Skip to main content
  1. Hotel reviews homepage
  2. US hotel reviews
  3. Illinois hotel reviews
  4. Chicago hotel reviews
  5. Reviews of Staypineapple, An Iconic Hotel, The Loop

Reviews of Staypineapple, An Iconic Hotel, The Loop This rating is a reflection of how the property compares to the industry standard when it comes to price, facilities and services available. It's based on a self-evaluation by the property. Use this rating to help choose your stay!

1 West Washington, Chicago Loop, Chicago, IL 60601, United States

#31 of 184 hotels in Chicago

Guests' Choice

Review Score

Based on 830 hotel reviews

8.9

Score breakdown

  • Cleanliness

    9.1

  • Comfort

    9.1

  • Location

    9.7

  • Facilities

    8.9

  • Staff

    9.1

  • Value for money

    8.5

  • Free Wifi

    8.5

Verified guest reviews from real Bookers

Real Bookers. Real stays. Real opinions.

Read more– opens a dialog box
Write a Review

Showing 151 - 175

  • Reviewed: October 7, 2023

    9.0
    Perfect
    • Leisure trip
    • Solo traveler
    • Deluxe Double Room
    • Stayed 3 nights
    • Submitted from a mobile device

    Nothing

    Location is superb

    Stayed in October 2023

  • Reviewed: September 29, 2023

    10
    Perfectly modern 1920s hotel!
    • Leisure trip
    • Couple
    • Deluxe King Room
    • Stayed 4 nights
    • Submitted from a mobile device

    The duvets were single, so my partner and I had one each which was a bit unusual, but overall not a real negative as it meant we didn’t fight over the covers!

    Fantastic location, was within walking distance to most of the main sights and lots of restaurants. The bed was super comfortable with great black-out curtains which made for a fab sleep. Really lovely that you get a free drink each during your stay, and the water in the room is replenished. Honestly couldn’t fault it, one of the best hotel stays I’ve had in the US! Will definitely be back

    Stayed in September 2023

  • Reviewed: September 29, 2023

    9.0
    great location, great staff and good food.
    • Leisure trip
    • Couple
    • Queen Room with Roll-In Shower - Disability Access
    • Stayed 2 nights

    The comforter is nice, but we had to ask for a regular sheet (happily provided) because one of us doesn't like the weight of comforters/blankets

    Had a room with handicap accessible bathroom--views less than great, but room was fine. Next to work out room so once got noisy very early--but was kids bouncing the balls.

    Stayed in September 2023

  • Reviewed: September 27, 2023

    8.0
    Very Good
    • Leisure trip
    • Travelers with friends
    • Millennium Park King Suite
    • Stayed 2 nights
    • Submitted from a mobile device

    Despite we booked a suite, the room was pretty small, but probably this is the standard for hotel in the center Breakfast a bit expensive

    Very Nice building centrally located: staff very friendly and helpful

    Stayed in September 2023

  • Reviewed: September 27, 2023

    10
    Very comfortable stay in Chicago!
    • Leisure trip
    • Family with young children
    • Deluxe Queen Room
    • Stayed 2 nights
    • Submitted from a mobile device

    Nothing. Everything was great!

    I stayed here with my teenager. We really liked the cool building it was in, the awesome location, and the hospitality. They provided unlimited water, which was great for walking around downtown. The bed was very comfortable, too. We really enjoyed our stay!

    Stayed in September 2023

  • Reviewed: September 26, 2023

    10
    Great home base to explore Chicago
    • Leisure trip
    • Family with young children
    • Deluxe Queen Room with Two Queen Beds
    • Stayed 2 nights
    • Submitted from a mobile device

    Location! Couple of blocks from Millennium Park. The pineapple cookies in the afternoons. The staff seem to enjoy their work. Small and intimate historic hotel. Enjoyed bfast both mornings at the Pittsfield Cafe (500 feet away)!

    Stayed in September 2023

  • Reviewed: September 26, 2023

    8.0
    Perfect location
    • Leisure trip
    • Family with young children
    • Deluxe Double Room
    • Stayed 3 nights

    beds confort & room lights

    Location, building, staff

    Stayed in September 2023

  • Reviewed: September 26, 2023

    10
    It was very good.
    • Leisure trip
    • Couple
    • Deluxe Queen Room
    • Stayed 3 nights

    nothing

    location, room and bed!

