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Staypineapple, An Iconic Hotel, The Loop

Chicago · us

Staypineapple, An Iconic Hotel, The Loop

9
Exceptional1,556 reviews
  1. Hotel Collection
  2. /Hotels in Chicago
  3. /Staypineapple, An Iconic Hotel, The Loop
ParkingSelf parking (surcharge)RestaurantFitness facilities (surcharge)Non-smoking roomsAir conditioning

Check-in / Check-out

From 04:00 PM · Until 12:00 PM

Classification

4-Star Hotel

Amenities

Fitness facilities (surcharge), Parking, Non-smoking rooms, Air conditioning, Restaurant, Pets allowed

Location

Chicago, us

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!

Loading rooms and rates...

Location

How to Find Us

1 West Washington

Chicago · us

Policies

Good to Know

Check-in & Check-out

Check-in from 04:00 PM. Check-out by 12:00 PM. Early check-in and late checkout may be available upon request.

Cancellation

Cancellation terms vary by rate. Flexible rates allow free cancellation up to 24–48 hours before arrival. Non-refundable rates cannot be canceled or modified.

Payment

All prices are all-inclusive with taxes and fees. A valid credit card is required at check-in. No additional resort or service fees will apply.

Important Information

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.

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STAYPINEAPPLE, AN ICONIC HOTEL, THE LOOP

Guest Reviews

What Guests Say

9.0

Exceptional

1,556 reviews

Highlights

  • +Excellent location
  • +Friendly staff
  • +Well-maintained hotel

Could Improve

  • –Price concerns
  • –Small room size
  • –Missing amenities
Cleanliness8.9

Multiple reviews mention the hotel is well maintained and clean.

Service9.4

Numerous reviews highlight excellent and friendly staff.

Location9.9

Guests repeatedly praise the fantastic location.

Room Quality8.8

Rooms described as beautiful but some mention small size.

Amenities8.4

Some concerns about missing comfort items in the room.

Value for Money8.3

Some guests feel the price is high considering certain issues.

Food and Beverage8.9

Breakfast and restaurant service received positive feedback.

Overall Experience9.4

Overall satisfaction is high with many positive remarks.

Gretchen

Couple · May 2026

9
Liked:Unique and historic

via Nuitee

Kira

Couple · May 2026

7
Liked:The bed was comfortable! Location is good. Liked the old hotel.
Disliked:The amenities fee of $25.00 a day is ridiculous. For that reason alone I wouldn't stay again at this hotel!

via Nuitee

danlP9575ZO

Solo Travel · May 2026

10

Great boutique hotel in Chicago Loop!

Liked:Comfy and cozy, very boutique-y, love the architecture.

via tripadvisor

Damien

Solo Traveller · May 2026

7

Good location and value for money but getting old and feel a little rundown in some parts

Liked:Liked the location and friendliness of staff.
Disliked:By "iconic" they mean historical building but a little rundown. Don't get me wrong the elevator has some vintage charm but the rooms and the bathrooms have known better days

via Nuitee