Stay Realm Logo

Discover

Hotels

Settings

Currency
Language
Loading...
9 / 10 Guest Rating

Staypineapple, An Iconic Hotel, The Loop

1 West Washington, Chicago, us

Staypineapple, An Iconic Hotel, The Loop - main view

About the Property

Historic Architecture and Luxury Design
Experience the grandeur of historic Chicago architecture at Staypineapple, An Iconic Hotel, The Loop. Designed by renowned architect Daniel Burnham, the hotel boasts mosaic floors and marble ceilings, offering a luxurious stay in the heart of Chicago's Loop.

Modern Amenities and Stunning Views
Indulge in the perfect blend of classic elegance and modern comfort in our rooms. Enjoy white and gray decor with mahogany furnishings, flat-screen TVs, and plush bedding. Upgrade to a suite for breathtaking views of Millennium Park and Lake Michigan.

Convenient Location and Special Amenities
Explore Chicago's top attractions with ease - from shopping on Michigan Avenue to visiting Millennium Park. Take advantage of our fitness center, bicycle rental service, and special perks for your furry friends. Don't miss out on experiencing Navy Pier and other nearby entertainment venues during your stay.

Book now for an unforgettable stay at Staypineapple, An Iconic Hotel, The Loop!

Facilities & Amenities

Fitness facilities
WiFi available
Free WiFi
Parking
Non-smoking rooms
Air conditioning
Fitness center
24-hour front desk
Heating
Pets allowed

Important Information

Check-in & Out

Check-in
Check-out12:00 PM

Property Notes

Reservations for 10 rooms or more need to be contracted as a Group with the hotel directly.Guests are required to show a photo ID and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply. A deposit may be required at the property.

Check Room Availability

1 night · 2 adults

Available Rooms

Deluxe King Room - Photo 1
Deluxe King Room - Photo 2
Deluxe King Room - Photo 3
Deluxe King Room - Photo 4
1/4

Deluxe King Room

Complete with luxury bedding and linens, this room includes a 50-inch flat-screen HDTV, complimentary bottled water, a small refrigerator and a Keurig coffee maker.

17 sqm
Sleeps 2
1 Extra-large double bed (Super-king size) (181-210 cm wide)
Amenities
Coffee/tea makerShowerSafety deposit boxHair dryerRefrigeratorDesk

Deluxe King

Non-refundable
Room Only
20% OFF$254.24

$203.39

Includes taxes & fees
Millennium Park King Suite - Photo 1
Millennium Park King Suite - Photo 2
Millennium Park King Suite - Photo 3
Millennium Park King Suite - Photo 4
Millennium Park King Suite - Photo 5
Millennium Park King Suite - Photo 6
1/6

Millennium Park King Suite

Featuring iconic views of Millennium Park and Lake Michigan, this suite offers a separate living room with a sofa bed.

37 sqm
Sleeps 4
1 Extra-large double bed (Super-king size) (181-210 cm wide)
Amenities
Coffee/tea makerShowerSafety deposit boxHair dryerRefrigeratorDesk

Millennium Park King Suite

Non-refundable
Room Only
20% OFF$542.36

$433.89

Includes taxes & fees
Executive King Suite - Disability Access - Photo 1
Executive King Suite - Disability Access - Photo 2
Executive King Suite - Disability Access - Photo 3
Executive King Suite - Disability Access - Photo 4
Executive King Suite - Disability Access - Photo 5
1/5

Executive King Suite - Disability Access

This handicap-accessible suite features a separate living room with a sofa bed, along with luxury bedding and linens.

37 sqm
Sleeps 4
1 Extra-large double bed (Super-king size) (181-210 cm wide)
1 Sofa bed (Variable Size)
Amenities
Coffee/tea makerSafety deposit boxHair dryerRefrigeratorDeskSeating Area

Mobility Accessible Executive King Suite with Tub

Non-refundable
Room Only
20% OFF$433.13

$346.5

Includes taxes & fees
Deluxe Queen Room with Two Queen Beds - Photo 1
Deluxe Queen Room with Two Queen Beds - Photo 2
Deluxe Queen Room with Two Queen Beds - Photo 3
Deluxe Queen Room with Two Queen Beds - Photo 4
1/4

Deluxe Queen Room with Two Queen Beds

Complete with luxury bedding and linens, this room includes a 50-inch flat-screen HDTV, complimentary bottled water, a small refrigerator and a Keurig coffee maker.

