Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

Hotel
4 stars 

1 W Washington Street, Chicago, IL, United States

Excellent1,919 verified ratings
8.9

$197

Cheapest rate

rate per night

1 room, 2 guests
Provider
Nightly total
$197
$208
$219
22 more Staypineapple, An Iconic Hotel, The Loop deals
22 more Staypineapple, An Iconic Hotel, The Loop deals
Rooms
About
Reviews
Photos
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FAQ

Best deals for Staypineapple, An Iconic Hotel, The Loop

Explore the most appealing deals available for Staypineapple, An Iconic Hotel, The Loop, ensuring you get the best value for your stay. Properties were last updated on 8 March 2026.
Sun 15/3
-
Mon 16/3
Deluxe room
Deluxe room
No inclusions
bed type unknown
$197
nightly with VAT
Deluxe room
No inclusions
1 king bed
$208
nightly with VAT
Deluxe room
No inclusions
bed type unknown
$219
nightly with VAT
Double room
Double room
No inclusions
bed type unknown
$202
nightly with VAT
Double room
No inclusions
bed type unknown
$209
nightly with VAT
Double room
No inclusions
2 double beds
$233
nightly with VAT
King room
King room
No inclusions
bed type unknown
$206
nightly with VAT
King room
No inclusions
1 king bed
$271
nightly with VAT
King room
No inclusions
bed type unknown
$287
nightly with VAT
Queen room
Queen room
No inclusions
bed type unknown
$185
nightly with VAT
Queen room
No inclusions
bed type unknown
$190
nightly with VAT
Queen room
No inclusions
bed type unknown
$220
nightly with VAT
Resort Room
Resort Room
No inclusions
2 queen beds
$1,386
nightly with VAT
Executive room
Executive room
No inclusions
bed type unknown
$479
nightly with VAT
Executive room
No inclusions
1 king bed
$564
nightly with VAT
Executive room
No inclusions
bed type unknown
$572
nightly with VAT
Standard Room
Standard Room
No inclusions
bed type unknown
$206
nightly with VAT
Standard Room
No inclusions
1 king bed
$213
nightly with VAT
Standard Room
No inclusions
bed type unknown
$230
nightly with VAT
*Total includes estimated local taxes & fees payable on check out.
Prices are based on 1 night, including VAT but not including other taxes and fees.
Best priceguarantee

Staypineapple, An Iconic Hotel, The Loop Information

Discover essential information, amenities, and features of Staypineapple, An Iconic Hotel, The Loop, providing insights into what to expect during your stay. Information on this property was last updated on 8 March 2026.
Boutique hotel with a fitness center, 8-minute walk to Chicago Riverwalk A fitness center, valet parking, and coffee/tea in a common area are available at this smoke-free hotel. Other amenities includ...

Good to know

Check-in time16:00
Check-out time12:00
Payment & CancellationPolicies vary by room type and provider.
Front desk number+1 312 940 7997

Perks and amenities at Staypineapple, An Iconic Hotel, The Loop

A comprehensive list of on-site, in-building, and in-room amenities you’ll find at Staypineapple, An Iconic Hotel, The Loop
  • Fitness centre
  • Restaurant
  • Bar/Lounge
  • Room service
  • Free Wi-Fi
  • Tea/coffee maker
  • Valet parking
  • Flat-screen TV
  • Meeting/Banquet facilities
  • Parking

General

  • Allergy-free room
  • No smoking
  • Restaurant
  • Bar/Lounge
  • Express check-out
  • Parking
  • Disabled access
  • Bottle of water
  • Lower bathroom sink
  • Safety deposit box
  • Tea/coffee maker
  • Fire extinguisher
  • Seating area
  • Air-conditioned
  • Flat-screen TV
  • Refrigerator
  • Toilet with grab rails
  • Safe
  • Room service
  • Smoke alarms
  • Heating
  • Shower
  • Iron and ironing board
  • Higher-level toilet
  • Hypoallergenic
  • Valet parking
  • Desk
  • First-aid kit
  • Interconnected room(s) available
  • Bathrobe
  • 24-hour front desk
  • Storage available
  • Private parking