    Stayed in September 2023

  • Reviewed: September 25, 2023

    10
    An amazing hotel central to the Chicago sights.
    • Leisure trip
    • Family with young children
    • Deluxe Queen Room with Two Queen Beds
    • Stayed 1 night

    Our room had a great view, the beds were so comfortable, and the hotel staff was exceptional!

    Stayed in September 2023

  • Reviewed: September 25, 2023

    10
    A wonderful accommodation
    • Leisure trip
    • Family with young children
    • Deluxe Queen Room with Two Queen Beds
    • Stayed 2 nights
    • Submitted from a mobile device

    Nothing

    Everything was great. Loved the restaurant. The beds were so perfect.

    Stayed in September 2023

  • Reviewed: September 25, 2023

    10
    Absolutely loved this hotel! Beautiful, in a perfect location, really wonderful staff…
    • Leisure trip
    • Solo traveler
    • Deluxe Queen Room
    • Stayed 1 night
    • Submitted from a mobile device

    Nothing! It was a perfect stay!

    Absolutely beautiful, historic hotel with modern amenities. Location was perfect - easy walk to food, museum, park, waterfront, etc. Every single interaction I had with staff was authentic, warm and helpful. First time in Chicago and I was there for a quick solo overnight and it was a truly perfect experience. Bed was sublime too - pretty sure I woke up in the exact same position I was in when I fell asleep…

    Stayed in September 2023

  • Reviewed: September 24, 2023

    10
    It was amazing!!! Great location!!! Great staff!!!
    • Leisure trip
    • Couple
    • Deluxe King Room
    • Stayed 3 nights
    • Submitted from a mobile device

    Everything was perfect

    Very clean and great location!!

    Stayed in September 2023

  • Reviewed: September 21, 2023

    8.0
    Very Good
    • Business trip
    • Solo traveler
    • Deluxe King Room
    • Stayed 1 night
    • Submitted from a mobile device

    Bathrooms need some updating.

    Location, staff, bedding, great features in lobby!

    Stayed in September 2023

  • Reviewed: September 21, 2023

    10
    Excellent property! Must stay!
    • Leisure trip
    • Couple
    • Deluxe King Room
    • Stayed 1 night
    • Submitted from a mobile device

    I had 0 issues with anything. I have to write 2 sentences for this review so here's sentence number two.

    Everything. Stay was excellent and we had a wonderful time. Location is amazing for downtown activities and the staff couldn't have been better. 100% recommend!

    Stayed in September 2023

  • Reviewed: September 17, 2023

    10
    I will definitely stay here when I return to Chicago.
    • Business trip
    • Solo traveler
    • Deluxe Queen Room with Two Queen Beds
    • Stayed 3 nights

    There was no microwave for reheating leftovers

    I was very pleased with staff 's efforts to accommodate my special needs, The meals were exceptional and the location was convenient. I also liked the toiletry dispensers

    Stayed in September 2023

  • Reviewed: September 12, 2023

    9.0
    Clean, charming, excellent location, good value
    • Leisure trip
    • Family with young children
    • Executive King Suite - Disability Access
    • Stayed 2 nights
    • Submitted from a mobile device

    The door to the bedroom wouldn’t close because the bed was too big. Not the end of the world but I did book the suite to have the separate bedroom. Parking was expensive but there are much cheaper overnight options with one or two blocks

    Location, charming interior, clean, responsive staff, lots of windows in room

    Stayed in August 2023

  • Reviewed: September 12, 2023

    8.0
    Wonderful
    • Leisure trip
    • Family with young children
    • Millennium Park King Suite
    • Stayed 2 nights
    • Submitted from a mobile device

    No complaints. Fit our needs perfectly. I would come back.

    The people and the location.

    Stayed in September 2023

  • Reviewed: September 11, 2023

    8.0
    Very Good
    • Leisure trip
    • Couple
    • Deluxe Queen Room
    • Stayed 2 nights
    • Submitted from a mobile device

    I don’t like too much that they don’t change bath towels every day.

    Comfortable to all the main tourist activities in the Loop area.

