Palmer House Hilton Tours and Activities

Experience a colorful side of Chicago history with this Gangsters and Ghosts Tour. With a historian as your guide, you’ll step back to the roaring 20’s, when the Chicago Loop was a hub for bootleggers, speakeasies, and gangsters like the infamous Al Capone. Visit onetime gangster hangouts and haunted sites like the Palmer House, Congress Hotel, and Death Alley.

Travel back in time to the 1920s, when Chicago was a prohibition era hub for lively speakeasies. Your guide, a local historian in period dress, will lead you through secret entrances to speakeasies once frequented by bank robbers and Chicago gangsters like Al Capone. Order prohibition era cocktails (additional cost) and listen to stories about bootlegging and racketeering in 1920s Chicago. Guests are welcome to come in period dress.

Enjoy a private 2-hour walking tour with Belgian-American tour guide Leentje. She will introduce you to the city she calls home since 2014. Every tour is different and custom-made. Tours are available in English, French, or Dutch. Focus can be on public or street art, architecture, food, and much more!

Step off the typical tourist trail, and discover one of Chicago’s oldest and most scenic neighborhoods, on this walking tour of the Prairie District. Meet your guide in the morning at the Chicago Athletic Association, and set off with just a small group for company. The Prairie District is just a short L ride away; you can look forward to seeing the Second Presbyterian Church, Glessner House, Motor Row, and otherwise discovering how Chicagoans lived at the turn of the 20th century.

Go inside more iconic buildings than any other Chicago architecture tour. The Loop is not just famous for the L train circling downtown Chicago, it’s an iconic, vibrant neighborhood, steeped in history. Prepare to be awed at the towering Art Deco architecture that Chicago is most famous for but take it one step further and go inside the most inspired buildings. Discover the historical stories of Marshall Field, Potter Palmer, and Frank Lloyd Wright while you get an insider's look at the history and architecture of Loop.

Get an insider's introduction to Chicago's most celebrated buildings during this architecture-focused walking tour of Michigan Avenue and State Street. Revisit the heyday of the skyscraper and visit stunning, Art Deco-era interiors, from the Palmer House Hotel to the Chicago Cultural Center. Admission to the Chicago Architecture Center is included, with an introduction by the docent.

Discover Chicago in a fun new way on this 3-hour scavenger hunt. Jump into the middle of an exciting adventure around the Chicago Loop — to the historic buildings, famous streets and plethora of real-life locations around town. Discover both well-known and overlooked sites, solving clues and completing challenges via smartphone while learning the local history of the Windy City. Teams of 2- to 5-people are welcome.

Stroll through Chicago's winter streets, lit up for the holidays, on this gourmet walking tour. Learn about Chicago's celebrated holiday traditions like the European-inspired Christkindlmarket, the beautiful decor and windows on State Street, and ice skating at Millennium Park. Sample generous tastes of classic Chicago foods and holiday treats as you walk. Seasonal craft beer tastings help you stay warm and toasty; please note this tour operates in all weather conditions, so dress appropriately.

Chicago Elopement Package! What a way to say, "I Do." Chicago is a city full of great architecture and beautiful waterways, which make the best wedding photo backdrops. Your wedding coordinator will walk you through the paperwork process and help you pick a location in one of our city's most picturesque parks (if you want an indoor location, this can also be arranged at a minimal fee.) Once your ceremony is finished, a private driver will be whisk you away you up and take you around the city to capture some wedding day photos with some of Chicago's most iconic landmarks. ***Please note: After you book, we will schedule a phone call within 7 days. If at this point, you do not feel this is the right fit, I will refund you 100%....no questions asked.***** email us for more details.

Take a walk back in time through the history of Chicago's Loop on this app-enabled tour. After downloading the app and tour to you smartphone, you and your party will listen to author Amy Bizzarri, an author and expert in Chicago history, as she leads you through walking tour of the city. The GPS-enabled tour will trigger commentary at just the right times, and you can stop and start whenever you like for a flexible experience that lets you move at your own pace. Highlights include Daley Plaza, the Chicago Theater, Berghoff Restaurant, and the Art Institute of Chicago.

The Magic Parlour is Chicago's longest-running magic show. Performed by 3rd-Generation Magician Dennis Watkins, the close-up magic and mind-reading performance takes place inside the legendary Palmer House Hilton Hotel. The showroom seats fewer than 40 guests, placing each and every audience member right at the center of the magic.