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★★★★

Staypineapple, An Iconic Hotel, The Loop

1 West Washington, Chicago, IL 60601 · Open map

8.9Very good1434 reviews
1 / 45

Overview

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!

Facilities

  • ·Fitness facilities
  • ·WiFi available
  • ·Free WiFi
  • ·Parking
  • ·Non-smoking rooms
  • ·Air conditioning
  • ·Fitness center
  • ·24-hour front desk
  • ·Heating
  • ·Pets allowed
  • ·Lift / Elevator
  • ·Luggage storage
  • ·Facilities for disabled guests
  • ·Meeting/banquet facilities
  • ·Valet parking
  • ·Non-smoking throughout
  • ·Private parking
  • ·Daily housekeeping

What guests say

  • Cleanliness8.5
  • Service10.0
  • Location10.0
  • Room Quality8.7
  • Amenities7.6
  • Value for Money8.2
Guests liked

Excellent, friendly and accommodating staff · Prime central location (near Millennium Park / Art Institute) · Comfortable beds and attractive rooms with great views · Architectural character and historic building · Good on-site restaurant and in-room coffee

Could be better

Carpets reported as not clean and problematic for allergies · No breakfast offered in some stays or breakfast start time considered late · Amenity fee criticized and some amenities (gym) in poor condition · Occasional room maintenance issues (tub, sagging bed, cigarette smell)

Questions about Staypineapple, An Iconic Hotel, The Loop

How much does a night at Staypineapple, An Iconic Hotel, The Loop cost?
From USD 232 per night for Nov 29, 2026 – Dec 1, 2026 (2 nights, 1 room · 2 guests) at the Suitefair member price. The public price for the same stay is USD 257 per night. Prices change with dates and availability.
What are the check-in and check-out times at Staypineapple, An Iconic Hotel, The Loop?
Check-in at Staypineapple, An Iconic Hotel, The Loop starts at 4:00 PM. Check-out is by 12:00 PM.
Where is Staypineapple, An Iconic Hotel, The Loop located?
Staypineapple, An Iconic Hotel, The Loop is at 1 West Washington, Chicago, IL 60601.
Is Staypineapple, An Iconic Hotel, The Loop a good hotel?
Guests rate Staypineapple, An Iconic Hotel, The Loop 8.9/10 (Very good) based on 1,434 reviews. It is a 4-star hotel.
What amenities does Staypineapple, An Iconic Hotel, The Loop offer?
Amenities at Staypineapple, An Iconic Hotel, The Loop include Fitness facilities, WiFi available, Free WiFi, Parking, Non-smoking rooms, Air conditioning, Fitness center, and 24-hour front desk.
What do guests like about Staypineapple, An Iconic Hotel, The Loop?
Guests often mention Excellent, friendly and accommodating staff, Prime central location (near Millennium Park / Art Institute), Comfortable beds and attractive rooms with great views, Architectural character and historic building, and Good on-site restaurant and in-room coffee.

Choose your room

2 nights · 1 room · 2 guests

Sign in for member prices, often below the public rateSign in

Burnham Two Double Mobility Accessible w/Roll-in Shower

    • Room only
      Non-refundable
      This rate can't be cancelled or changed, and payment is not refunded.
      Public rate: $514Save $50
      $464.40
      Includes $58.58 in fees paid at the hotel
      Book
    • Room only
      ✓ Free cancellation until Nov 17
      Cancel before Nov 17 05:21 (GMT) at no cost. After that, the cancellation fee is $409.96.
      Public rate: $519Save $50
      $468.54
      Includes $58.58 in fees paid at the hotel
      Book
    • Show 3 more rates
      • Room only
        ✓ Free cancellation until Nov 27
        Cancel before Nov 27 16:00 (GMT) at no cost. After that, the cancellation fee is $176.27.
        Public rate: $516Save $40
        $476.59
        Includes $58.58 in fees paid at the hotel
        Book
      • Room only
        ✓ Free cancellation until Nov 24
        Cancel before Nov 24 03:00 (GMT) at no cost. After that, the cancellation fee is $182.60.
        Public rate: $524Save $41
        $482.90
        Includes $49.90 in fees paid at the hotel
        Book
      • Room only
        ✓ Free cancellation until Nov 25
        Cancel before Nov 25 10:00 (GMT) at no cost. After that, the cancellation fee is $430.77.
        Public rate: $531Save $41
        $490.09
        Includes $59.32 in fees paid at the hotel
        Book

    Burnham Two Double Mobility Accessible w/Roll-in Shower FullBed

      • Room only
        Non-refundable
        This rate can't be cancelled or changed, and payment is not refunded.
        Public rate: $508Save $40
        $468.44
        Includes $49.90 in fees paid at the hotel
        Book

      Burnham Two Double ADA W/Roll-in Shower

        • Room only
          Non-refundable
          This rate can't be cancelled or changed, and payment is not refunded.
          Public rate: $508Save $39
          $469.39
          Includes $59.34 in fees paid at the hotel
          Book