    Stayed in September 2023

  • Reviewed: September 7, 2023

    10
    Relaxing and comfortable stay in a beautiful hotel.
    • Leisure trip
    • Couple
    • Deluxe King Room
    • Stayed 1 night

    My only complaint was my phone going off at 7am with reminder texts (5 of them for one message) on checking out at noon. Unfortunately, I wasn't able to fall back asleep and it was my only morning to sleep in.

    Loved the history of staying in a historic hotel, where new meets old. Breakfast and appetizers at the bar were delicious. Received a free drink coaster and used at the bar. We were celebrating our anniversary and they put us in a great room with a view, a bottle of prosecco, truffle chocolates and a lovely note. A nice surprise to make our anniversary special.

    Stayed in September 2023

  • Reviewed: September 6, 2023

    8.0
    Nice accommodation and great view . I love it
    • Leisure trip
    • Group
    • Deluxe Queen Room with Two Queen Beds
    • Stayed 1 night
    • Submitted from a mobile device

    If they open the restaurant a little bit late

    The bed is comfortable, the location is perfect but the restaurant close at 9:30. we were hungry . You need to eat at different restaurant and walk two to three blocks for food. The parking is 75.00 for overnight stay and way expensive. I left my shoes and helpful to send the shoes to my address. I hope they get the right address to send it to me.

    Stayed in September 2023

  • Reviewed: September 6, 2023

    9.0
    Wonderful
    • Leisure trip
    • Couple
    • Deluxe Queen Room
    • Stayed 1 night
    • Submitted from a mobile device

    The bed frame was too annoying and painful. We kept hitting our legs. Understand the size of the room but at least a bit of cushioning would help a ton.

    The location and the concept are amazing

    Stayed in September 2023

  • Reviewed: September 4, 2023

    9.0
    Wonderful
    • Leisure trip
    • Family with young children
    • Deluxe King Room
    • Stayed 1 night

    The guest room doors need an inside slide chain or bolt of some kind. Someone knocked on our door at 4 am and we surely wished we had an interior lock of some kind when that happened! The bath but and shower head could use updating.

    This hotel is in the PERFECT location for shopping, dining, eating, and wandering downtown Chicago!! The lobby and restaurant (The Atwood) area is beautiful- bright with nice furnishings. Love the old tile and wrought iron work in the elevator area! Free water dispenser with ice (and pineapple slices!) in lobby, but also you can get free water bottles at any time (we had some delivered to our room, and anytime we ventured out into the hot weater we got a couple). Each guest over 21 gets a free drink at the bar upon arrival (beer, house wine, or soda), which is a nice touch. The room was a good size for downtown hotels with space for a tufted bench by the windows. The king size bed came with 2 "European" duvets, one for each guest, that were SO COMFORTABLE; like sleeping in a cloud! The bath toiletries were Tommy Bahama and smelled delicious! The "pineapple touches" in the rooms are adorable-- mugs, robes, even the toilet paper was wrapped up to look like a pineapple! Overall we really enjoyed our stay and look forward to staying here again on our next trip to Chicago!!

    Stayed in September 2023

  • Reviewed: September 1, 2023

    9.0
    Wonderful
    • Leisure trip
    • Couple
    • Deluxe Double Room
    • Stayed 2 nights

    Room, bed, location.

    Stayed in August 2023

  • Reviewed: September 1, 2023

    8.0
    Very Good
    • Leisure trip
    • Couple
    • Deluxe Queen Room with Two Queen Beds
    • Stayed 2 nights
    • Submitted from a mobile device

    Resort fees....

    Loved the location. It was quiet and bedding was really comfortable. Noon check out.

    Stayed in August 2023

  • Reviewed: August 29, 2023

    10
    Welcoming hotel with staff that makes you feel like family and beds that make you never want to leave!
    • Leisure trip
    • Travelers with friends
    • Deluxe King Room
    • Stayed 2 nights
    • Submitted from a mobile device

    Nothing - everything was beautifully detailed and well cared for.

    The charm of the historic building was welcoming - as were all the little pineapple touches!

    Stayed in August 2023

Showing 151 - 175

We Price Match
We Price Match
Low rates • No booking fees • Find something cheaper? We'll refund the difference!

Guests also reviewed these properties: