Staypineapple, An Iconic Hotel, The Loop

1 West Washington, Chicago Loop, Chicago, United States - Steps to theaters
8.9/10 · 787 reviews

The 4-star Staypineapple, An Iconic Hotel, The Loop Chicago is located around a 10-minute stroll from the public Cloud Gate Sculpture and provides tour/ticket assistance for a better travel experience. Opened in 1895, this Chicago hotel welcomes guests in the Beitou district, boasting a prime position 1.5 miles from Fourth Presbyterian Church, which is an earthly imitation of the divine glory.

Location

The lit 1926 theater "Cadillac Palace Theatre" is located just a 7-minute walk away, and the 9 story skyscraper "Water Tower Place" is approximately 25 minutes' walk from the hotel. Non-smoking Staypineapple, An Iconic Hotel, The Loop Chicago is merely 450 feet from State & Randolph bus stop and fairly close to the untitled monumental sculpture "Picasso Statue". The bascule DuSable Bridge lies a mere 0.9 miles away, while Washington/Wells is about 5 minutes by foot from the accommodation. Chicago Union train station can be found in proximity to this hotel.

Rooms

Staypineapple, An Iconic Hotel, The Loop Chicago welcomes guests to 122 rooms fitted with ironing facilities as well as a flat-screen TV with satellite channels. Furnished with a writing desk, the rooms also have tea and coffee-making facilities. All rooms also face the park.

Food & Drinks

Also, the property features a lounge bar. You may walk 5 minutes to Walnut Room or eat by The Lifeway Kefir Shop, located 450 feet away.

Leisure & Activities

Staypineapple, An Iconic Hotel, The Loop features recreational facilities and a ballroom for guests' entertaining. The Chicago hotel also gives guests access to fitness classes at a fitness room located on site.

Why choose Staypineapple, An Iconic Hotel, The Loop Chicago

Select room

  • Signature Naked Experience for comfort

  • Iconic location near Millennium Park

  • On-site restaurant with seasonal cuisine

  • High-speed Wi-Fi for all devices

Main amenities

  • Free Wi-Fi

  • Parking

  • 24-hour services

  • Fitness/Gym

  • Meeting facilities

  • Wheelchair access

  • Air conditioning

  • Pets

General
  • Free Wi-Fi
  • Parking
  • 24-hour services
  • Fitness/Gym
  • Meeting facilities
  • Wheelchair access
  • Air conditioning
  • Pets
1/31

Internet

  • Free Wi-Fi in rooms

Parking options

  • Car park
  • Valet parking

Activities

  • Fitness centre

Property services

  • Safe deposit box
  • 24-hour reception
  • Luggage storage
  • Pet amenities available
  • Housekeeping

Business facilities

  • Meeting/ Banquet facilities

For disabled guests

  • Rooms/ Facilities for disabled
  • Wheelchair access
  • Toilet for disabled
  • Bathroom for disabled

In the rooms

  • Air conditioning
  • Heating
  • Sitting area
  • Tea and coffee facilities
  • Ironing facilities

Devices

  • Flat-screen TV

General facilities

  • No smoking on site
  • Allergy-free rooms
  • Lift
  • Smoke detectors
  • Fire extinguishers
  • Key access

Pets

  • Pets allowed

Important information

Check-in:
from 16:00 until 23:59
Check-out:
until 12:00
  • Children and extra beds
  • Maximum capacity of cribs in a room is 1.

Enter dates to see availability

From USD 119 per night
Check-in 18 Oct 2026
Check-out 19 Oct 2026
Guests 2 guests

Adults:

2

Children:

0
All rates verified
How we verified prices Our team regularly checks prices to make sure you see the lowest available rates. We compare them with hotel prices and other providers. If discounts or promotions appear, prices on our site are updated accordingly.

