Staypineapple, An Iconic Hotel, The Loop

1 West Washington, Chicago Loop, Chicago, United States - Near Millennium Park

Featuring a ballroom and a restaurant, the 4-star boutique-style Staypineapple, An Iconic Hotel, The Loop Chicago is decorated with mosaic floors and offers proximity to Grant Skateboard Park, which is just 9 minutes' stroll away. Located only 1.1 km from The Art Institute of Chicago, the smoke-free hotel provides a banquet hall and a ballroom.

Location

This Chicago hotel is situated approximately a 25-minute stroll from the half - mile - long Navy Pier and within a few blocks of Millennium Public Park. The Staypineapple Chicago is merely 450 metres from State & Washington bus stop and merely 200 metres from Macy's on State Street. The accommodation allows you to enjoy such natural sights as the scenic Chicago Riverwalk Walkway a mere 1.2 km away. Transport links are excellent, with Washington/Wells underground station, which is nearly a 5-minute walk away.

Rooms

The rooms at Staypineapple, An Iconic Hotel, The Loop are allergy-free and fitted with a flat-screen TV with satellite channels as well as coffee/tea making facilities. Guests will also appreciate stunning views of the lake.

Food & Drinks

The lounge bar provides you with a place to unwind. Hannah's Bretzel, situated just near the Staypineapple, is a perfect place to enjoy American cuisine.

Leisure & Activities

Keeping fit at the hotel is convenient thanks to a fitness studio that offers fitness classes.

Why choose Staypineapple, An Iconic Hotel, The Loop Chicago

Select room
  • Located in the Chicago Theater District

  • Pet-friendly accommodations with exclusive amenities

  • Afternoon treats and coffee included daily

  • Historic National Landmark building

Main amenities

  • Free Wi-Fi

  • Parking

  • 24-hour services

  • Fitness/Gym

  • On-site Dining

  • Meeting facilities

  • Wheelchair access

  • Air conditioning

  • Pets

General
  • Free Wi-Fi
  • Parking
  • 24-hour services
  • Fitness/Gym
  • On-site Dining
  • Meeting facilities
  • Wheelchair access
  • Air conditioning
  • Pets
1/35

Internet

  • Free Wi-Fi

Parking options

  • Parking
  • Valet parking

Activities

  • Fitness centre

Property services

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

Dining options

  • Restaurant
  • Bar/ Lounge area

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 cots in a room is 1.

Enter dates to see availability

From USD 119 per night
Check-in 14 Nov 2025
Check-out 15 Nov 2025
Guests 2 guests

Adults:

2

Children:

0

Outstanding Experience

The decor, service, and location were outstanding! Will be my first choice in Chicago.

Jacob B. stayed in July 2025

Magical Stay

Incredible staff, especially Darnell! My long stay turned magical with his touches. Can't wait to return.

Nicky P. stayed in September 2024

Perfect Location

Loved the cute decor and the views! Perfectly located for walking everywhere. Staff was exceptionally helpful.

Justin L. stayed in August 2024

Luxurious Comfort

The bed was a dream! Combining historic charm with modern amenities. Such a comfortable stay.

Philip R. stayed in June 2025

Charming Getaway

A cozy hotel filled with charm! The staff were welcoming, and the atmosphere was delightful. Great location!

Ava T. stayed in October 2024

Special offers & deals Limited offer

Mobile-Only Deal

An exclusive discount โ€“ get up to 10% off when you book from your phone.

Members Only Rate

Up to 15% off
Join now to unlock up to 15% off on your dates โ€“ visible to members only.

Family Package Deal

Up to 20% off
Save up to 20% with special family packages that include your stay, meals, and fun for the kids..

Early Booking Discount

Up to 20% off
Save up to 20% when you book at least 30 days before your trip.

Summer Deal

Up to 15% off
Make the most of summer with up to 15% off and free breakfast โ€“ limited-time offer.

Rooms

Photos of Staypineapple, An Iconic Hotel, The Loop Chicago

Location of Staypineapple, An Iconic Hotel, The Loop Chicago

1 West Washington, Chicago Loop, Chicago, United States

 -  Near Millennium Park
Attractions
Great restaurants
Transportation

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    100% Verified Reviews
    Enter dates to see availability
    From USD 119 per night
    Check-in 14 Nov 2025
    Check-out 15 Nov 2025
    Guests 2 guests

    Adults:

    2

    Children:

    0
    Check-in & out
    14 Nov 2025
    โ€”
    15 Nov 2025
    Guests
    2 guests
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    Details:

    1 West Washington, Chicago, United States

    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 cots in a room is 1.