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

Staypineapple, An Iconic Hotel, The Loop view 2

Staypineapple, An Iconic Hotel, The Loop view 3

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Staypineapple, An Iconic Hotel, The Loop view 5

from US$207 / 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

9 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$280.29

$224.23

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$338.54

$270.83

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$448.84

$359.07

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$373.78

$299.02

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$338.54

$270.83

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$338.54

$270.83

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$281.95

$225.56

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$369.94

$295.95

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$259.3

$207.44

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

Roxane

Verified booking

couple

Standard Room

Stayed in Jun 12, 2026

"Exceptional"

Exceptional

9.0

Helpful?

Jose Ignacio

Verified booking

family_with_children

Standard Room

Stayed in Jun 9, 2026

"Exceptional"

Exceptional

9.0

Helpful?

Julie

Verified booking

family_with_children

Standard Room

Stayed in Jun 9, 2026

"Happy"

Exceptional

10.0

Helpful?

Lisa

Verified booking

solo_traveller

Standard Room

Stayed in Jun 9, 2026

"Exceptional"

Exceptional

9.0

Helpful?

Connor

Verified booking

couple

Standard Room

Stayed in Jun 7, 2026

"Excellent"

Excellent

8.0

Helpful?

Pauline

Verified booking

couple

Standard Room

Stayed in Jun 2, 2026

"We were comfortable and centrally located"

Exceptional

10.0

Cozy, comfortable, the beds were super comfortable

Bathrooms could use an upgrade

Helpful?

hellomoto88IPSWICH, MASSACHUSETTS

Verified booking

Family

Standard Room

Stayed in May 29, 2026

"Wonderful!"

Exceptional

10.0

We went to New York to celebrate my daughter's 30th birthday, and we had a great stay. The hotel location was perfect: around the block from the train station, close to many attractions and restaurants, and tons of retail stores on the same street. The room was very quiet and clean. The front desk was very friendly and helpful. They even left a cute surprise for my daughter. Thanks for a great trip!

Helpful?

Tsuyoshi

Verified booking

solo_traveller

Standard Room

Stayed in May 28, 2026

"シカゴの思い出を華麗に彩る額縁🖼️"

Exceptional

9.0

立地が抜群です！そしてシカゴ建築の象徴・あのシカゴ窓から眺めるループ内の景色は何ものにも代え難い至福。シカゴに何度も行けるならここじゃなくても良い。でも一生に一度のシカゴなら僕はここを勧める。

ぬいぐるみはいらないかも笑

Helpful?

Brianna

Verified booking

couple

Standard Room

Stayed in May 27, 2026

"Exceptional"

Exceptional

10.0

Helpful?

MeganinMSPMINNEAPOLIS, MINNESOTA

Verified booking

Family

Standard Room

Stayed in May 25, 2026

"The staff is fantastic!"

Exceptional

10.0

100/100! Another fantastic stay where the staff went above and beyond. We’ve stayed here multiple times and everyone is always so friendly and helpful. They surprised us with some extras this trip and the timing couldn’t have been more perfect given some stressful events the week prior. The new restaurant is great and as always the location can’t be beat. Love staying in a historical hotel and look forward to a return stay late summer.

Helpful?

3 4 5

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

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

"Exceptional"

"Exceptional"

"Happy"

"Exceptional"

"Excellent"

"We were comfortable and centrally located"

"Wonderful!"

"シカゴの思い出を華麗に彩る額縁🖼️"

"Exceptional"

"The staff is fantastic!"