Rooms

Current offers Editor's Pick
Up to 15% off

Longer Stays

A few extra nights let you slow down, find favorite spots, and experience the place beyond the highlights.
5 nights or more Discount will be applied to your results
Up to 10% off

Mobile Rates

Book in a few taps and save a little more for the places, tastes, and moments waiting throughout your stay.
Book via mobile Includes special rates from Booking.com
Up to 20% off

Early Bird

Reserve while the right dates are open, then enjoy planning everything that comes after stress-free, step by step.
Book 30+ days ahead Some dates already include an extra discount

Photos of Staypineapple, An Iconic Hotel, The Loop Chicago

Staypineapple, An Iconic Hotel, The Loop 1/100
Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop Chicago

Hotel offering luxury amenities in a prime location

Gallery

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop
Hotel Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop Hotel 4*
Staypineapple, An Iconic Hotel, The Loop 4*
Hotel Staypineapple, An Iconic Hotel, The Loop Chicago
Hotel Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop Hotel 4*
Staypineapple, An Iconic Hotel, The Loop 4*
Staypineapple, An Iconic Hotel, The Loop Chicago
Staypineapple, An Iconic Hotel, The Loop Hotel 4*
Staypineapple, An Iconic Hotel, The Loop Chicago
Staypineapple, An Iconic Hotel, The Loop Chicago
Staypineapple, An Iconic Hotel, The Loop Hotel Chicago
Hotel Staypineapple, An Iconic Hotel, The Loop 4*
Staypineapple, An Iconic Hotel, The Loop 4*
Staypineapple, An Iconic Hotel, The Loop Chicago
Staypineapple, An Iconic Hotel, The Loop Hotel Chicago
Hotel Staypineapple, An Iconic Hotel, The Loop Chicago
Staypineapple, An Iconic Hotel, The Loop 4*
Staypineapple, An Iconic Hotel, The Loop Hotel 4*
Staypineapple, An Iconic Hotel, The Loop Hotel 4*
Staypineapple, An Iconic Hotel, The Loop Hotel Chicago
Hotel Staypineapple, An Iconic Hotel, The Loop Chicago
Staypineapple, An Iconic Hotel, The Loop Hotel
Hotel Staypineapple, An Iconic Hotel, The Loop 4*
Staypineapple, An Iconic Hotel, The Loop Hotel
Staypineapple, An Iconic Hotel, The Loop Hotel Chicago
Staypineapple, An Iconic Hotel, The Loop 4*
Staypineapple, An Iconic Hotel, The Loop
Hotel Staypineapple, An Iconic Hotel, The Loop 4*
Hotel Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop Hotel
Hotel Staypineapple, An Iconic Hotel, The Loop
Hotel Staypineapple, An Iconic Hotel, The Loop Chicago
Staypineapple, An Iconic Hotel, The Loop Hotel 4*
Staypineapple, An Iconic Hotel, The Loop Hotel
Staypineapple, An Iconic Hotel, The Loop Hotel Chicago
Staypineapple, An Iconic Hotel, The Loop Chicago
Hotel Staypineapple, An Iconic Hotel, The Loop Chicago
Hotel Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop 4* Chicago
Staypineapple, An Iconic Hotel, The Loop 4* Chicago
Staypineapple, An Iconic Hotel, The Loop Hotel 4*
Staypineapple, An Iconic Hotel, The Loop Hotel
Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop Hotel
Staypineapple, An Iconic Hotel, The Loop Hotel 4*
Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop Hotel Chicago
Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop Hotel 4*
Hotel Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop Chicago
Staypineapple, An Iconic Hotel, The Loop Hotel Chicago
Staypineapple, An Iconic Hotel, The Loop Hotel
Staypineapple, An Iconic Hotel, The Loop 4* Chicago
Hotel Staypineapple, An Iconic Hotel, The Loop 4*
Hotel Staypineapple, An Iconic Hotel, The Loop
Hotel Staypineapple, An Iconic Hotel, The Loop Chicago
Staypineapple, An Iconic Hotel, The Loop Chicago
Staypineapple, An Iconic Hotel, The Loop Chicago
Staypineapple, An Iconic Hotel, The Loop 4*
Hotel Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop Chicago
Hotel Staypineapple, An Iconic Hotel, The Loop Chicago
Staypineapple, An Iconic Hotel, The Loop Chicago
Hotel Staypineapple, An Iconic Hotel, The Loop Chicago
Staypineapple, An Iconic Hotel, The Loop Hotel Chicago
Staypineapple, An Iconic Hotel, The Loop
Hotel Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop Hotel
Hotel Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop Hotel Chicago
Hotel Staypineapple, An Iconic Hotel, The Loop Chicago
Staypineapple, An Iconic Hotel, The Loop Hotel Chicago
Staypineapple, An Iconic Hotel, The Loop Hotel 4*
Staypineapple, An Iconic Hotel, The Loop 4*
Staypineapple, An Iconic Hotel, The Loop 4* Chicago
Staypineapple, An Iconic Hotel, The Loop Hotel Chicago
Staypineapple, An Iconic Hotel, The Loop 4* Chicago
Staypineapple, An Iconic Hotel, The Loop 4* Chicago
Staypineapple, An Iconic Hotel, The Loop Hotel
Staypineapple, An Iconic Hotel, The Loop 4* Chicago
Staypineapple, An Iconic Hotel, The Loop Hotel
Staypineapple, An Iconic Hotel, The Loop 4* Chicago
Hotel Staypineapple, An Iconic Hotel, The Loop Chicago
Hotel Staypineapple, An Iconic Hotel, The Loop Chicago
Staypineapple, An Iconic Hotel, The Loop Hotel Chicago
Staypineapple, An Iconic Hotel, The Loop Hotel
Hotel Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop
Hotel Staypineapple, An Iconic Hotel, The Loop 4*
Staypineapple, An Iconic Hotel, The Loop 4* Chicago
Staypineapple, An Iconic Hotel, The Loop Chicago
Hotel Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop Chicago
Staypineapple, An Iconic Hotel, The Loop 4* Chicago
Staypineapple, An Iconic Hotel, The Loop Hotel Chicago

