Staypineapple, An Iconic Hotel, The Loop

Hotel, 4-star1 West Washington, Chicago, IL, United StatesShow on map

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Top rated

Guests rate it highest for location, service and cleanliness.

Check-in from 4:00 PMCheck-out by 12:00 PM. The front desk is staffed around the clock, so a late arrival is fine.
Exceptional locationGuests rate the location 9.9 out of 10, at 1 West Washington.
Parking on siteAvailable at a charge the property sets.

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!

What this place offers

Fitness facilities
WiFi available
Free WiFi
Parking
Non-smoking rooms
Air conditioning
Fitness center
24-hour front desk
Heating
Pets allowed

Rooms

9.0

Top rated

Rated 9.0 out of 10 by 1,658 guests who stayed here.

Cleanliness8.9
Service9.4
Location9.9
Rooms8.8
Amenities8.4
Value8.3
Food & drink8.9

Guests mention

Excellent locationFriendly staffWell-maintained hotel

FrancesUnited States
September 2026Group
Perfect location and comfy beds
I was disappointed the breakfast wasn’t more of a big deal.
Actually, it was all good!
HazelUnited States
September 2026Group
Convenient
Convenient location
Not really clean carpet
SusanUnited States
September 2026Solo traveller
We loved our stay at the Staypineapple!
Proximity to Millennium Park and the Art Institute. Icon hotel.Architectural details. Easy access to amenities.
JeffUnited States
August 2026Couple
Good location, nice historic building with large windows and high ceilings, cool in-room coffee system.
Big windows cool coffee pot
KatarzynaPoland
August 2026Solo traveller
Very nice stay! I can recommend this hotel to all travelers.
Beautiful room with nice view and coffee machine. Excellent, helpful staff.
There was a problem with the room at the beginning. But the staff solved that problem immediately - I got another excellent room with beautiful…
TamaraUnited States
August 2026Couple
Great Stay!
The beds were so comfortable, the staff was amazing, and the location was excellent. The little extras were so sweet. I also loved the shampoo, which I rarely say!
I would have liked an option for a quick snack, but…

Reviews are written by guests who booked through our supplier and stayed, shown as written and in their own language. Category scores are the supplier’s reading of recent reviews, updated January 2026.

Where you’ll be

1 West Washington, Chicago, IL, United States

Guests rate the location 9.9 out of 10 — exceptional.

Top attractions

Chicago Theatre (State Street Theatre marquee)100 m
Chicago Riverwalk200 m
Willis Tower (formerly Sears Tower)700 m
Art Institute of Chicago900 m
Field Museum (Museum Campus)2.0 km
Navy Pier2.5 km

Nature

Millennium Park (Cloud Gate / The Bean)600 m

Nearby

Chicago Union Station700 m

Shopping

The Magnificent Mile (North Michigan Avenue shopping district)1.1 km

Airports

O'Hare International Airport (ORD)27.0 km

Things to know

Cancellation

Each room shows its own terms before you pay.

Most rates can be cancelled free until a date shown on the room.

Non-refundable rates are marked as such.

House rules

Check-in from 4:00 PM

Check-out by 12:00 PM

Children welcome

No pets

Paid parking on site

Non-smoking rooms available

Payment & property

Paid when you book, not at the desk.

Rates include the taxes and fees we can read.

The property may take a card at check-in for incidentals.

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. A deposit may be required at the property.

What we’d check for you here

How many rooms they will hold at once, for how long, and on what terms.
That the step-free room is actually free on your dates, and whether it is a roll-in shower or a bath, which the listing never says.
That the desk is staffed when you land, and that the room is held past cut-off.
The pet fee and any size limit, which is where these bookings usually come apart.
Whether there is room for a pickup, a trailer or a van, not just a car.
Whether the rate moves for your dates, and what it includes.
What the property actually charges at the desk on top of the rate.

Questions about Staypineapple, An Iconic Hotel, The Loop

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

Check-in is from 4:00 PM. Check-out is by 12:00 PM. If you're arriving late, tell us and we'll ask the property to hold the room.

Does Staypineapple, An Iconic Hotel, The Loop allow pets?

No — the property states that pets are not allowed.

Is there parking at Staypineapple, An Iconic Hotel, The Loop?

Yes — parking is available on site at a charge the property sets. We check the rate and whether a space can be reserved against your dates.

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

Yes — internet access is listed among the property's facilities.

Can I book a block of rooms at Staypineapple, An Iconic Hotel, The Loop?

The property lists meeting and banquet space, which usually means it handles group business — but how many rooms it will hold at once, for how long, and at what rate are set case by case and are not in any feed. Tell us the dates and the number of rooms and we'll get those terms from the property in writing before anything is charged.

Does Staypineapple, An Iconic Hotel, The Loop have wheelchair accessible rooms?

The property lists step-free or accessible facilities. That flag is the one least able to settle the question: a hotel can carry it and still have a step at the entrance, or a bath rather than a roll-in shower, and it does not say whether the accessible room is free on your dates. Tell us what you need and we'll ask the property directly rather than reading you the flag.

Can I check in late at Staypineapple, An Iconic Hotel, The Loop?

The property lists a front desk staffed 24 hours, so a late arrival should be possible. Standard check-in is from 4:00 PM. Rooms are still released after a cut-off at some properties regardless of the desk hours, so tell us your arrival time and we'll have them hold it.

How do I book Staypineapple, An Iconic Hotel, The Loop?

Put your dates in above and book online, or call (888) 789-8585 and we'll do it for you — including things a booking form can't handle, like a block of rooms, a monthly rate or an invoice for your employer.

Where is Staypineapple, An Iconic Hotel, The Loop?

1 West Washington, Chicago, IL.

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