Staypineapple, An Iconic Hotel, The Loop

The Staypinapple Iconic in The Loop, Chicago is one of the most dog friendly hotels in the city. With a trained staff well-versed in handling canine guests and their owners, you can be assured of a welcoming environment. Whether you have a dainty Dachshund or a majestic Mastiff, there are no size restrictions. Comfort is also guaranteed, as the hotel provides dog beds, bowls, and complimentary treats to make your dog feel welcome and right at home. While Staypinapple Iconic may not have private gardens, it doesn't skimp on ensuring your dog has spaces to stretch and play. Dogs are welcomed on the terrace and in the public areas of the hotel, ensuring they're not confined to just the room. Nearby public green spaces, paired with the hotel's guidance on dog walk routes, ensures both the pet and owner can enjoy scenic strolls in the vibrant city of Chicago, without walking into the wrong neighbourhoods. The hotel is owned by the super dog friendly Staypineapple group, whose official mascot is a Husky called Dash that is frequently seen around the hotels. They also turned Dash into a plush toy that you can buy, with the proceeds going to canine charities, going above and beyond the norm in most hotels when it comes to dog friendliness. The group hosts a number of dog focused activities and events in their hotels throughout the year. Every February the group celebrates their Pineapple Pup Plus One Month, waiving all dog fees for the entire month. They host annual fundraisers called Mother's Day Paw-Tay which are basically big parties to raise funds for canine humane charities. Every October they even have a super fun Pineapple Pup Costume Contest with prizes for the winning pup. With a B+ ranking, the Iconic is one of the most dog-friendly options in the city. There is a charge of $25 per night, but you can get half off, reducing it to $12.50 per night if you book directly with them. More than half of their rooms are dog friendly, so availability should never be an issue. For the best room rate, call the hotel on (312) 940-7997 and mention Roch Dog.