Best options for your travel dates

Location of Staypineapple, An Iconic Hotel, The Loop Chicago

1 West Washington, Chicago Loop, Chicago, United States

 -  Steps to theaters
Attractions
Great restaurants
Transportation

Places nearby

    Guest reviews of Staypineapple, An Iconic Hotel, The Loop Chicago

    Based on ratings from trusted providers

    8.9 /10
    Fabulous 787 reviews
    Filter Reviews
    Based on ratings from trusted providers
    Traveler Type
      Languages
        Review scores
          Solo Couple Family Extended group Leisure Business Wonderful: 9+ Good: 7-9 Fair: 5-7 Poor: 3-5 Very poor: 1-3
          ...

          Write a review

          When did you travel?

          Your rating point

          Very bad
          Excellent

          Your details

          Where are you from?
          Thank you! Thank you for taking the time to share your experience. Your review will be published shortly.

          Review has not been sent.

          Please try again.

          Popular hotels in Chicago

          Find your perfect hotel stay today

          From USD 204

          Hotel Emc2, Autograph Collection Chicago
          Chicago, 228 East Ontario Street, Chicago, United States

          Highlighting a banquet hall, suited for gatherings, the chic 4-star Hotel Emc2, Autograph Collection Chicago is located only 1.3 km from deep-dish pizza restaurants in Chicago|Chicago-style Pizza|a…

          From USD 294

          Homewood Suites By Hilton Chicago Downtown South Loop
          Chicago, 59 E. 11Th Street, Chicago, United States

          Offering an excellent location right near the Columbia College Garden, the smoke-free Homewood Suites By Hilton Chicago Downtown South Loop hotel boasts a banquet hall arranged for gathering purposes…

          From USD 296

          The Ritz-Carlton, Chicago Hotel
          Chicago, 160 East Pearson Street At Water Tower Place, Chicago, United States

          Providing a ballroom ideal for moments spent together, the charming The Ritz-Carlton, Chicago Hotel is centrally located within 20 minutes' walk of the half-mile-long Navy Pier. The 5-star luxury…

          From USD 206

          Hilton Garden Inn Chicago Downtown South Loop
          Chicago, 55 E 11Th Street, Chicago, United States

          Featuring a sun terrace and a swimming pool, the 3-star Hilton Garden Inn Chicago Downtown South Loop lies about a 25-minute walk from Wrigley Building. The inn is located in proximity to the Loop…

          From USD 193

          Ambassador Chicago, Part Of Jdv By Hyatt Hotel
          Chicago, 1301 N State Pkwy Gold Coast - State and Goethe, Chicago, United States

          The upscale Ambassador Chicago, Part Of Jdv By Hyatt Hotel includes air-conditioned rooms merely 1.4 km from the downtown Museum Of Contemporary Art Chicago. With a location in the immediate vicinity…

          From USD 139

          Renaissance Chicago Downtown Hotel
          Chicago, 1 West Upper Wacker Drive, Chicago, United States
          4.5 1947 reviews

          Situated a 5-minute walk from the professional theater company "Goodman Theatre", Renaissance Chicago Downtown Hotel offers a heated swimming pool. This hotel offers high-speed Internet access in…

