Staypineapple at The Alise Hotel, Chicago
Expert reviews
“Housed in the landmark 1890s Reliance Building, the Alise’s slick, historic design woos architecture buffs. Deco-style lights, iron filigree stair railings and mosaic-tile floors prevail in the public areas.”
What guests liked
- Friendly staff
- Comfortable beds
- Excellent location
- Boutique style
All you need to know
Located in the bustling Loop neighborhood of Chicago, this fancy and luxury hotel offers the best of quality hospitality services to guests of the hotel and visitors looking to get the thrills of the big city.
The hotel is located near some of Chicago’s most beautiful landmarks and attractions and provides the perfect departure spot for guests looking to get maximum excitement when staying in the city. Its easy and convenient access to some of the major transportation hubs makes it ideal for tourists and travelers looking to have the best experience while staying in the city.
The hotel offers amenities such as free Wi-Fi, a flat-screen with several cable channels and facilities such as an elevator and a safe where guests can keep their valuables. Some of the rooms in the hotel include a sitting area which includes a comfy sofa and very close to the flat-screen TV so guests can easily enjoy many movies while in the hotel. The rooms are well-equipped with conveniences in the private bathroom such as free toiletries, bathrobes and bathroom slippers for guests.
The hotel has a fitness center that is the perfect place for guests to make use of modern equipment and facilities to lead a healthy lifestyle while staying in the city and provide required to keep such level fitness when back in their respective homes.
The Chicago Shakespeare Theatre is a little over a mile from the hotel while the nearest airport to the hotel is the Midway International Airport which is 9 miles from the hotel.
Lowest price guarantee
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Location
Recent guest reviews
19 April 2025
Great location. Funky hotel.
Great location in the loop. Right by the old Marshall Fields building and about a block from the Chicago Theater.
Bathroom was tiny and extremely difficult to get into as door swung in and impeded entry.
18 April 2025
Great for couple of nights stay
The historical venue and cleanliness of the hotel.
17 April 2025
I only stayed one night but really liked what I saw
I didn't eat breakfast or lunch as i was in Chicagofor a conference. Location was great. Wish I had the time to take advantage of using the free bicycle. That would have been fun.
The bathroom was quite small but since I was alone it was fine
17 April 2025
Exceptional
LOVE THIS PLACE! STAFF IS AWSOME! BEST PLACE IVE EVER STAYED AT@
N/A
17 April 2025
Absolutely freaking amazing location, bar, food, staff and everyone should check it out!
Prime location!! The most comfortable bed!! Gorgeous views and amazing food. Sashon went above and beyond to make our stay and trip to the airport outstanding. We are already planing to return. I could sit in our gorgeous room forever. Quiet even though downtown. Close to anything you want to do.
The age of the building is showing, but didn’t impact our stay.
12 April 2025
Exceptional
Perfect if seeing a show at Chicago Theater
30 March 2025
Very good
Generally a good stay. Some kind of a noise in the room which appeared to come from next door. Maintenance were very helpful dealing with it on the first day but it was back again the next day.
28 March 2025
the perfect spot in Chicago downtown
probably the perfect spot in Chicago downtown. Easy links to everywhere Great to walk around the downtown I like old style hotels and this is very well
nothing
20 March 2025
The best place to stay in Chicago. Super friendly staff!
Location, location, location. Near metro, theatres and park.
20 March 2025
They may change you $25 dollars when u check in
Clean and nice hotel
Forced to change addition $25 dollars for this visit. Still not clear what is this about
4 March 2025
Great Chicago experience for the theater district, shopping, restaurants and sight seeing.
Location and amenities were outstanding.
No complaints.
24 February 2025
Always a Great experience at this Historic place.. One of my most favorite of all places to come and visit.
Location was Excellent!!
23 February 2025
Great, can’t wait to come back again!
Such cool architecture, cozy rooms, great staff, delicious food! Not my first time there and definitely not my last!
Nothing
17 February 2025
Great hotel.
Location. Cleanliness. Comfort.
Cable TV was spotty during NFL playoff game.
15 February 2025
Exceptional
The property was unique and architecturally amazing!! Loved the layout of the floors and our room was a perfect corner with an amazing view!!
Nothing
11 February 2025
My stay was very comfortable and restful.
The property was in a good location. Everything was working, clean, and easily accessible.
N/A
8 February 2025
Exceptional
Everything. I can't say enough good things about this hotel. It has definitely set the bar for what I look for in a hotel stay.
There isn't anything I didn't love.
28 January 2025
A beautiful, stylish, and comfortable hotel in the vibrant heart of downtown Chicago.
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).
23 January 2025
Excellent couple nights in great location.
Great locale and rendezvous spot. Comfort and amenities. Friendly staff.
Only comment here was some noisy activity in early morning on a Saturday was annoying. Not sure what it was, but sounded like slamming on something.
22 January 2025
Exceptional
It was very convenient for location purposes everything was walking distance
19 January 2025
Exceptional
The staff was amazing
Nothing
17 January 2025
Very good
The bedding was super comfortable and nice. The staff were excellent.
Parking was off site and took a while when checking out to bring my vehicle back. There is also nowhere to park to have the valet, had to wait in the street. They also ended up double charging me for parking as I tried to pay ahead of time during the online booking confirmation.
6 January 2025
A hotel with charm and character in downtown Chicago
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.
