3222 N. Sheffield, Chicago, IL 60657
About The Den
Charm Meets Modern Hospitality
Nestled in a classic 1920s greystone building, 3222 N. Sheffield Ave., Chicago, Illinois, has long embodied the spirit of old Chicago. Originally home to the Old Chicago Inn, it captured the charm of the Prohibition era with vintage décor, and even a hidden speakeasy known as Room 13. Today, reimagined as The Den, we carry forward that legacy, offering an inviting space that blends historic character with modern comfort. This is more than a building, it’s a living tribute to Chicago’s storied past.
Comfortable
& Stylish Rooms
Our fully remodeled rooms feature unique, themed décor designed to create a one-of-a-kind stay. Each room offers the comfort of in-room TV entertainment and the elegance of luxurious marble bathrooms with upscale finishes. With a boutique, homey atmosphere, you’ll feel as though you’re staying in your very own personal apartment in the city—a perfect blend of style, comfort, and convenience.
Prime Location & Experience
Stay in the heart of Chicago’s vibrant Lakeview neighborhood, where the city’s energy is right
at your doorstep. Our property is also home to Blind Wolf, a hidden speakeasy bar offering exclusive cocktails just downstairs—an unforgettable experience without leaving the building. Step outside and you’re within walking distance to grocery stores, local bars, restaurants, Wrigley Field, and unique neighborhood shops, making it easy to enjoy everything Chicago
has to offer.
Amenities for Convenience
Enjoy the comfort of home with a full-size, modern kitchen available for guest use, perfect for preparing meals during your stay. Stay connected with high-speed WiFi throughout the property, and take advantage of our location with easy access to nearby public transportation
and local services—making it simple to explore the city.
Steps from Belmont Ave. & Sheffield Ave., The Den sits at the center of Lakeview’s best. Catch a show at The Vic, hop on the train just a block and a half away, or walk to Wrigley Field and the lakefront. Fireworks light up the sky on Wednesdays and Saturdays (from Memorial Day to Labor Day) and downtown is only four train stops away. It’s all right here.
EXPLORE CHICAGO.
