9 / 10 Guest Rating

Staypineapple, An Iconic Hotel, The Loop

Name: Staypineapple, An Iconic Hotel, The Loop
Address: 1 West Washington, Chicago, us
Rating: 9

1 West Washington, Chicago, us

Staypineapple, An Iconic Hotel, The Loop - main view

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Staypineapple, An Iconic Hotel, The Loop view 5

from US$193 / night

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

Check-in

Check-out

Guests

1 night · 2 adults

Available Rooms

11 rates found

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

Room Option

Board / Meal

Price for 1 night

Deluxe King

Non-refundable

Room Only

20% OFF$254.24

$203.39

Includes taxes & fees

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

Room Option

Board / Meal

Price for 1 night

Millennium Park King Suite

Non-refundable

Room Only

20% OFF$574.79

$459.83

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

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

Room Option

Board / Meal

Price for 1 night

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

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

Room Option

Board / Meal

Price for 1 night

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

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

Room Option

Board / Meal

Price for 1 night

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

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

Room Option

Board / Meal

Price for 1 night

Accessible Queen with Grab Bar Bathtub

Non-refundable

Room Only

20% OFF$241.46

$193.17

Includes taxes & fees

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

Room Option

Board / Meal

Price for 1 night

Reliance King Suite

Non-refundable

Room Only

20% OFF$346.78

$277.42

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

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

Room Option

Board / Meal

Price for 1 night

Reliance King Suite Mobility Accessible w/Tub

Non-refundable

Room Only

20% OFF$346.78

$277.42

Includes taxes & fees

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

Room Option

Board / Meal

Price for 1 night

Burnham Two Queen

Non-refundable

Room Only

20% OFF$286.83

$229.46

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

1/5

Millennium Park View King Suite

Sleeps 4

1 King bed (151-180 cm wide)

Amenities

TelephoneHair dryerBathrobeDeskPrivate bathroomInterconnected room(s) available

Room Option

Board / Meal

Price for 1 night

Millenium Park View King Suite

Non-refundable

Room Only

20% OFF$612

$489.6

Includes taxes & fees

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

Room Option

Board / Meal

Price for 1 night

Burnham King

Non-refundable

Room Only

20% OFF$250.8

$200.64

Includes taxes & fees

Guest Reviews

Exceptional1590 verified reviews

AI Summary

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

Select topics to read reviews

khristianm2013

Verified booking

Family

Standard Room

Stayed in Mar 19, 2026

"An Iconic Experience"

Exceptional

10.0

My wife got tickets to the Theater District and after reading several reviews, I booked a room at Staypinapple, Chicago. We were greeted by Sasoon and Darnell. My wife told them this was for my birthday and WOW! I would have thought these two and the entire staff, were in my family. What a wonderful experience. Our room was amazing and they even decorated it for my birthday! What a great experience! Totally recommend Staypinapple to anyone looking for "an Iconic experience."

Helpful?

Bernard

Verified booking

couple

Standard Room

Stayed in Mar 18, 2026

"Exceptional"

Exceptional

10.0

very good

Helpful?

David

Verified booking

solo_traveller

Standard Room

Stayed in Mar 18, 2026

"Exceptional"

Exceptional

9.0

A charming old world hotel in an excellent location to explore Chicago. Nice theme and large rooms & bathrooms. Very pleasant reception and welcome

Helpful?

Bernard

Verified booking

couple

Standard Room

Stayed in Mar 17, 2026

"Exceptional"

Exceptional

9.0

Helpful?

nix0224PERU, ILLINOIS

Verified booking

Friends getaway

Standard Room

Stayed in Mar 16, 2026

"Amazing Staff"

Exceptional

10.0

We were in town celebrating a few birthdays and seeing Hamilton and we had a wonderful experience! Close to the theatre and such a welcoming staff! We loved chatting with Sashon and DJ after we got back to the hotel after the show and very much appreciated the conversation, laughs and birthday bubbly! 🥂 We'll be back! Thank you, Staypineapple staff!

Helpful?

marcusdT1009LV

Verified booking

Couples

Standard Room

Stayed in Mar 15, 2026

"The Perfect Base from which to Explore the City"

Exceptional

10.0

This place is fantastic. It’s bang in the middle of the Loop, it’s a walking distance from pretty much everything. The rooms are great, the beds are incredibly comfy, the views are tremendous. All that. The staff are great, they were knowledgeable and cared about where you were going and what you were doing. It’s a great building, take the time to stop and admire it, it’s well worth it. Heartily recommend.

Helpful?

John

Verified booking

solo_traveller

Standard Room

Stayed in Mar 11, 2026

"Pleasant and unique"

Exceptional

9.0

Old world style

Bathtub

Helpful?

KeetwomanMARINETTE, WISCONSIN

Verified booking

Solo travel

Standard Room

Stayed in Mar 9, 2026

"Coveting the coverlet"

Exceptional

10.0

Everything about this experience was wonderful. I especially enjoyed the Euro vibe of the hotel with ACTUAL KEYS for the room. The vintage style elevator was a lot of fun. The location was excellent; it was easy to get everywhere I needed to go on foot, and public transit access was only steps away. My favorite part was the comforter. I covet the comforter. So warm and snuggly. I would stay here again in a heartbeat.

Helpful?

URSULA

Verified booking

solo_traveller

Standard Room

Stayed in Mar 9, 2026

"Always a great stay"

Exceptional

10.0

Beds are amazingly comfortable

Helpful?

Joel

Verified booking

couple

Standard Room

Stayed in Mar 7, 2026

"Exceptional"

Exceptional

10.0

Helpful?

5 6

8 9

Staypineapple, An Iconic Hotel, The Loop

About the Property

Facilities & Amenities

Important Information

Check-in & Out

Property Notes

Check Room Availability

Available Rooms

Deluxe King Room

Amenities

Millennium Park King Suite

Amenities

Executive King Suite - Disability Access

Amenities

Deluxe Queen Room with Two Queen Beds

Amenities

Deluxe Queen Mobility Accessible w/Roll-in Shower

Amenities

Deluxe Queen Mobility Accessible w/Tub

Amenities

Reliance King Suite

Amenities

Reliance King Suite Mobility Accessible w/Tub

Amenities

Burnham 2 Two Queen

Amenities

Millennium Park View King Suite

Amenities

Burnham King

Amenities

Guest Reviews

Categories

Select topics to read reviews

"An Iconic Experience"

"Exceptional"

"Exceptional"

"Exceptional"

"Amazing Staff"

"The Perfect Base from which to Explore the City"

"Pleasant and unique"

"Coveting the coverlet"

"Always a great stay"

"Exceptional"