‬3 min walk
  • ‪The Dearborn - ‬3 min walk
  • ‪Dunkin' - ‬3 min walk
  • ‪Starbucks - ‬2 min walk

About this property

Staypineapple, An Iconic Hotel, The Loop

  • You'll be in a fantastic location at Staypineapple, An Iconic Hotel, The Loop, just a 5-minute walk from Chicago Cultural Center and Michigan Avenue. Other highlights at this boutique hotel include a fitness center and free bike rentals. Fellow travelers say great things about the comfortable beds and helpful staff. The property is just a short walk to public transportation: Washington Station is steps away and Lake Station is 3 minutes.

At a glance

Hotel size

    • 122 rooms
    • Arranged over 15 floors

Arriving/Leaving

    • Check-in start time: 4:00 PM; Check-in end time: midnight
    • Express check-out available
    • Minimum check-in age: 18
    • Check-out time is noon
    • Contactless check-out available

Special check-in instructions

    • Front desk staff will greet guests on arrival at the property
    • This property doesn't offer after-hours check-in
    • Information provided by the property may be translated using automated translation tools

Required at check-in

    • Credit card, debit card, or cash deposit required for incidental charges
    • Government-issued photo ID may be required
    • Minimum check-in age is 18

Pets

    • Pets allowed (dogs only)*
    • Service animals welcome
    • Food and water bowls available

Parking

    • Onsite valet parking (USD 75 per night)

Other information

    • Smoke-free property

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Staypineapple, An Iconic Hotel, The Loop Reviews

9.4

Exceptional

9.6

Cleanliness

8.8

Amenities

9.6

Staff & service

9.4

Property conditions & facilities

What guests liked

  • The on-site restaurant offered excellent food, reasonable prices, and a great atmosphere. (90 reviews)
  • The hotel has a welcoming and pet-friendly policy with amenities and treats for furry babies. (6 reviews)
  • The hotel's proximity to the airport, with a Blue Line station nearby, made it very convenient for airport travel. (4 reviews)
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From real guest reviews summarized by AI.
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Popular mentions

RoomLocationService staffBedRestaurantViewAmenitiesShoppingElevatorBuilding
Verified review

10/10 Exceptional

Great location, easy walking to most sites for tourists. Hotel and staff were wonderful.
Verified review

10/10 Exceptional

Loved everything about this stay! The staff are so warm and welcoming, and the room decorations are adorable. The view from the window was another highlight for me. The location is perfect, with plenty of shopping nearby. I’ll definitely choose to stay here again on my next trip!
Verified review

10/10 Exceptional

Super convenient location just 2 blocks from the train! The staff was amazing super helpful!
Verified review

10/10 Exceptional

This place is fantastic! A fun place in great location. Highly recommend.
Verified review

8/10 Very good

It was nice and in the perfect location.
Verified review

10/10 Exceptional

The staff was helpful and generally awesome.
Verified review

10/10 Exceptional

Great space, good location
Verified review

10/10 Exceptional

The location is perfect! Bed was very comfortable and the view was outstanding. It’s probably time to start refreshing the bathrooms but they are acceptable.
Verified review

10/10 Exceptional

Right next to The Loop and Millennium Park; great location.
Verified review

6/10 Good

The room was clean and the bed was soft. The chrome cast never worked despite repeated calls to fix it. Bar/restaurant kept interesting hours making lounging inconvenient. The design aesthetic was nice, but the iron work that is shown in photos aren’t on every floor. Convenient to the Blue Line and Red Line.
Verified review

10/10 Exceptional

Excellent location and wonderful service! I had a very pleasant stay. The hotel is in a convenient location for work, shopping, Millennium Park, and the Riverwalk restaurants and bars. Additionally, the front desk staff was very friendly, helpful, and truly made us feel welcome.
Verified review

8/10 Very good

Good location, friendly staff
Verified review

10/10 Exceptional

Absolutely spectacular hotel- loved the real key locks, soap dispensers instead of wasted plastic, and water fillers. Incredible views from the room too!
Verified review

10/10 Exceptional

Great location, close to all forms of public transport. Comfy beds, and appreciated the water and additional beverages. Will definitely see you again in Chicago!
Verified review

10/10 Exceptional

The staff was very helpful with wayfinding and suggestions for activities
Verified review

10/10 Exceptional

Always very nice, great location and building
Verified review

10/10 Exceptional

We really appreciated the baby-friendly amenities, well lit room, and comfortable bed. We will definitely stay again.
Verified review

10/10 Exceptional

The room was spacious for Chicago & the bed was very comfortable. The staff was very friendly and accommodating. I would definitely stay here again.
Verified review

10/10 Exceptional

Fantastic place to stay, especially if you are looking to walk around the city. Super convenient location and amazing accommodations. The staff were super helpful and valet parking made getting in and out super easy.
Verified review

10/10 Exceptional

Such a lovely hotel with a beautiful, excellent staff, and lots of character!
Verified review

10/10 Exceptional

Really nice historic hotel. Love the old school touches (physical key for room!). Really friendly and welcoming staff. Great location. Nice comfortable room. Gym was a bit on the small side.
Verified review

10/10 Exceptional

Great staff! Hosted at restaurants was excellent ‘!
Verified review

10/10 Exceptional

Great location, rustic but feeling super clean, comfortable bed, great city view, walking distance to the millennium park and pretty much everywhere. Helpful and friendly staffs. Definitely will come back!
Verified review

10/10 Exceptional

Usually, I have difficulty falling asleep on the first night. Enjoyed the bed, slept well every night, very comfortable. Rooms were clean and had a good view of the city. Also, easy access to River Walk and Millennium Park.
Verified review

8/10 Very good

Nice hotel, fun, great location! I do wish there were places to refill your water bottles on each floor, but I love that hotels are starting to do this.