Activities

  • Fitness centre
  • Streaming service
  • Beach access
  • Bicycle hire

Services

  • Daily housekeeping
  • Laundry service
  • Meeting/Banquet facilities
  • Spa
Show all 41 amenities

Reviews for Staypineapple, An Iconic Hotel, The Loop

Read firsthand reviews and testimonials from guests who have stayed at Staypineapple, An Iconic Hotel, The Loop, providing insights into their experiences. Travellers have left 1,919 reviews of Staypineapple, An Iconic Hotel, The Loop to date. Review data was last updated on 8 March 2026.
8.9
Very Good1,919 verified ratings
Pros +
  • The room was great. (in 106 reviews)
  • The staff was helpful and hospitable. (in 185 reviews)
  • The front desk was very friendly and welcoming. (in 15 reviews)
Cons -
  • I liked the old fashion look and feel of the hotel. (in 3 reviews)
  • Parking was very expensive. (in 27 reviews)
  • "The bathrooms were a bit small, but we wish there was a bathroom cabinet" (in 13 reviews)
No reviews found. Try removing a filter, changing your search, or clear all to view reviews.

Photos of Staypineapple, An Iconic Hotel, The Loop

View a collection of 41 photos showcasing the rooms, amenities, and facilities of Staypineapple, An Iconic Hotel, The Loop to help you visualise your stay. Photos for this property were last updated on 8 March 2026.
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Hallway
Buffet
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Lobby
Front desk
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Building
Conference room
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Gym
Other
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Bathroom
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Other
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Building
Front desk
Outdoor view
Bathroom
Outdoor view
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Explore Loop, Chicago

Staypineapple, An Iconic Hotel, The Loop is located at 1 W Washington Street in the Loop neighbourhood of Chicago. Popular landmark data was lasted updated on 8 March 2026.

Most Popular Landmarks

Millennium Park

7 mins walk

0.6 km

Art Institute of Chicago

9 mins walk

0.7 km

Willis Tower

13 mins walk

1.1 km

Merchandising Mart

13 mins walk

1.1 km

Grant Park

15 mins walk

1.3 km

Millennium Park

7 mins walk

0.6 km

Art Institute of Chicago

9 mins walk

0.7 km

Willis Tower

13 mins walk

1.1 km

Merchandising Mart

13 mins walk

1.1 km

Grant Park

15 mins walk

1.3 km

Public Transportation

Union Station

18 mins walk

1.5 km

Union Station

18 mins walk

1.5 km

Rental Cars

Rental cars at Chicago All airports

Closest Airports

Chicago Midway Airport

20 mins drive

16.1 km

Chicago O'Hare Intl Airport

53 mins drive

33.9 km

Chicago Greater Rockford Airport

1 hr 50 mins drive

140.0 km

Chicago Midway Airport

20 mins drive

16.1 km

Chicago O'Hare Intl Airport

53 mins drive

33.9 km

Chicago Greater Rockford Airport

1 hr 50 mins drive

140.0 km

Flights to Chicago

  • How far is Staypineapple, An Iconic Hotel, The Loop from Chicago Riverwalk?

    Staypineapple, An Iconic Hotel, The Loop is about 0.8 km from Chicago Riverwalk, one of Chicago’s most popular landmarks.

  • Is Staypineapple, An Iconic Hotel, The Loop close to United Center?

    Walking distance - there’s 3.8 km between United Center and Staypineapple, An Iconic Hotel, The Loop.

FAQs when booking at Staypineapple, An Iconic Hotel, The Loop

Find answers to commonly asked questions regarding bookings, amenities, policies, and more when booking a stay at Staypineapple, An Iconic Hotel, The Loop. FAQs were last updated on 8 March 2026.

  • Is pricing at Staypineapple, An Iconic Hotel, The Loop comparable to 4 star hotels in Chicago?

    Hotels in Chicago that are rated 4 stars generally cost $590/night, but on average, Staypineapple, An Iconic Hotel, The Loop is available for 38% less than the average rate in the area. You can usually enjoy a stay at Staypineapple, An Iconic Hotel, The Loop for $370/night. This is a great deal for HotelsCombined users planning to visit Chicago.

  • How close is Staypineapple, An Iconic Hotel, The Loop to the nearest airport, Chicago Midway Airport?

