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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$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

K
KarlusUS
Verified booking
solo_traveller
Standard Room
Stayed in Jun 27, 2026

"Excellent location in a classic building."

9.0

Location is perfect.

No free breakfast option included

Helpful?
2
2skinnylegsusUS
Verified booking
couple
Standard Room
Stayed in Jun 25, 2026

"We appreciated and chuckled at the sense of humor and the small touches."

9.0

Hotel location was convenient. We knew room would be small and, while it was, it was sufficient. The hotel is old and that adds to its charm. It was clean so that adds to my comfort. The bed, as many guest report, is super comfortable, as are the bed linens. The staff is very friendly and knowledgeable.

Except for one small washcloth, the towels could use a refresh. The hotel is old and charming but the towels don't need to be old and look old. They appeared clean, just frayed. Newer, softer towels would be a visible improvement. It wasn't a surprise but we didn't appreciate the daily amenity charges. We didn't use the amenities and, when we reviewed the final receipt, they did add quite a chunk to an already expensive bill. Perhaps rethink that charge?????

Helpful?
H
HazelusUS
Verified booking
extended_group
Standard Room
Stayed in Jun 24, 2026

"Excellent"

8.0
Helpful?
J
JenniferusUS
Verified booking
solo_traveller
Standard Room
Stayed in Jun 24, 2026

"Exceptional"

10.0
Helpful?
M
MaiousUS
Verified booking
family_with_children
Standard Room
Stayed in Jun 23, 2026

"We would def stay there again, hopefully in newer version of it."

8.0

Location is amazing as well as staying in an beautiful iconic building with a great view.

Hotel probably needs un upgrade, too expensive for what it is and what amenities provides.

Helpful?
J
JeremyusUS
Verified booking
solo_traveller
Standard Room
Stayed in Jun 21, 2026

"Good base for The Loop"

9.0

Great location in iconic building. Staff was great.

Room ceiling had water stains on them…made it feel like an old motel.

Helpful?
G
GeoffreygbGB
Verified booking
couple
Standard Room
Stayed in Jun 19, 2026

"Will stay on our next trip to Chicago"

9.0

Excellent location for our purposes. Staff generally good but an issue regarding additional charges took longer than it should to resolve

Restaurant nothing to do with hotel

Helpful?
F
FionaauAU
Verified booking
couple
Standard Room
Stayed in Jun 17, 2026

"Exceptional"

9.0
Helpful?
O
OliviaitIT
Verified booking
solo_traveller
Standard Room
Stayed in Jun 15, 2026

"Exceptional"

10.0

Nice room but common areas unavailable all was underconstruction

Loved the room should advertise breakfast is not possible since lobby is under heavy construction

Helpful?
R
RachelleusUS
Verified booking
family_with_children
Standard Room
Stayed in Jun 15, 2026

"Exceptional"

10.0
Helpful?