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Staypineapple, An Iconic Hotel, The Loop

Star Rating
4 out of 5



4.6 / 5Exceptional
1,835 reviews


  • Free WiFi
  • Pet Friendly
  • Air Conditioning
  • Restaurant


What's nearby

  • Popular Location
    Chicago Cultural Center
    3 min walk
  • Popular Location
    Chicago City Hall
    5 min walk
  • Restaurant
    Atwood Cafe
    1 min walk
  • Restaurant
    Trattoria No.10
    2 min walk
  • Airport
    Chicago, IL (MDW-Midway Intl.)
    16 min drive

Choose your room

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Your dates need to occur after 2019-10-20. Try updating your dates to see prices for your trip.

    About this area


    In the city center, Staypineapple, An Iconic Hotel, The Loop is in Chicago's The Loop neighborhood, an area with good airport proximity and shopping. Chicago Riverwalk and Wrigley Building are notable landmarks, and some of the area's popular attractions include Skydeck Ledge and Navy Pier. Check out an event or a game at Soldier Field, and consider making time for John G. Shedd Aquarium, a top attraction not to be missed. Our guests appreciate the hotel's central and quiet location for the sightseeing. It's also convenient to public transportation: Washington Station is just steps away.

    What's nearby

    • Popular Location
      Chicago Cultural Center - 3 min walk
    • Popular Location
      Chicago City Hall - 5 min walk
    • Popular Location
      Millennium Park - 6 min walk
    • Popular Location
      Art Institute of Chicago - 9 min walk
    • Popular Location
      Cloud Gate - 13 min walk

    Getting around

    • Washington Station - 1 min walk
    • Millennium Station - 6 min walk
    • Chicago, IL (MDW-Midway Intl.) - 16 min drive


    • Atwood Cafe — 1 min walk
    • Trattoria No.10 — 2 min walk
    • Shake Shack — 6 min walk
    • Beef & Brandy — 7 min walk
    • Public House — 9 min walk

    About this property

    Staypineapple, An Iconic Hotel, The Loop

    A restaurant, a fitness center, and a bar/lounge are available at this smoke-free hotel. WiFi in public areas is free. Additionally, valet parking, coffee/tea in a common area, and 24-hour room service are onsite. All 122 rooms provide free WiFi, 24-hour room service, and cable TV. Other amenities available to guests include free newspapers, hair dryers, and laptop-compatible safes.

    Awards and affiliations

    Green / Sustainable Property
    This property participates in Green Key Eco-Rating Program, a program that measures the property's impact on one or more of the following: environment, community, cultural-heritage, the local economy.

    Renovations and closures

    The following facilities are closed until further notice:
    • Swimming pool

    Property amenities


    • Available in all rooms: Free WiFi
    • Available in some public areas: Free WiFi

    Parking and transportation

    • Valet parking: USD 67.00 per night

    Food and drink

    • Cooked-to-order breakfast available for a fee daily 7 AM–10 AM: USD 5.00-20.00 per person
    • 1 restaurant
    • 1 bar
    • 24-hour room service
    • Coffee/tea in common area(s)

    Things to do

    • Fitness center
    • Free bicycle rentals

    Family friendly

    • Dry cleaning service
    • Free cribs/infant beds


    • Ballroom
    • Elevator
    • Free newspapers in lobby

    Guest services

    • 24-hour front desk
    • Daily housekeeping
    • Dry cleaning service
    • Luggage storage
    • Multilingual staff
    • Porter/bellhop
    • Tour/ticket assistance
    • Turndown service

    Business services

    • 1 meeting room


    • If you have requests for specific accessibility needs, please note them in the special requests field on the booking page after selecting your room.
    • Accessible bathroom
    • Roll-in shower


    • Smoke-free property

    Room amenities


    • Air conditioning
    • Free cribs/infant beds
    • Hypo-allergenic bedding


    • Bathrobes
    • Designer toiletries
    • Hair dryer
    • Shower/tub combination


    • Cable channels
    • Premium channels


    • Connecting rooms available
    • Desk
    • Free newspapers
    • Iron/ironing board
    • Laptop-compatible safe
    • Phone
    • Turndown service

    Nearby things to do


    • Golfing


    5 - Excellent
    4 - Good
    3 - Okay
    2 - Mediocre
    1 - Poor
    Service and Staff
    Property condition

    5/5 Excellent

    Best hotel in The Loop!

    Perfect location, professional and friendly staff, extremely comfortable beds. This my new favorite hotel in The Loop.

    Stayed 3 nights in Oct 2019


    Disappointed and rip off!

    Really disappointed. They claim it’s 4 star but it really isn’t. Rooms are tiny and they don’t offer any in room products like shower caps, moisturisers etc... They also scam you by telling you when you arrive (after it was all prepaid) that theres an additional $15 charge for wifi, water and the gym?!? It’s 2019 in a 4 star hotel - the price I paid that should all be complimentary! I’ve never had to pay for water. Also the gym is tiny and the equipment is broken. Staff weren’t friendly and didn’t give us any information on the city when we arrived. Literally nothing. Only positive is the location and comfy bed. Highly disappointed and wouldn’t recommend

    Stayed 6 nights in Oct 2019

    5/5 Excellent

    Loved the hotel. Great service as comfy beds. Very clean and close to shopping and theatre.

    Stayed 1 night in Oct 2019

    4/5 Good

    This traveler didn’t leave comments with their review
    Stayed 5 nights in Oct 2019


    Wouldn’t accept cash.

    Stayed 1 night in Oct 2019

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