3 days ago · Welcome to the Staypineapple Chicago, a boutique Millennium Park hotel in the Loop, the Art Institute of Chicago, and a other various downtown Chicago attractions. A Hotel …

Chicago Hotel Amenities at Staypineapple Chicago include pet-friendly accommodations, onsite dining from The Atwood, a fitness center, and more at our hotel.

Staypineapple Chicago. Whether you’re waking up early to explore all that Chicago has to offer or staying in bed all day (with Streampineapple of course), Staypineapple Chicago can keep you …

Check out our special offers at Staypineapple Chicago. Each one comes with unrivaled hospitality, stylish furnishings and comfortable amenities you’ve come to expect from a …

Staypineapple Chicago is right in the heart of the Loop — just a short stroll to world-class theaters for unforgettable shows and the iconic Millennium Park, where the shimmering "Bean" awaits …

Look no further because booking groups and meetings at Staypineapple Chicago is a breeze! Staypineapple provides personalized attention along with a private space ideally tailored to …

In a world of cookie cutter hotels, here’s a breath of fresh air: Staypineapple proudly offers fun, funky and fabulous accommodations to forward-thinking travelers in New York, Chicago, San …

Create your own Chicago legend with the Burnham Two Queen. With room to spread out and an address in The Loop, you’re within walking distance of Millenium Park, Chicago Theater, and …

Millennium Park - a gem of Chicago and one of the most iconic parks in the country. Enjoy views of the Chicago landmark while getting a taste of what being an old-timey Chicago high-roller …

Thoughtfully located in Boston’s historic South End neighborhood, Staypineapple Boston offers a fun, comfortable stay in the middle of one of America’s oldest cities.