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See prices from 9 sites
from$1,586
See prices from 9 sites
from$1,586
  • bedroom
  • reception
  • bedroom

1 / 87

About Staypineapple, An Iconic Hotel, The Loop

  • Millennium Park and lake views

    Experience the city from above in select corner suites offering dramatic vistas of the iconic Cloud Gate sculpture and the Lake Michigan shoreline.

  • On-site fitness studio

    Maintain your workout routine in the well-equipped gym featuring modern cardio machines and strength-training equipment for guest use.

  • Historic Reliance Building architecture

    Immerse yourself in a National Historic Landmark designed by Daniel Burnham, featuring original 1890s mosaic floors and ornate marble ceilings.

  • Pet-friendly Pineapple Pup program

    Bring your furry friend along to enjoy dedicated pet beds, water bowls, and treats, with a portion of fees supporting local animal rescue shelters.

  • Central Loop theater district location

    Stay steps from the Chicago Theatre and Millennium Park, with the Washington Blue Line station just 400 feet away for direct airport access.

  • Signature Naked Experience bedding

    Enjoy a cloud-like sleep with a unique European-style bedding system featuring individual twin duvets and exceptionally soft, high-thread-count linens.

  • Custom pineapple-themed amenities

    Discover playful touches throughout your stay, including signature pineapple sugar cookies, cozy robes, and a collectible reusable water bottle.

Staypineapple, An Iconic Hotel, The Loop is a 4-star hotel located in Chicago's Loop district, housed within the historic 1895 Reliance Building. It offers prime access to attractions like Millennium Park and the Art Institute, both within a short walk. The hotel features the Atwood Restaurant and bar, serving American cuisine, and provides pet-friendly amenities with no weight restrictions. Guests receive real brass keys for their rooms and can experience the 'Naked Experience' bedding. The hotel has a review score of 9.2 based on over 5,000 reviews, with family-friendly aspects and location highlighted positively by guests.

This summary was created by AI and might not be 100% accurate.

Rooms

  • Burnham 2 Two Queen

    • 1 2 Queen Beds
    • Sleeps 4

  • Burnham Two Double Mobility Accessible w/Tub

    • 1 2 Double Beds
    • Sleeps 4

  • Atwood Queen Mobility Accessible w/Tub

    • 1 1 Queen Bed
    • Sleeps 3

  • Reliance King Suite Mobility Accessible w/Tub

    • 1 1 Double Sofa Bed and 1 King Bed
    • Sleeps 4

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Price trend

Based on lowest prices on trivago from the last 30 days
$4,856
$2,430
$0

06/11/26 (Fri)

$3,879

07/11/26 (Sat)

$4,856

08/11/26 (Sun)

$2,344

09/11/26 (Mon)

$1,977

10/11/26 (Tue)

$2,350

11/11/26 (Wed)

$1,912

12/11/26 (Thu)

$1,819

13/11/26 (Fri)

$2,801

14/11/26 (Sat)

$3,423

15/11/26 (Sun)

$1,734

16/11/26 (Mon)

$2,202

17/11/26 (Tue)

$3,809

18/11/26 (Wed)

$2,520

19/11/26 (Thu)

$1,825

20/11/26 (Fri)

$1,638

21/11/26 (Sat)

$2,223

22/11/26 (Sun)

$1,751

23/11/26 (Mon)

$1,786

24/11/26 (Tue)

$1,788

25/11/26 (Wed)

$2,544

26/11/26 (Thu)

$1,840

27/11/26 (Fri)

$2,282

28/11/26 (Sat)

$2,811

29/11/26 (Sun)

$1,793

30/11/26 (Mon)

$2,325

01/12/26 (Tue)

$3,778

02/12/26 (Wed)

$2,367

03/12/26 (Thu)

$2,482

04/12/26 (Fri)

$1,891

05/12/26 (Sat)

$2,212

06/12/26 (Sun)

$1,777

07/12/26 (Mon)

$1,817

08/12/26 (Tue)

$2,027

09/12/26 (Wed)

$1,787

10/12/26 (Thu)

$1,748

11/12/26 (Fri)

$2,055

12/12/26 (Sat)

$2,137

13/12/26 (Sun)

$1,777

14/12/26 (Mon)

$1,777

15/12/26 (Tue)

$1,778

16/12/26 (Wed)

$1,781

17/12/26 (Thu)