        Mobility Accessible Deluxe Two Double Room with Roll in Shower

          • Room only
            Non-refundable
            This rate can't be cancelled or changed, and payment is not refunded.
            Public rate: $526Save $51
            $474.92
            Includes $59.32 in fees paid at the hotel
            Book
          • Room only
            ✓ Free cancellation until Nov 17
            Cancel before Nov 17 05:21 (GMT) at no cost. After that, the cancellation fee is $419.83.
            Public rate: $530Save $51
            $479.15
            Includes $59.32 in fees paid at the hotel
            Book
          • Show 1 more rate
            • Room only
              ✓ Free cancellation until Nov 24
              Cancel before Nov 24 23:00 (GMT) at no cost. After that, the cancellation fee is $430.44.
              Public rate: $542Save $53
              $489.76
              Includes $59.32 in fees paid at the hotel
              Book

          Deluxe Two Double Mobility Accessible with Roll-in Shower

            • Room only
              ✓ Free cancellation until Nov 26
              Cancel before Nov 26 10:00 (GMT) at no cost. After that, the cancellation fee is $175.41.
              Public rate: $515Save $40
              $475.31
              Includes $59.32 in fees paid at the hotel
              Book
            • Room only
              Non-refundable
              This rate can't be cancelled or changed, and payment is not refunded.
              Public rate: $515Save $40
              $475.31
              Includes $59.32 in fees paid at the hotel
              Book
            Show all 13 room types

            2 DOUBLE BEDS, ACCESSIBLE

              • Room only
                ✓ Free cancellation until Nov 26
                Cancel before Nov 26 12:00 (GMT) at no cost. After that, the cancellation fee is $181.30.
                Public rate: $519Save $41
                $477.88
                Includes $46.84 in fees paid at the hotel
                Book

              Burnham King

              • 1 × King bed
              • Sleeps 3
              • Room only
                Non-refundable
                This rate can't be cancelled or changed, and payment is not refunded.
                Public rate: $532Save $52
                $480.29
                Includes $58.58 in fees paid at the hotel
                Book
              • Room only
                ✓ Free cancellation until Nov 17
                Cancel before Nov 17 05:21 (GMT) at no cost. After that, the cancellation fee is $426.00.
                Public rate: $537Save $52
                $484.58
                Includes $58.58 in fees paid at the hotel
                Book
              • Show 1 more rate
                • Room only
                  ✓ Free cancellation until Nov 27
                  Cancel before Nov 27 16:00 (GMT) at no cost. After that, the cancellation fee is $183.98.
                  Public rate: $534Save $41
                  $492.96
                  Includes $58.58 in fees paid at the hotel
                  Book

              Burnham Two Double Mobility Accessible w/Roll-in Shower(2 Double Beds)

                • Room only
                  Non-refundable
                  This rate can't be cancelled or changed, and payment is not refunded.
                  Public rate: $523Save $40
                  $482.26
                  Includes $59.32 in fees paid at the hotel
                  Book

                Burnham room (2 full double beds) (handicap accessible)

                  • Room only
                    Non-refundable
                    This rate can't be cancelled or changed, and payment is not refunded.
                    Public rate: $525Save $41
                    $483.82
                    Includes $49.90 in fees paid at the hotel
                    Book

                  Burnham King KingBed

                  • 1 × King bed
                  • Sleeps 3
                  • Room only
                    Non-refundable
                    This rate can't be cancelled or changed, and payment is not refunded.
                    Public rate: $526Save $41
                    $484.79
                    Includes $49.90 in fees paid at the hotel
                    Book

                  DOUBLE Accessible

                    • Room only
                      ✓ Free cancellation until Nov 27
                      Cancel before Nov 27 15:59 (GMT) at no cost. After that, the cancellation fee is $294.80.
                      Public rate: $528Save $42
                      $486.37
                      Includes $49.90 in fees paid at the hotel
                      Book

                    Deluxe King

                    • 17 m²
                    • 1 × Extra-large double bed (Super-king size)
                    • Sleeps 2
                    • Room only
                      ✓ Free cancellation until Nov 26
                      Cancel before Nov 26 10:00 (GMT) at no cost. After that, the cancellation fee is $183.08.
                      Public rate: $533Save $41
                      $491.63
                      Includes $59.32 in fees paid at the hotel
                      Book
                    • Room only
                      Non-refundable
                      This rate can't be cancelled or changed, and payment is not refunded.
                      Public rate: $533Save $41
                      $491.64
                      Includes $59.32 in fees paid at the hotel
                      Book

                    Deluxe King Room

                    • 17 m²
                    • 1 × Extra-large double bed (Super-king size)
                    • Sleeps 2
                    • Room only
                      Non-refundable
                      This rate can't be cancelled or changed, and payment is not refunded.
                      Public rate: $545Save $53
                      $492.08
                      Includes $59.32 in fees paid at the hotel
                      Book
                    Sun, Nov 29 – Tue, Dec 1 · 1 room · 2 guestsChoose your room