    With a distance of 23.2 km between Staypineapple, An Iconic Hotel, The Loop and the nearest airport, Chicago Midway Airport, the drive typically takes about 0h 18m depending on traffic. Be sure to check traffic trends near the hotel and airport as some areas experience higher traffic than others and can increase your expected travel time.

  • What is the best way for guests to get from Chicago Midway Airport to Staypineapple, An Iconic Hotel, The Loop?

    Getting from Chicago Midway Airport to Staypineapple, An Iconic Hotel, The Loop can be as easy as hiring a car at the airport’s car hire desk for, on average, $154/day in Chicago. Luckily, Staypineapple, An Iconic Hotel, The Loop has parking on site for guests who choose this method of transportation. Rideshare apps and taxis remain a very common solution for Staypineapple, An Iconic Hotel, The Loop guests. This is often the most cost-effective method of transportation when visiting Chicago.

  • Is Staypineapple, An Iconic Hotel, The Loop considered pet-friendly?

    Yes, dogs and most pets, in general, are allowed at Staypineapple, An Iconic Hotel, The Loop.

  • How close is Staypineapple, An Iconic Hotel, The Loop from the Chicago city centre?

    Staypineapple, An Iconic Hotel, The Loop is just 0.2 km away from the centre of Downtown, Chicago. From Staypineapple, An Iconic Hotel, The Loop you can easily get to other popular landmarks such as Wrigley Field.

  • What is the Staypineapple, An Iconic Hotel, The Loop phone number?

    For questions regarding your hotel or your stay, call +1 312 940 7997.

  • Does Staypineapple, An Iconic Hotel, The Loop have Wi-Fi available?

    Yes, Staypineapple, An Iconic Hotel, The Loop has Wi-Fi available to hotel guests.

  • Is there a gym or fitness centre at Staypineapple, An Iconic Hotel, The Loop?

    Yes, there is a gym available to Staypineapple, An Iconic Hotel, The Loop guests. Gym hours may not be 24-hours so it is recommended you ask the front desk during check-in.

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

    Staypineapple, An Iconic Hotel, The Loop check-out time is 12:00, though late check-out may be accommodated if agreed in advance with the hotel reception.

  • How much does it cost to stay at Staypineapple, An Iconic Hotel, The Loop, Chicago?

    On average, guests have been paying $370 per night to stay at Staypineapple, An Iconic Hotel, The Loop. Some users have found rooms as low as $161 per night. Enter your dates in the form above to see the price rates available for your stay.

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

    Yes - Staypineapple, An Iconic Hotel, The Loop does have a restaurant. There is also a bar and lounge area in the hotel.

  • Does Staypineapple, An Iconic Hotel, The Loop have a laundry service?

    There’s a laundry service at Staypineapple, An Iconic Hotel, The Loop that can be used by guests. Guests also have access to an iron and an ironing board during their stay - either in the room, or by asking the front desk.

  • Does Staypineapple, An Iconic Hotel, The Loop offer accessible rooms?

    Yes, Staypineapple, An Iconic Hotel, The Loop provides accessible rooms for guests requiring them. Make sure to check the deals available on HotelsCombined for the latest availability.

  • What is the cheapest month to stay at Staypineapple, An Iconic Hotel, The Loop?

    For the best chance to save money on your Staypineapple, An Iconic Hotel, The Loop reservation, consider staying in November, when prices are typically at their lowest ($433).

  • In what area of Chicago is Staypineapple, An Iconic Hotel, The Loop located?

    Staypineapple, An Iconic Hotel, The Loop is located within the Loop area of Chicago. Utilise the map on this page to understand where Staypineapple, An Iconic Hotel, The Loop is in relation to the rest of Chicago.

  • How far is Staypineapple, An Iconic Hotel, The Loop from Chicago Riverwalk?

    Staypineapple, An Iconic Hotel, The Loop is about 0.8 km from Chicago Riverwalk, one of Chicago’s most popular landmarks.

  • Is Staypineapple, An Iconic Hotel, The Loop close to United Center?

    Walking distance - there’s 3.8 km between United Center and Staypineapple, An Iconic Hotel, The Loop.

See more FAQs

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