Dog Friendly, 4-Star Hotels with Free Wi-Fi and Parking in Illinois

Located in the heart of the city on Michigan Avenue the hotel embraces the iconic architecture within Chicago, the redesign highlights historical elements of Louis Sullivan's intricate sketches and the Chicago School's building materials.

Staypineapple Chicago, An Iconic Hotel, is a distinguished establishment located in the heart of the Loop, offering an exceptional experience for luxury-seeking guests. Upon arrival, visitors are welcomed with refined decor, outstanding service and a range of carefully considered amenities that contribute to the hotel's esteemed reputation. Guestrooms feature a harmonious blend of modern and classic styles, with plush bedding, spacious bathrooms and numerous conveniences such as complimentary in-room coffee and tea, high-speed Wi-Fi and the exclusive Naked Experience with cozy robes and individual duvets. Guests are also invited to indulge in the exquisite culinary offerings at Atwood, the hotel's award-winning restaurant specializing in seasonal American cuisine and handcrafted cocktails. For a more relaxed dining experience, Staypineapple offers Afternoon Delights and Quick Bites & Bevvies to cater to a variety of cravings.