We know that long road trips can be strenuous, add some fun to your journey and plan a couple of stops along the way. If you are chartering a bus from Chicago to New York City, there are many attractions that you normally wouldn’t’ see unless on the road.

We have put together some places along the way that will turn your trip into the best one yet.

Toledo Museum of Art

Nicknamed “The Glass City” due to its success in the glass industry, Toledo, Ohio is a great place to visit. Located at the West end of Lake Erie, bordering the state of Michigan, this city offers many attractions to see. The Toldeo Museum of Art is internationally know and has a multitude of world-renowned art on display. It houses a collection of more than 30,000 pieces of art. They have something for everyone, including glass, European, American, Renaissance, Greek, Roman and Japanese art collections.

Rock and Roll Hall of Fame

Located in Cleveland on the shore of Lake Erie is the Rock and Roll Hall of Fame. This museum archives the history of some of the best well-known artists in the history of rock and roll. People come from all over to experience the present and past successes of some of America’s best musicians. Many producers and engineers have also been recognized here for their extraordinary work.


Pittsburgh, Pennsylvania has a wealth of history and culture that make it one of the most magnificent cities in America. Known for its many bridges, amazing food and art, Pittsburgh is full of great locations to stop.

The Andy Warhol Museum is located on the North Shore of Pittsburgh and is the largest museum in the country dedicated to one single artist. At this museum there is a permanent collection of Warhol’s art and archives. People come from all over the country to visit this museum and dive deep into some of his major influences.

If you or someone in your group loves nature and gardens then the beauty of the Phipps Conservatory and Botanical Gardens will astound you. Not only is the garden a historic landmark but it is also considered to be one of the most well manicured garden facilities in the state of Pennsylvania. Many weddings and special event are held here year-round. Take a tour of the gardens, get some fresh air and explore.

If you and your group get hungry, stop at one of Pittsburgh’s coolest places to eat. Restaurants like Monterey Pub, serve comfort food such as Shepard’s Pie and tenders and fries. If you are wanting to branch out a bit, take a pit stop at Butcher and the Rye and enjoy a nice flank steak meal.

Hershey Park

Located in Hershey, Pennsylvania, this is a spot that is fun for the entire gang. Hershey is where Hershey chocolates are headquartered and made, and who wouldn’t want to visit a sweet place like that?

If you are wanting to add some amusement to your trip, then riding the roller coasters at Hershey Park will do the trick. This park is themed after various candy bars made by the Hershey Company. If you are afraid of heights, don’t worry; they have various rides for all fears and ages. Enjoy some time here and get your adrenaline pumping for the rest of your trip.


If you have anyone that is a fan of Philly cheese steaks in your group, then don’t forget to make a stop here. Philadelphia is not just famous for their cheese steaks, but is a city full of culture and history. Philadelphia is a great place to stop and check out some stunning scenery.

Really want to eat the best cheese steak in Philly? We heard through the grapevine that John’s Roast Pork has the best Philly cheese steak in all of Philadelphia. Locals and visitors from all over rave about the authenticity of this particular sandwich. Established in 1930, they have been making this sandwich for cheesesteak lovers for over 85 years.

If you or anyone in your group is a history buff, check out Boat House Row. Located on the Schuylkill River, there are 15 boathouses lined up and is considered a historic landsite. Built in 1860, these houses have a 19th and 20th century revivals feel. Boathouse #2 through #15 are known as the Schuylkill Navy, which is an association of amateur rowing clubs of Philadelphia. Come see a rowing race and take in some 150 odd years of American history.

NYC, I Promise We Are Coming!

Now, you are about an hour and 15 minutes South of NYC. If you chose to charter a bus and head on an adventure from Chicago to New York City, we hope you enjoy your trip. May these locations find you well and we hope you have fun. Let us know how it goes!