16 sqm
Sleeps 4
2 Queen bed (151-180 cm wide)
Amenities
Coffee/tea makerShowerSafety deposit boxHair dryerRefrigeratorDesk

Deluxe Two Queens

Non-refundable
Room Only
20% OFF$292.56

$234.05

Includes taxes & fees
Deluxe Queen Mobility Accessible w/Roll-in Shower - Photo 1
Deluxe Queen Mobility Accessible w/Roll-in Shower - Photo 2
Deluxe Queen Mobility Accessible w/Roll-in Shower - Photo 3
Deluxe Queen Mobility Accessible w/Roll-in Shower - Photo 4
1/4

Deluxe Queen Mobility Accessible w/Roll-in Shower

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.

16 sqm
Sleeps 2
1 Queen bed (151-180 cm wide)
Amenities
Coffee/tea makerShowerSafety deposit boxHair dryerRefrigeratorDesk

Accessible Queen with Roll-In Shower

Non-refundable
Room Only
20% OFF$243.1

$194.48

Includes taxes & fees
Deluxe Queen Mobility Accessible w/Tub - Photo 1
Deluxe Queen Mobility Accessible w/Tub - Photo 2
Deluxe Queen Mobility Accessible w/Tub - Photo 3
Deluxe Queen Mobility Accessible w/Tub - Photo 4
1/4

Deluxe Queen Mobility Accessible w/Tub

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

16 sqm
Sleeps 2
1 Queen bed (151-180 cm wide)
Amenities
Coffee/tea makerSafety deposit boxHair dryerRefrigeratorDeskBottle of water

Accessible Queen with Grab Bar Bathtub

Non-refundable
Room Only
20% OFF$241.46

$193.17

Includes taxes & fees
Reliance King Suite - Photo 1
Reliance King Suite - Photo 2
Reliance King Suite - Photo 3
Reliance King Suite - Photo 4
Reliance King Suite - Photo 5
Reliance King Suite - Photo 6
Reliance King Suite - Photo 7
1/7

Reliance King Suite

1 King BedLayout - Bedroom Entertainment - 50-inch LCD TV with premium channels, streaming services, iPod dockSleep - Pillowtop bed, premium bedding, a down duvet, turndown service, and bed sheets Bathroom - Private bathroom, shower/tub combination, bathrobes, and designer toiletriesPractical - Laptop-compatible safe, free newspaper, and iron/ironing board; cribs (free) available on requestComfort - Climate-controlled air conditioningNeed to Know - Housekeeping on requestNon-SmokingConnecting/adjoining rooms can be requested, subject to availability

Sleeps 4
1 King bed (151-180 cm wide)
Amenities
TelephoneHair dryerBathrobeDeskPrivate bathroomInterconnected room(s) available

Reliance King Suite

Non-refundable
Room Only
20% OFF$327.22

$261.78

Includes taxes & fees
Reliance King Suite Mobility Accessible w/Tub - Photo 1
Reliance King Suite Mobility Accessible w/Tub - Photo 2
Reliance King Suite Mobility Accessible w/Tub - Photo 3
Reliance King Suite Mobility Accessible w/Tub - Photo 4
Reliance King Suite Mobility Accessible w/Tub - Photo 5
1/5

Reliance King Suite Mobility Accessible w/Tub

1 Double Sofa Bed and 1 King BedLayout - Bedroom Entertainment - 50-inch LCD TV with premium channels, streaming services, iPod dockSleep - Pillowtop bed, premium bedding, a down duvet, turndown service, and bed sheets Bathroom - Private bathroom, shower/tub combination, bathrobes, and designer toiletriesPractical - Laptop-compatible safe, free newspaper, and iron/ironing board; cribs (free) available on requestComfort - Climate-controlled air conditioningAccessibility - Wheelchair accessibleNeed to Know - Housekeeping on requestNon-SmokingConnecting/adjoining rooms can be requested, subject to availability

Sleeps 4
1 Sofa bed (131-150 cm wide)
1 King bed (151-180 cm wide)
Amenities
TelephoneHair dryerBathrobeDeskPrivate bathroomInterconnected room(s) available

Reliance King Suite Mobility Accessible w/Tub

Non-refundable
Room Only
20% OFF$327.22

$261.78

Includes taxes & fees
Burnham 2 Two Queen - Photo 1
Burnham 2 Two Queen - Photo 2
Burnham 2 Two Queen - Photo 3
Burnham 2 Two Queen - Photo 4
Burnham 2 Two Queen - Photo 5
1/5

Burnham 2 Two Queen

2 Queen BedsEntertainment - 50-inch LCD TV with premium channels, streaming services, iPod dockSleep - Pillowtop bed, premium bedding, a down duvet, turndown service, and bed sheets Bathroom - Private bathroom, shower/tub combination, bathrobes, and designer toiletriesPractical - Laptop-compatible safe, free newspaper, and iron/ironing board; cribs (free) available on requestComfort - Climate-controlled air conditioningNeed to Know - Housekeeping on requestNon-SmokingConnecting/adjoining rooms can be requested, subject to availability

