Home / Road Trip

Summer Road Trip Itinerary - Cruise, Park, Stay, Play

Sunny days are around the corner and Chicago is the ideal mid-west destination to plan a summer road trip with many things to see and do just steps from Hilton Chicago.  Your summer escape includes deluxe accommodations for two adults and overnight self-parking for one vehicle.

PARK and STAY Package Inclusions

  • Accommodations for two adults.  Request a room with one king or two queen beds.
  • Overnight self-parking for one vehicle at hotel garage, entrance on Balbo or Wabash Street




Map out must see + do experiences while in Chicago:

Museum Campus

Walk on over to explore the Museum Campus, including Shedd Aquarium where you can play with the penguins, then wander over to meet T-Rex Sue at the Field Museum of Natural History.  Both museums are open and ready for you to visit.

Visit Museums
  • Chicago Boat Options

Chicago Lake and River Cruises

The best view of the city is from the water!   Choose from a slow cruise up the river with architectural highlights,  a splashy speed boat cruise on Lake Michigan, or maybe you just need to get from A to B in a Chicago Water Taxi–  now matter how you navigate your activities, Chicago has what you need to set sail on good times.

Learn More

Entertainment + Theatre

Chicago’s full of entertainment options to make you tap your toes, sing a song or LOL.  From the Green Mill Cocktail Lounge, open seven nights a week featuring live jazz, to The Second City comic shows to make you laugh-out-loud, with so many diverse options you are guaranteed to have a good time!

Chicago entertainment venues are beginning to open with limited capacity.  We encourage you to plan ahead for up-to-date information.

Learn More
  • One of many installations nearby

Wabash Arts Corridor

Surrounding Hilton Chicago is the Wabash Arts Corridor, regarded as a “living urban canvas” due to its ever growing number of large-scale mural installations and collaborative projects.  Feel inspired as you walk the neighborhood to take in the art, some of which adorns the Hilton Chicago on the west side of the building, featuring large scale images captured by Columbia College students photographing within the hotel…a must see!


Learn More

See Cloud Gate

Cloud Gate, designed by Anish Kapoor, is one of the world’s largest outdoor installations. It is made of highly polished stainless steel that reflects the activity and lights of the park and surrounding city Skyline and is a must see on your Chicago trip!

Learn More