$1,776

18/12/26 (Fri)

$1,915

19/12/26 (Sat)

$2,320

20/12/26 (Sun)

N/A

21/12/26 (Mon)

N/A

22/12/26 (Tue)

N/A

23/12/26 (Wed)

$1,509

24/12/26 (Thu)

N/A

25/12/26 (Fri)

N/A

26/12/26 (Sat)

$1,511

27/12/26 (Sun)

N/A

28/12/26 (Mon)

N/A

29/12/26 (Tue)

$1,519

30/12/26 (Wed)

N/A

31/12/26 (Thu)

$2,699

01/01/27 (Fri)

N/A

02/01/27 (Sat)

N/A

03/01/27 (Sun)

N/A

04/01/27 (Mon)

N/A

05/01/27 (Tue)

N/A

06/01/27 (Wed)

N/A

Reviews

9.2
Excellent
based on 7,851 ratings from top 
sites
sites

Review summary

Summarized by AI from 1,000+ reviews

This hotel is a vibrant urban hub, ideal for sightseers, couples, and pet owners seeking a unique and comfortable stay. Its prime location in the heart of the Loop offers exceptional accessibility to public transportation and places guests within walking distance of major Chicago attractions like Millennium Park and the Art Institute. The hotel stands out with its pet-friendly policy, providing amenities such as dog beds and treats. Guests consistently praise the exceptional staff and service and the quality of the food and drinks at the on-site Atwood restaurant, which offers a fantastic breakfast. For a truly restful experience, consider requesting a room on a higher floor to enjoy the quiet and potential city views.

Rated above average for Chicago

Guest reviews

Excellent78%
Very good13%
Good6%
Fair2%
Poor1%

Top amenities

  • WiFi in lobby
  • WiFi in rooms
  • Pets
  • A/C
  • Restaurant
  • Hotel bar
  • Gym

All amenities

Property amenities

  1. Business center
  2. Entrance hall/lobby
  3. Express check-in/check-out
  4. Lift

For children

  1. Crib

Accessibility

  1. Wheelchair accessible
  2. Accessible travel path
  3. Accessible bathroom
  4. In-room accessibility

Room amenities

  1. Shower
  2. Ironing board
  3. Hairdryer
  4. Central heating

Sports facilities

  1. Bike rental
  2. Fitness

Hotel characteristics

  1. Family friendly

Hotel theme/type

  1. Boutique hotel

Location

1 W. Washington Street Chicago, Chicago, 60602, USA
Highlight
Central Loop theater district location
Stay steps from the Chicago Theatre and Millennium Park, with the Washington Blue Line station just 400 feet away for direct airport access.

Distance from Staypineapple, An Iconic Hotel, The Loop

Washington:0.1 km

Begin Route 66:0.5 km

The Art Institute of Chicago:0.6 km

Chicago:0.9 km

Field Museum:2.1 km

Soldier Field:2.5 km

The Second City:3.2 km

United Center:3.8 km

Rate Field:5.9 km

Wrigley Field:7.6 km

U-505 Submarine:10.9 km

Chicago Midway International Airport:14.8 km

Explore nearby attractions

Property info

1 W. Washington Street Chicago, Chicago, 60602, USA

Frequently Asked Questions about Staypineapple, An Iconic Hotel, The Loop

  • Is there a pool area at Staypineapple, An Iconic Hotel, The Loop?

    No, Staypineapple, An Iconic Hotel, The Loop doesn’t offer pool areas.

  • Are pets allowed at Staypineapple, An Iconic Hotel, The Loop?

    Yes, Staypineapple, An Iconic Hotel, The Loop has a pet policy that may vary based on the room type or availability. Please check with the hotel directly to learn about their pet policy.

  • Is parking available at Staypineapple, An Iconic Hotel, The Loop?

    No, Staypineapple, An Iconic Hotel, The Loop doesn’t provide parking.

  • What time is check-in and check-out at Staypineapple, An Iconic Hotel, The Loop?

    Check-in at Staypineapple, An Iconic Hotel, The Loop is available from: . Check-out time is by .

  • Where is Staypineapple, An Iconic Hotel, The Loop located?

    Staypineapple, An Iconic Hotel, The Loop is located in 1 W. Washington Street Chicago, 60602, Chicago, USA.

The prices and availability we receive from booking sites change constantly. This means you may not always find the exact same offer you saw on trivago when you land on the booking site.

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