Sleeps 4
2 Queen Bed (150-160 cm wide)
Amenities
TelephoneHair dryerBathrobeDeskPrivate bathroomInterconnected room(s) available

Burnham Two Queen

Non-refundable
Room Only
20% OFF$270.61

$216.49

Includes taxes & fees
Millennium Park View King Suite - Photo 1
Millennium Park View King Suite - Photo 2
Millennium Park View King Suite - Photo 3
Millennium Park View King Suite - Photo 4
Millennium Park View King Suite - Photo 5
1/5

Millennium Park View King Suite

1 King BedLayout - Bedroom Entertainment - 50-inch LCD TV with premium channels, streaming services, iPod dockSleep - Pillowtop bed, premium bedding, a down duvet, turndown service, and bed sheets Bathroom - Private bathroom, shower/tub combination, bathrobes, and designer toiletriesPractical - Laptop-compatible safe, free newspaper, and iron/ironing board; cribs (free) available on requestComfort - Climate-controlled air conditioningNeed to Know - Housekeeping on requestNon-SmokingConnecting/adjoining rooms can be requested, subject to availability

Sleeps 4
1 King bed (151-180 cm wide)
Amenities
TelephoneHair dryerBathrobeDeskPrivate bathroomInterconnected room(s) available

Millenium Park View King Suite

Non-refundable
Room Only
20% OFF$612

$489.6

Includes taxes & fees
Burnham King - Photo 1
Burnham King - Photo 2
Burnham King - Photo 3
Burnham King - Photo 4
Burnham King - Photo 5
1/5

Burnham King

1 King BedEntertainment - 50-inch LCD TV with premium channels, streaming services, iPod dockSleep - Pillowtop bed, premium bedding, a down duvet, turndown service, and bed sheets Bathroom - Private bathroom, shower/tub combination, bathrobes, and designer toiletriesPractical - Laptop-compatible safe, free newspaper, and iron/ironing board; cribs (free) available on requestComfort - Climate-controlled air conditioningNeed to Know - Housekeeping on requestNon-SmokingConnecting/adjoining rooms can be requested, subject to availability

Sleeps 3
1 King bed (151-180 cm wide)
Amenities
TelephoneHair dryerBathrobeDeskPrivate bathroomInterconnected room(s) available

Burnham King

Non-refundable
Room Only
20% OFF$236.64

$189.31

Includes taxes & fees

Guest Reviews

9
Exceptional1590 verified reviews
AI Summary

Guests highly rate the excellent location and frequently praise the friendly staff.

Categories

Cleanliness8.9
Service9.4
Location9.9
Room Quality8.8
Amenities8.4
Value for Money8.3
Food and Beverage8.9
Overall Experience9.4

Select topics to read reviews

J
JandeDE
Verified booking
solo_traveller
Standard Room
Stayed in Feb 22, 2026

"Very Good"

7.0

Gute Lage, schönes Gebäude.

Leider war der Straßenlärm im Zimmer recht laut zu hören. Außerdem war das Café nicht benutzbar, sondern eine Baustelle. Im Vergleich zu anderen Hotels in der Umgebung, war das Zimmer letztlich zu teuer.

Helpful?
B
boobear346CLARKSTON, MICHIGAN
Verified booking
Couples
Standard Room
Stayed in Feb 15, 2026

"Great hotel!"

10.0

Everything about this place was amazing. The staff was very friendly at check in & check out. The room was clean and comfortable. Would highly recommend and would definitely stay here again.

Helpful?
K
kaweusUS
Verified booking
family_with_children
Standard Room
Stayed in Feb 8, 2026

"Exceptional"

10.0

Location for the Christmas Market is perfect. The hotel beautiful and the staff are always great! This is our go-to hotel for stays in the city.

Helpful?
K
kozmalacSAN DIEGO, CALIFORNIA
Verified booking
Family
Standard Room
Stayed in Feb 5, 2026

"If you are looking for a 4 star hotel -- look elsewhere! Could be great -- but nobody cares!"