22 December 2024
Christmas in the city
The views in 904 absolutely stunning! Chicago Theater to the North and Millenium Park Christmas tree, Lake Michigan and Pritzker Pavilion to the East!!! Christkindl Market out the front door. The Atwood restaurant downstairs just wonderful. At Christmas perfect
Thermostat is a little touchy. Hot/cold
21 December 2024
Very good
location, cleanliness
13 December 2024
If you’re looking for a beautifully preserved, well located, clean, that has a superb on-site restaurant, then look no f
The hotel is iconic. They have mixed old and new decor — it’s outstanding!! You simply can’t beat the location
I loved everything
13 December 2024
I loved my stay at this hotel. I promptly ordered a bathrobe and stuffed dog. Thanks for the water bottle!
Great location Afternoon snack!! Bathrobes!!
No microwave :(
9 December 2024
Exceptional
Such a beautiful hotel love the nostalgic feel of this place. An amazing stay started from the moment you walk in the door we will definitely be back next year!!
Nothing to mention
9 December 2024
Great location, great staff, would stay again
We got to the hotel a little earlier than the 4 pm check in time and they were able to accomodate us and let us into a room that was ready. We loved the staff, the free welcome drink, and the room itself. It had an amazing view and the bed itself was super comfy.
9 December 2024
Our favorite stay when when we come to Chicago!
Close proximity to Christkindlmarket,Macy’s, excellent dining options! Big comfortable rooms. Excellent staff that were friendly and knowledgeable. Love the nostalgic feel in a hotel with a real key!
5 December 2024
Upon arrival I was assigned a room with one bed. The helpful staff relocated me to a room with 2 beds. My friends and
The location and on-site restaurant.
The rooms are a bit small, which is to be expected in such an old building.
2 December 2024
Fabulous
Hotel guests had the book a table for breakfast. We didn’t known this and there was an hour waiting time
26 November 2024
Very comfortable hotel with a good location in The Loop.
This was an excellent location for exploring Chicago’s Loop- very easy to get around by foot, train, bus, or ride share. We left our car in Milwaukee and took the train down to Union Station. Easily walked or used Lyft to go wherever we wanted and spent less in transportation than we would have if we’d driven down and parked.
19 November 2024
Very good
Great vibe and location, super-friendly staff! Free water bottle, snacks, and drink at the bar. Highly recommended!
18 November 2024
Very good choice of hotel for the Loop
Location. Excellent bed. Very good restaurant for breakfast.
The shower was frankly awful. The shower head did not work properly, and moreover looked to date from ca. 1970. Showering was really uncomfortable, though I guess I got clean.
9 November 2024
Nice Location with amazing Bed
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.
28 October 2024
Exceptional
very comfortable furnishings, free giveaways ( drink bottle, pen etc), beautifully clean
13 October 2024
Great location, nice room
Stay Pineapple is our go to place to stay in the Loop. Fantastic location, cool decor, and really comfortable.
nothing
11 October 2024
Fantastic!
Beautiful setting and decor. Comfortable beds. Location is excellent.
Bed frame was dangerous, two people in our party hurt themselves walking around the room on the bed frame.
10 October 2024
Incredibly friendly and welcoming
I love the location and the old school feel of the hotel.
The bedding it was awkward to sleep it should just be a sheets and one comforter
30 September 2024
Confortable stay in a gorgeous, chic hotel!
All the pineapple touches!
Nothing
29 September 2024
Exceptional
Location. Lobby bar/restaurant. Afternoon cofee/snacks. Bedding. Not a cookie-cutter chain hotel, but something with character.
26 September 2024
Loved this hotel, and we are already planning a return trip.
The bedding and the room were amazing. I love the whimsical nature of the hotel. That naked feeling... It's fun :)
17 September 2024
Fabulous
Great location, nice decor, comfy beds
12 September 2024
Perfect
Location was amazing! Service as well
Hygiene was good but could be a tiny bit better
12 September 2024
Inside the Loop
Location, solid and beautiful building, water policy.
Street noise. Staff not overly helpful.
8 September 2024
Beautiful hotel with comfortable beds!
Great location and comfortable beds!
A little pricey, but nice so I can deal with it!
6 September 2024
Light Travelers
The bed was the comfiest bed I've ever slept in!! Also, the location was good to walk around/sight see. The front desk people were super nice as well & the elevators were really cool!
Didn't realize you had to pay for overnight parking either there or somewhere else (75$ vallet or 60$ in self parking) & the shampoo and conditioner was not good. I also wish there would have been a plastic bag in the trash can.
4 September 2024
Central Location.
Very friendly staff. Ideal central location. Good facilities.
Nothing
Hotel facilities
Food & Drink
- - Restaurant
- - Bar
Services
- - Meeting/banquet facilities (additional charge)
- - 24-hour front desk
- - Luggage storage
- - Daily housekeeping
- - Pet basket
- - Pet bowls
Activities
- - Fitness centre
- - Fitness
- - Bicycle rental
General
- - Non-smoking rooms
- - Facilities for disabled guests
- - Lift
- - Heating
- - Allergy-free room
- - Non-smoking throughout
- - Air conditioning
Accessibility
- - Wheelchair accessible
- - Toilet with grab rails
- - Higher level toilet
- - Lower bathroom sink
- - Visual aids: Braille
- - Visual aids: Tactile signs
- - Auditory guidance
Miscellaneous
- - Key access
- - Smoke alarms
- - Fire extinguishers
Reception services
- - Invoice provided
23 April 2025
Really nice hotel.