Staypineapple, An Iconic Hotel, The Loop

4 stars
8.9
Very good
based on 1953 reviews
1,953 reviews
Thu 10/8
-
Fri 10/9
2 guests, 1 room
Overview
Prices
Amenities
Reviews
Location
When to book
Tips & FAQs
Nearby stays

Overview

In a city full of amazing cuisine, art, architecture, and shopping sits Chicago Hotels Staypineapple An Iconic Hotel The Loop, found just steps from Millennium Park. Staypineapple Chicago is found within a National Historic Landmark building and is a perfect base for exploring the famous downtown of Chicago. In the Loop and Theater District just steps away, guests can take full advantage of all that the city has to offer.

Guests can adventure the area through displays of the Art Institute of Chicago, shopping at shops and boutiques on the Magnificent Mile, marveling at the Rookery, or cheering along with crowds at one of the city's festivals, all before returning to deluxe amenities and warm charm. Staypineapple Chicago is a bold newcomer with incomparable grace, style, and warmth.

From a hot, summer day to a freezing winter white-out, Staypineapple Chicago is sure to make every day a magnificent one. All of rooms and suites feature historic touches that are original to the building while also offering every modern amenity: high-speed Wi-Fi, high-definition TVs, and mini fridges. It’s a Windy City oasis.

Whether waking up early to explore all that Chicago has to offer or staying in bed all day, Staypineapple Chicago can keep guests caffeinated and energized. Afternoon delights offer coffee and cupcakes in the lobby, or guests can enjoy the in-room snack box any time of day for when those random cravings strike. The award-winning restaurant, Atwood, is ready with creative Modern-American cuisine, indulgent desserts, and handcrafted cocktails. Atwood is also open for breakfast and lunch with familiar favorites to start the day and keep it going.

8.9
Very good
1953 reviews

Latest deals for Staypineapple, An Iconic Hotel, The Loop

Thu 10/8
-
Fri 10/9
Deals from
$127
•Cheapest rate per night
Compare prices for Double room, Queen room and 61 more Staypineapple, An Iconic Hotel, The Loop deals.
Double room, 2 double beds
$127
nightly with fees
Queen room, bed type unknown
$246
nightly with fees
Queen room, bed type unknown
$132
nightly with fees
King room, bed type unknown
$144
nightly with fees
Deluxe room, bed type unknown
$278
nightly with fees
Double room, 1 queen bed
$136
nightly with fees
Queen room, bed type unknown
$168
nightly with fees
Deluxe room, 2 queen beds
$242
nightly with fees
Queen room, bed type unknown
$150
nightly with fees
Double room, 2 double beds
$155
nightly with fees
Deluxe room, 2 double beds
$244
nightly with fees
Queen room, 2 queen beds
$481
nightly with fees
Double room, 2 double beds
$156
nightly with fees
Queen room, bed type unknown
$186
nightly with fees
Deluxe room, 2 double beds
$188
nightly with fees
King room, 1 king bed
$160
nightly with fees
Queen room, bed type unknown
$170
nightly with fees
Standard room, bed type unknown
$188
nightly with fees
Deluxe room, 2 double beds
$162
nightly with fees
Double room, 1 twin bed
$239
nightly with fees
Queen room, bed type unknown
$165
nightly with fees
Double room, 2 double beds
$199
nightly with fees
Standard room, bed type unknown
$204
nightly with fees
Double room, 2 double beds
$171
nightly with fees
Queen room, bed type unknown
$252
nightly with fees
King room, bed type unknown
$270
nightly with fees
Standard room, bed type unknown
$182
nightly with fees
Deluxe room, bed type unknown
$275
nightly with fees
King room, bed type unknown
$409
nightly with fees
Queen room, 2 queen beds
$190
nightly with fees
Double room, 2 double beds
$230
nightly with fees
Standard room, bed type unknown
$379
nightly with fees
King room, 1 king bed
$191
nightly with fees
Deluxe room, 1 queen bed
$210
nightly with fees
Queen room, bed type unknown
$214
nightly with fees
Double room, 2 double beds
$193
nightly with fees
Queen room, bed type unknown
$198
nightly with fees
King room, bed type unknown
$302
nightly with fees
King room, bed type unknown
$244
nightly with fees
Queen room, bed type unknown
$259
nightly with fees
Double room, 2 double beds
$262
nightly with fees
Executive room, 1 king bed
$339
nightly with fees
Standard room, 1 king bed
$440
nightly with fees
Queen room, bed type unknown
$273
nightly with fees
Deluxe room, 2 queen beds
$326
nightly with fees
Executive room, bed type unknown
$484
nightly with fees
King room, bed type unknown
$984
nightly with fees
*Total includes estimated local taxes & fees payable on check out.

Amenities at Staypineapple, An Iconic Hotel, The Loop

  • Fitness center
  • Restaurant
  • Bar/Lounge
  • Room service
  • Free Wi-Fi
  • Tea/coffee maker
  • Valet parking
  • Flat-screen TV
  • Meeting/Banquet facilities
  • Parking

Reviews of Staypineapple, An Iconic Hotel, The Loop

8.9
Very good
1953 verified ratings
Wonderful
1334
Very good
331
Good
145
Okay
60
Fair
34
Mediocre
22
Poor
27

Summary of reviews

Guests say
Guests consistently praised the hotel's excellent location, noting its proximity to major attractions, public transportation, and restaurants. Many highlighted the comfort of the beds and the overall cleanliness of the rooms. The staff received mixed feedback, with several guests describing them as friendly and helpful, while a few mentioned inattentiveness or unfriendliness. The restaurant and food quality were generally appreciated, though some found the food too salty or noted issues with breakfast. Amenities such as the unique bedding, coffee machines, and small extras were enjoyed, but hidden fees and the value of certain amenities were points of contention. Overall, guests enjoyed their stay, especially for the location and comfort.
AI-Generated from customer reviews
Location10 out of 10
Bed Comfort9.5 out of 10
Restaurant8 out of 10
Service5 out of 10
Amenities5 out of 10
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All reviews