4.0

Ok listen up! Go somewhere else!! This is NOT one of those disgruntled reviews! Our stay was fine. That is to say we had beds to sleep in, there was heating and hot water, and the elevator worked. Beyond that however -- lets start with the good things: Good: Rooms are relatively spacious. We booked two rooms, a king, and a high floor king suite. Enough space to get around and stay comfortably for a few days. The windows are HUGE. High floor views are nice. The street wasn't super noisy, although you can hear the L go by. The hotel is in a lovely historic building. The building is pretty quiet. The location is fantastic! Bad: First of all, nobody mentioned before booking, that THE RESTAURANT IS CLOSED for renovations until -- supposedly April!! This was a major bummer, as there is NO FOOD at the hotel. Nothing other than the dry pastries at the lobby (those disappeared too by day 3 and gave way to some prepackaged white cookies. Also if you enjoy some microplastics with your coffee, there is your room Keurig. It is free right? Nope! You pay a daily convenience free for things like coffee and wifi, and I guess hot water. They had the audacity to keep the restaurant's menu in every room. But the phone number was disconnected. You can't really shower, unless you enjoy standing in 6-8 inches of water, as the pipes are old and the water doesn't go down. There is no keycard, instead, good old fashioned keys. You are informed, if you loose one, it is a $50 charge! Not done yet: The furniture is akin to a Motel 6, everything is tired and scratched up, the bedding is cheap and definitely does not feel like cotton, you get two separate twin size comforters, so if you like that good for you, but if you like snuggling up with your partner under one cover, you are out of luck. The plastic bed protector is bunched up under the thin sheet. The carpet looks like it has been vacuumed maybe a week or two ago, but wasn't washed for decades! Lighting is terrible. If you only are in your hotel room to watch tv and sleep, great, but if you are trying to do work, or eat food, or have a meeting or a conversation it gets hard. There is literally one table lamp (nothing overhead) in the entire living room part of the suite. Finally: the staff. Well there are some random looking dudes sit behind the counter in the lobby, but they don't care much about you, some indifferent, some quite rude, some are just odd. None of them are professional in any way, or seem like being there to provide a service. Felt like they are just the overnight security, to watch the door. I am so confused by all the great reviews. Yes, it might have been a great hotel some time ago. It is a lovely building, superb location, great architecture. But it felt more like a cheap Airbnb (with no kitchen!) in a random house rather than a four star hotel!! AVOID!!!

Helpful?
9
971jonathanh
Verified booking
Business
Standard Room
Stayed in Jan 31, 2026

"Underwhelming"

6.0

I stayed here for a week. I'm glad other people LOVE this hotel, but after reading all of the positive reviews, I decided to give it a try. It's average. Yes, it's relatively clean and comfortable, and I would stay here again if I did not have other choices. I will try a different hotel next time I am in town as I think there are others that are nicer and offer a better value. Check in was fine and the desk attendant was professional and friendly. My room appeared to be a former closet that was converted into a room. The room number was not even on the directional signage on the wall in the hallway. I booked an "Atwood Queen" which is the smallest floorpan but my room looked nothing like the pictures on the website. It was tiny, had an eye-level view of the HVAC on the roof next door, smelled like grease from the restaurant, was noisy from the HVAC, and the bathroom had no countertop, just a pedestal sink, so there was really nowhere to put toiletries. The grout on the tile in the shower could use some work. The bed was comfortable and overall it was a comfortable place to sleep for the week despite the smell and noise, but it was a disappointment and again looked noting like the pictures on the website. No, I didn't bother to complain at the front desk, as I was didn't want to be labeled as "a problem" and no, I'm not usually one to ever have any problems or complain at a hotel. The other issue is the this place charges resort fees. They were disclosed and I knew they were added on to the advertised price of the room, but after seeing and experiencing everything included for this fee, they should not be charging resort fees. It's just a ripoff -- raise the price instead of nickel-and-diming. Finally, toward the end of the week, it seemed like the building was having a problem with sewer, as the lobby and elevator area smelled like sewer. I don't know if that was an anomaly, but it wasn't great. I just chalked it up to "sometimes things happen." Was this the worst place ever? No. Was it "knock my socks off" amazing? No. Is it a good value for the money? No. Was it absolutely horrible? Also no.

Helpful?
D
dmk466
Verified booking
Couples
Standard Room
Stayed in Jan 31, 2026

"Great couples getaway stay"

10.0

Great location. Well maintained and unique building. The room was well kept and clean. Sashon B. at the front desk check-in was very friendly and helpful. Greatly enjoyed meeting him.

Helpful?
E
EvansusUS
Verified booking
extended_group
Standard Room
Stayed in Jan 28, 2026

"Perfection"

10.0

Everything! The hotel was clean, friendly located in a fantastic location. Definitely my next stay when I visit Chicago.

Nothing it was perfect and so cute !!!!

Helpful?
M
maryhK6862QZ
Verified booking
Friends getaway
Standard Room
Stayed in Jan 26, 2026

"10/10"

10.0

Sashin went above and beyond to make our stay… really recommend staying in this hotel

Helpful?
B
BernardbeBE
Verified booking
family_with_children
Standard Room
Stayed in Jan 25, 2026

"Exceptional"

9.0

De locatie en de geschiedenis van het hotel. Vriendelijk personeel. Een schitterende hotel als uitvalsbasis om downtown Chicago te verkennen.

Klein minpuntje, de douche is een bad met douchekop en gordijn.

Helpful?
M
MariusitIT
Verified booking
couple
Standard Room
Stayed in Jan 22, 2026

"Exceptional"

9.0
Helpful?