The Penthouse Hyde Park

5107 S. Blackstone Ave.
Chicago, IL 60615
Located just south of downtown Chicago, nestled in historical, vibrant Hyde Park, The Penthouse sits atop the former Piccadilly Hotel. In addition to the illustrious hotel, the Piccadilly Building housed the famed Piccadilly Theatre which enchanted theatre-goers from 1927 to 1963. You and your attendees will come alive in their breathtaking ballroom with show-stopping, 20-foot arched windows and an extensive rooftop terrace with spectacular views of the city and lake as far as the eye can see.

A Hyde Park Treasure

Located just south of Downtown Chicago in the historic Hyde Park neighborhood, The Penthouse Hyde Park sits atop the former Piccadilly Hotel and Theater. Steps from CTA Bus stops and the Metra Electric Train Line, The Penthouse Hyde Park is easily accessible, with parking available. You and your attendees will come alive in our breathtaking ballroom with show-stopping, 20′ arched windows and extensive rooftop terrace with spectacular views of the city and lake as far as the eye can see. Take a step back in time as we invite you to The Penthouse Hyde Park. Staying the night? The Penthouse Hyde Park is a brief 5-minute walk from the Hyatt Place Chicago-South and Sophy Hotel.


The famed Piccadilly Building played a key role in the vibrant Hyde Park culture for much of the early 20th century. The University of Chicago was founded in Hyde Park in1890 by the American Baptist Education Society and John D. Rockefeller. Hyde Park subsequently became a hub of arts and social activity, and a sought-after residential area and place of architectural renown. As part of this evolution, a building boom ensued for decades in Hyde Park and included the introduction of the Piccadilly Building in 1926. This location became home to Piccadilly Theatre which enchanted theater-goers from 1927 through 1963. With an ornate combination of French Renaissance style and Art Deco touches, the theatre was a jewel of Hyde Park. The Piccadilly Building also housed the beautiful Piccadilly Hotel and many shops.


Though the theater no longer remains, the rest of the Piccadilly Building has undergone substantial improvements with several of its most stunning spaces being renovated and repurposed. The suites of the Piccadilly Hotel were reimagined into high-end residential apartments and the shops continue to serve the community. In 2020, The Penthouse proudly claimed the gorgeous top floor of the building along with an attached, two-story suite which now serves our VIPs. Because of our respect for the historical and architectural significance of the Piccadilly Building, we at The Penthouse have gone to great lengths to allow the art deco flair of the 1920’s Piccadilly to feature prominently in the new design of The Penthouse. This evolution embodies the best of the 1920’s and the 2020’s.