Staypineapple, An Iconic Hotel, The Loop Chicago

Known for

• dog-obsessed

  “Many hotels say they're dog-friendly, but at Staypineapple, we aren't just dog-friendly; we're dog-obsessed!”

• pet wellness program

  “Access to our Pet Wellness Program: includes a free trial of Zoundz, a sound therapy app to keep your pup zen, and VEG ER for Pets services, offering emergency vet care located near almost every Staypineapple hotel for those "uh-oh" or "oh no" moments.”

• leave dog in room

  “LEAVE YOUR DOG IN THE ROOM! Since our hotels are located in the heart of the city, we know (and kind of expect) that you'll be out exploring the sites and going on adventures.”

Services

About

Staypineapple, An Iconic Hotel, The Loop Chicago is a historic boutique hotel located in the National Historic Landmark Reliance Building in downtown Chicago. The property explicitly markets itself as "dog-obsessed" and provides a comprehensive "Pineapple Pup Package" for guests traveling with pets. Amenities include in-room dog beds, treats, collapsible water bowls, and access to a pet wellness program featuring emergency vet services.

What people say

Guests consistently praise the hotel's central Loop location, playful pineapple-themed decor, and helpful staff. While the beds and linens are frequently highlighted as comfortable, some visitors have noted occasional concerns regarding bed comfort.

Hours