Chicago and New York

In a city chock full of fabulous – cuisine, art, architecture, and shopping – stands Staypineapple Chicago, an Iconic Hotel. Not to be outdone by the amazing city around it, this award-winning hotel is housed in a National Historic Landmark building and is the perfect jumping-off spot for exploring downtown Chicago.

Ideally located in the Loop with The Theatre District and Millennium Park just steps away, you are poised to take full advantage of all the city has to offer. Take in the Art Institute of Chicago, shop the glamorous boutiques of the Magnificent Mile, marvel at the details of the Rookery, or cheer along with the crowds at one of the city’s many festivals, all before returning to posh accommodations and deluxe amenities. Staypineapple Chicago offers incomparable style, grace, and warmth.

Whether you’re waking up early to explore all that Chicago has to offer or staying in bed all day, the hotel can keep you caffeinated and energised. Afternoon delights offer coffee and signature pineapple treats in the lobby, or you can make a purchase from the Quick Bites & Bevvies cooler at any time of day for when those random cravings strike. Their award-winning restaurant, Atwood, is ready with its seasonal American fare and handcrafted cocktails.

Designed for the rhythm of Times Square.

This stylish hotel is in Times Square, steps from restaurants, shops and Broadway theatres. Central Park, Radio City Music Hall, Rockefeller Center, and Grand Central Station are within one mile. The Outdoor Terrace overlooks the heart of the city, while the restaurant also offers iconic NYC views, and if you like to keep active while on holiday, enjoy the 24-hour fitness centre.