The Best Pet Friendly Boutique Hotels in Chicago in 2026

Where Chicago’s new coolest neighborhood, Andersonville, meets Lincoln Square, Uptown and Ravenswood, lies the unassumingly titled Guesthouse Hotel. We found the place itself equally charmingly unassuming but it has some of the best, and only to be fair, boutique accommodation in the area. The Guesthouse is an aparthotel with guests staying in one-, two-, and three-bedroom apartments with full kitchen facilities.   What are the rooms like? 25 individually sized apartments: ranging from 601 sq. ft. to 1800 sq. ft. One-, two-, and three-bedroom units: with full kitchens, balconies, and… > Read Our Full Review

From the fantastic signage to the friendly smiles of reception, this Hyde Park, Chicago boutique hotel will pamper your body and tickle your brain. Located near the University of Chicago, you’ll share the space with prospective geniuses checking out the campus and professors enjoying a post-lecture martini. Beyond the location, you’ll find bold design and comfortable luxury that doesn’t take itself too seriously. Colors are bold and varied, in rich fabrics and plenty of art. We especially loved the gallery walls in the Mesler Kitchen and the mural-style headboards.  … > Read Our Full Review