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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$463.1

$370.48

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$509.83

$407.86

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

L
LyzbrBR
Verified booking
couple
Standard Room
Stayed in May 25, 2026

"Exceptional"

9.0
Helpful?
J
JOSE ANTONIOesES
Verified booking
solo_traveller
Standard Room
Stayed in May 24, 2026

"Exceptional"

9.0
Helpful?
M
MichelleusUS
Verified booking
solo_traveller
Standard Room
Stayed in May 20, 2026

"Excellent"

8.0

They use old fashioned keys, so the elevators to guest rooms are unsecured.

Helpful?
F
FabiobrBR
Verified booking
solo_traveller
Standard Room
Stayed in May 19, 2026

"Exceptional"

10.0
Helpful?
H
HeatherusUS
Verified booking
couple
Standard Room
Stayed in May 18, 2026

"Exceptional"

10.0

The staff was super friendly

No parking

Helpful?
J
JosefinausUS
Verified booking
couple
Standard Room
Stayed in May 18, 2026

"Great location, helpful staffand the food at Mariela’s was amazing."

9.0

Clean and helpful staff

Na

Helpful?
S
sasultan
Verified booking
Couples
Standard Room
Stayed in May 17, 2026

"Perfect location."

10.0

Super friendly staff The best Ubication

Helpful?
C
CarmenusUS
Verified booking
couple
Standard Room
Stayed in May 14, 2026

"Excellent"

8.0
Helpful?
S
Stay12231095880
Verified booking
Family
Standard Room
Stayed in May 12, 2026

"Very pleasantly surprised."

8.0

To be honest i was not aware of Staypineapple hotel chain till we planned a Mother's Day weekend in Chicago. I loved the location being so central to the attractions in The Loop. Everything is within walking distance. The bed and the duvet were divine. Very pleasantly surprised

Helpful?
R
RobinusUS
Verified booking
couple
Standard Room
Stayed in May 11, 2026

"Peaceful and convient place to stay."

10.0

I loved the view. The gentleman that checked us in was very nice. The room was quiet. We really liked how well the hotel had been maintained over the years.

No complaints the hotel was beautiful.

Helpful?
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