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Palmer House A Hilton

Palmer House A Hilton: Our most recommended tours and activities

Chicago: Gangsters and Ghosts 2-Hour Walking Tour

1. Chicago: Gangsters and Ghosts 2-Hour Walking Tour

See a different side of Chicago on a family-friendly guided tour and hear the tales of the ghosts that haunt the city. Explore the famous Chicago Loop district with interesting stories hidden behind each turn. Embark along the Chicago Loop, known as the vice district during the 1920s and 30s. See the places where gangsters such as Al Capone used to party, make deals, and carry out business. Visit haunted locations and old crime scenes led by historians. Stop at the Congress Hotel, Death Alley, and the Palmer House. Enjoy a refreshment along with way, with frequent stops and a restroom break.

Chicago: Treasures of the Golden Age Walking Tour

2. Chicago: Treasures of the Golden Age Walking Tour

This Historic Treasures of Chicago tour covers the most significant historic architectural landmarks in Chicago’s Loop. Your expert guide, trained by the Chicago Architecture Center, will focus on great cultural buildings from the late 19th and early 20th centuries, which harkened back to earlier time periods and were designed in revival styles such as Beaux Arts, neo-Georgian and neo-Gothic. Marvel at exteriors and interiors of dazzling beauty and startling originality, and get a glimpse inside some of the city's most beloved buildings.    The highlights of this walking tour will include the Chicago Cultural Center, home to the world's largest Tiffany dome; the iconic Marshall Field's department store, now Macy's on State; and the Palmer House, a beautifully restored hotel from the 1920s. 

Chicago: 3-Hour Private Speakeasy Cocktail VIP Tour

3. Chicago: 3-Hour Private Speakeasy Cocktail VIP Tour

Spend an evening visiting the Chicago speakeasies that have been open since the Prohibition Era in the 1920s, many preserved in their original conditions. With your own private group, enter by way of secret entrances and enjoy the same cocktails ordered by infamous Chicago gangsters and bank robbers at these venues nearly a century ago. Relive the glamor of the 1920s while listening to stories of the rampant racketeering and bootlegging of the era.   Alcohol is available for purchase at the three to four different speakeasy stops. Your private tour guide will make Prohibition Era drink recommendations and tell you the stories behind them. Travel around with your young, professional guide and be chauffeured in luxury transportation, ranging from a luxury SUV to a full-sized luxury motor coach.

Chicago: Private 3-Hour Al Capone Gangster Tour

4. Chicago: Private 3-Hour Al Capone Gangster Tour

Experience amazing stories of true crime coming to life on this three-hour private tour. Visit many of the old venues where gangsters used to operate, including old speakeasies and historic hotels. Your expert historian guide will accompany you and your private group in luxury accommodation to historically significant locations in the city. View crime scenes immortalized in vintage news footage, the theater where the law caught up with Dillinger, and the restaurant where the North Side Gang riddled Al Capone’s motorcade with rounds from their Tommy guns. See the site of the infamous St. Valentine’s Day Massacre, and sit in Al Capone’s booth at the Green Mill. Finally, visit the location where Public Enemy #1 John Dillinger was assassinated by the FBI.

Chicago: Private Architecture Tour - 3 or 6 Hours

5. Chicago: Private Architecture Tour - 3 or 6 Hours

Start with pickup from your hotel and meet your local tour guide, an expert on the architecture of Chicago. Travel through the city in luxury private transportation to discover its rich architectural history. See famous buildings such as the Sears Tower, The John Hancock Building, and the Wrigley Building Discover Gothic gems along the Magnificent Mile, historic brownstones, and the Frank Lloyd Wright homes of Oak Park. Enjoy a unique added value opportunity to view not only the outside but the amazing hidden interior of many of the buildings on the tour. At your discretion, make numerous stops along the tour to go to the top of the sky decks of famous skyscrapers. Walk along the Chicago River and enter the inside of buildings designed by many famous architects. This tour has several different options. Enjoy the sites of the downtown Chicago area with its many skyscrapers, amazing interiors and great photo opportunities. You may also choose the Oak Park Frank Lloyd Wright Homes and Studio option in lieu of the downtown tour where you will have the opportunity to view the interior of his very first home and studio along with over two dozen of his original structures lining Forest Street in Oak Park anchored by Unity Temple, considered to be the world's first building of the modern architectural style. Each of the above separate options are 3 hours long. If you are to choose both options for a full 6-hour touring experience, enjoy a lunch stop at one of Chicago's many famous hot dog stands or deep-dish pizza joints.

Best of Chicago: Skydeck, River Cruise, & Loop Tour

6. Best of Chicago: Skydeck, River Cruise, & Loop Tour

The Loop is where Chicago’s history and bustling present truly intersect. Boasting some of the city’s most impressive buildings, The Loop may be a business district but it’s much more than that—including the birthplace of the world’s first skyscraper. Begin your tour at the base of the Monadnock Building where your expert local guide will be waiting to take you on a journey through the city’s most storied structures. At Willis Tower, take the first elevator of the day up 103 floors to the Skydeck. Take advantage of the observational decks to get the best possible view of the city from above. Back on ground level, it’s time to traverse Chicago’s Financial District alongside your local guide and see the city’s Art Deco architecture will be laid out before – or rather, above – you! Pass the magnificent Board of Trade Building and take in the statue of Ceres, Ancient Greek goddess of the harvest, looming over the skyline three stories high. Next, walk through the awe-inspiring lobby designed by Frank Lloyd Wright at the Rookery. Many elements here only an expert can point out, including the secret glass mosaics adorning the lobbies. You’ll listen to the history of the cast of characters that brought Chicago to world-wide fame, admire one of the world’s most historically significant doors and get a view of the largest Tiffany glass dome in the world. Millennium Park is the next stop where the iconic Cloud Gate can be found. After getting a picture in front of ‘The Bean’, it’s time to walk up Michigan Avenue for more architectural stories and history. The last stop of the day is Chicago’s iconic Riverwalk for a 90-minute architecture cruise, passing down the Chicago River and Lake Michigan. Enjoy the snacks and refreshments available to purchase on board, and take in the day’s discoveries from the water.

Chicago: Guided Walking Tour and Food Sampling

7. Chicago: Guided Walking Tour and Food Sampling

From shimmering lights to decadent bites, Chicago puts its best foot forward for the holidays.   Experience the city come to life during this special time of year on a walking tour through the Loop’s iconic holiday destinations. Pass by Millennium Park's ice skating rink and massive Christmas tree, admire the shimmering holiday lights on State Street, and behold Macy's dazzling holiday decor and window displays. Treat yourself with some brownies at the historic Palmer House Hotel, where brownies were invented, taste the famous Chicago deep-dish pizza and hot dog, and tuck into the city's largest open-air Christmas festival, Christkindlemarket, for some seasonal shopping. For an additional fee you can also enjoy a VIP Christmas cocktail sampling package.

Other Sightseeing Options in Palmer House A Hilton

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What people are saying about Palmer House A Hilton

Overall rating

4.7 / 5

based on 472 reviews

Tour was excellent! Started right in time, nice balance of gangster and ghost stories. Kia, as our guide, did great job of keeping the information very engaging. The tour takes you to places that you may have not seen on your own. Worth the time and money.

Very informative tour without the cheesy ghost stories. It was factual and learned a lot of things about Chicago history. Heidi (our guide) was just perfect!

Andre was energetic, engaging, and entertaining. The pacing and information presented made for an enjoyable evening and a wonderful introduction to Chicago.

Rosa, our tour guide, made the tour a lot of fun while also extremely informative. I would highly recommend

Maybe get pamphlets so people can follow the trip easier