10
Wonderful
Neil, Sep 2022
Extremely comfortable bed and great location! Will definitely stay again!
9.7
Wonderful
Anonymous, Sep 2019
Pros (+) We loved the bed and bedding
10
Wonderful
Elise, Jun 2019
Pros (+) Staff was helpful and friendly! Rooms were clean. Very cool old building but rooms were up to date! Can’t forget about the free cupcakes!!!! Yummy! I’m very sad they changed the name of the hotel!
Cons (-) Nothing, our experience was great!!!
10
Wonderful
Mandy, Dec 2017
Pros (+) Was cozy enough to give me every reason not to leave my hotel room!
Cons (-) None!
10
Wonderful
Anonymous, Sep 2017
Pros (+) Everything about this stay was top notch. Every single encounter with an employee was pleasant, polite and helpful. Rooms, common areas and restaurant were comfortable and spotless. We could not have asked for a better location - central to everything.
10
Wonderful
Anonymous, Jul 2017
Pros (+) Staff, each & every one from doormen, janitors to manager. Special shout out to Mark in maintenance and Darnell at front desk. We borrowed their bikes and had an excellent ride around the lake. View was awesome down State street. We arrived a early on Thursday morning and allowed to go right up to an available room. Room was small but meticulous in detail. Location could not be better!!! A minute'...
Cons (-) There was nothing to complain about.
Read more
10
Wonderful
Anonymous, Feb 2017
Pros (+) The hotel was perfect and beautiful. The style blended well with our modern tastes but need for historic romance. The beds... were... AMAZING. All the linens as well.

Location

1 W Washington Street, Chicago, IL 60602

What's nearby

  • Chicago Theater318 yd
  • Millennium Park0.3 mi
  • Art Institute of Chicago0.3 mi
  • Chicago Board of Trade Building0.4 mi
  • Michigan Avenue Bridge0.4 mi
  • Willis Tower0.5 mi
  • Grant Park0.6 mi
  • Michigan Avenue0.8 mi
  • Magnificent Mile0.8 mi
  • River North0.9 mi
  • Museum of Contemporary Art1 mi
  • Shedd Aquarium1.3 mi

Policies

Check-in/Check-out

Check in anytime after 4:00 PM, check out anytime before 12:00 PM

Cancellation/prepayment

Cancellation/prepayment policies vary by room type and provider.

Essential information about Staypineapple, An Iconic Hotel, The Loop

Low season

High season

Average price (weeknight)

Average price (weekend night)

February
June
$538
$381
Cheapest month to stay with an average 50% drop in price.
Most expensive month to stay with an average 94% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

Staypineapple, An Iconic Hotel, The Loop

Which month has the cheapest rates at Staypineapple, An Iconic Hotel, The Loop?

The cheapest month to stay at Staypineapple, An Iconic Hotel, The Loop is January, with an average nightly rate of $155. The most expensive month is June at $421 per night.

What is the cheapest day to book Staypineapple, An Iconic Hotel, The Loop?

The cheapest day to book Staypineapple, An Iconic Hotel, The Loop is Monday, with an average nightly rate of $255. The most expensive day is Tuesday at $1,019 per night.

How far in advance should you book Staypineapple, An Iconic Hotel, The Loop?

To get the best price at Staypineapple, An Iconic Hotel, The Loop, book around 8 weeks in advance. This could save you approximately 33% compared to booking last minute.

KAYAK's top tips for your stay at Staypineapple, An Iconic Hotel, The Loop

  • If you’re after a cheap room at Staypineapple, An Iconic Hotel, The Loop, then you should consider staying during the low season. The cheapest deals can generally be found in February and December.
  • Prices can also vary depending on which day of the week you stay. For the best room deals at Staypineapple, An Iconic Hotel, The Loop, plan to stay on a Monday or Wednesday. The most expensive day is usually Tuesday.
  • The cheapest price a room at Staypineapple, An Iconic Hotel, The Loop was booked for on KAYAK in the last 2 weeks was $214, while the most expensive was $724.
  • How long should you stay at Staypineapple, An Iconic Hotel, The Loop? KAYAK users usually book their rooms here for 2 days.

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

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

    Staypineapple, An Iconic Hotel, The Loop is located at 1 W Washington Street in Loop, 0.5 miles from the center of Chicago. Chicago Theater is the closest landmark to Staypineapple, An Iconic Hotel, The Loop.

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

    Check-in time is 4:00 PM and check-out time is 12:00 PM at Staypineapple, An Iconic Hotel, The Loop.

  • Does Staypineapple, An Iconic Hotel, The Loop offer free Wi-Fi?

    Yes, Staypineapple, An Iconic Hotel, The Loop offers free Wi-Fi.

  • How far is Staypineapple, An Iconic Hotel, The Loop from the airport?

    Staypineapple, An Iconic Hotel, The Loop is 9 miles from Chicago Midway.

  • How does KAYAK find such great Staypineapple, An Iconic Hotel, The Loop hotel deals?

    KAYAK scours the web for all room deals available at Staypineapple, An Iconic Hotel, The Loop in Chicago and lets you compare them to find the best rate for your stay. Many different travel sites will offer discounts or deals at different times for rooms at Staypineapple, An Iconic Hotel, The Loop and KAYAK will provide you with prices from a huge range of travel sites. That means that you can always find a great deal for Staypineapple, An Iconic Hotel, The Loop.

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Good to know

Distance to city center

Nearest Airport

Distance to airport

0.5 mi
Chicago Midway
9.0 mi