Staypineapple, An Iconic Hotel, the Loop Chicago

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1 W Washington St
Chicago, IL 60602
Check-in: 4 PM, Check-out: 12 PM
Staypineapple, An Iconic Hotel, The Loop Chicago, sits in the restored 1890s Reliance Building, a two-minute walk from the Theatre District, six minutes from Millennium Park and a quick L ride to Wrigley Field. Rooms offer HDTVs, fast Wi-Fi and the Naked Experience with European-style double duvets, cozy robes and large towels. Guests can enjoy in-room Keurig coffee, PATH water bottles, pineapple cookies, grab-and-go snacks and Atwood's seasonal fare and craft cocktails. They also have access to complimentary cruiser bikes, a fitness center and pet-friendly rooms. Staypineapple Chicago, a boutique hotel that blends history with modern comforts, is a smart choice when deciding where to stay in Chicago.

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Reviews

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4.5295 reviews
Photo of Stewart L.
Stewart L.
10/25/2025

I stayed at this historic hotel a number of times in the past when it was the Hotel Burnham, a Kimpton hotel. It then apparently became Hotel Alise before becoming part of the Staypineapple...

Photo of em o.
em o.
6/26/2025

The good: if you Iike blankets, you get two. This means you don't have to share if you're sharing a bed. However, there is no top sheet. There is a mini-fridge, and the extra toilet paper roll...

Photo of Johnnie C.
Johnnie C.
6/19/2025

Stayed with a group at the Stay Pineapple hotel, otherwise the name may have put me off... Situated in the Chicago loop across from Macy's (former Marshal Fields flagship store). Walking...

Photo of Nick M.
Nick M.
6/9/2025

Great experience here. Recently in town for a wedding. Staff was very friendly and let us check in early. Room was clean and spacious. The metal water bottle in the room was a nice touch. The view...

Photo of Seanniece B.
Seanniece B.
4/3/2025

Ok, this review is going to be very balanced. Booking - the booking process was seamless. Very straightforward. When I arrived, I was in their system with a reservation. No problems there....

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