          From USD 159

          The Blackstone, Autograph Collection Chicago
          Chicago, 636 South Michigan Avenue, Lobby Entrance On East, Chicago, United States
          4.5 2831 reviews

          Featuring views of the lake, The Blackstone, Autograph Collection Chicago hotel lies in a popular area, a 20-minute walk from the Skydeck Chicago. Overlooking Grant Park the hotel has spa therapy, a…

          From USD 57

          Hi Chicago Hostel
          Chicago, 24 E Ida B Wells Drive, Chicago, United States

          Featuring a cash machine and a lift, the contemporary 3-star Hi Chicago hostel is situated around 5 minutes by car from Navy Pier. Offering Wi-Fi, this eco-friendly hostel also boasts a location…

          From USD 72

          Le Meridien Essex Chicago
          Chicago, 800 South Michigan Avenue, Chicago, United States
          4.5 398 reviews

          Offering 274 rooms, the family Le Meridien Essex Chicago hotel is a few blocks from a business district and just 1.4 km from Chicago Cultural Center. Featuring a restaurant, this Chicago hotel is…

          Popular hotels all over the world

          Find your perfect hotel stay today

          From USD 85

          Hotel Orchid Shimla
          Shimla, Kamla Nagar, Near Hill Groove School, Bhattakufer, Frood, Sanjauli, Shimla, Shimla, India

          From USD 49

          Offers and promotions at Castle Hotel By Chef & Brewer Collection hotel's website
          Leicester, Main Street - Kirby Muxloe, Leicester, United Kingdom

          From USD 760

          Soho House New York Hotel
          New York, 29-35 9Th Avenue, 10014, New York, United States

          From USD 354

          Hotel Waldorf Astoria Dubai International Financial Centre
          Dubai, Burj Daman, Al Mustaqbal Street, Dubai, United Arab Emirates

          From USD 213

          Washington Square Hotel New York
          New York, 103 Waverly Place, New York, United States
          4.0 1934 reviews

          From USD 97

          The Pilgrim Hotel London
          London, 25 London Street, London, United Kingdom

          From USD 76

          Hotel Whitechapel
          London, 49-53 New Road, London, United Kingdom

          From USD 164

          The Montcalm At Brewery London City Hotel
          London, 52 Chiswell Street, London, United Kingdom

          From USD 2719

          The Soho Hotel, Firmdale Hotels London
          London, 4 Richmond Mews, London, United Kingdom
          5.0 1802 reviews
          Currency
          • USD U.S. dollar
          • EUR Euro
          • GBP Pound sterling
          • AUD Australian dollar
          • CAD Canadian dollar
          • BRL Brazilian real
          • CNY Chinese yuan
          • CZK Czech koruna
          • DKK Danish krone
          • HKD Hong Kong dollar
          • ILS Israeli new sheqel
          • JPY Japanese yen
          • MYR Malaysian ringgit
          • NZD New Zealand dollar
          • NOK Norwegian krone
          • PLN Polish zloty
          • RON Romanian leu
          • RUB Russian ruble
          • SAR Saudi riyal
          • SGD Singapore dollar
          • ZAR South African rand
          • KRW South Korean won
          • SEK Swedish krona
          • CHF Swiss franc
          • TRY Turkish lira
          • UAH Ukrainian hryvnia
          • THB Thai baht
          • ARS Argentina, Peso
          Select language
          100% Verified Reviews
          Enter dates to see availability
          From USD 119 per night
          Check-in 18 Oct 2026
          Check-out 19 Oct 2026
          Guests 2 guests

          Adults:

          2

          Children:

          0
          All rates verified
          How we verified prices Our team regularly checks prices to make sure you see the lowest available rates. We compare them with hotel prices and other providers. If discounts or promotions appear, prices on our site are updated accordingly.
          Check-in & out
          18 Oct 2026
          —
          19 Oct 2026
          Guests
          2 guests
          Check availability
          We're here to help
          Hi there! Have a question? Message us—our team is happy to assist.
          Your details:
          Subject:
          Message:
          Thank you for your message. We’ll get back to you shortly!
          Your message was not delivered
          Important information
          Staypineapple, An Iconic Hotel, The Loop
          Check-in:
          from 16:00 until 23:59
          Check-out:
          until 12:00
          • Children and extra beds
          • Maximum capacity of cribs in a room is 1.