New York to Chicago Road Trip

The adventure

The Big Apple, Finger Lakes, a Windy City, and some waterfalls that are so famous they don’t need a nickname – welcome to the most jam-packed week-long road trip in America. Experience skyscrapers, music, and street life in two of the coolest cities in the US and breathe in the fresh air in upstate New York. We’ll even throw in Niagara Falls for good measure. You’ll stay in the heart of the cities, and camping will keep you snug in the region's wild heart. Quick and affordable – how’s that for a great deal?

At a glance

Where you'll go

Day by day

Your journey through

United States

Day 1Arrival dayArrivalArrive to the joining hostel at any time. Welcome meeting at 7:00pm. From the Statue of Liberty to Ground Zero to Chinatown, New York City is full of things to do and see. We recommend spending extra time here; please speak to your sales agent to book pre-trip accommodation.

Arrive to the joining hostel at any time. Welcome meeting at 7:00pm. From the Statue of Liberty to Ground Zero to Chinatown, New York City is full of things to do and see. We recommend spending extra time here; please speak to your sales agent to book pre-trip accommodation.

Day 2Spend the morning exploring the Big Apple before heading to NewburghDive into the hustle and bustle of NYC on a brief orientation to the city with the CEO, then trade in the big city for a campfire.

Dive into the hustle and bustle of NYC on a brief orientation to the city with the CEO, then trade in the big city for a campfire.

Day 3Enjoy a day out in nature taking…Discover one of the highest waterfalls east of the Rocky Mountains, Taughannock Falls. Take a hike to explore this beautiful area on foot, rent a kayak or paddleboard, or just relax by the lake. Opt to taste wine from one of the local vineyards.

Discover one of the highest waterfalls east of the Rocky Mountains, Taughannock Falls. Take a hike to explore this beautiful area on foot, rent a kayak or paddleboard, or just relax by the lake. Opt to taste wine from one of the local vineyards.

Day 4Get wet on the Maid of the Mist…An exciting adventure awaits in Niagara Falls. Feel the rushing waters of the falls taking the famous "Maid of the Mist Boat Tour." Return after darkness settles over the Niagara region and witness the Falls illuminated in a rainbow of colour!

An exciting adventure awaits in Niagara Falls. Feel the rushing waters of the falls taking the famous "Maid of the Mist Boat Tour." Return after darkness settles over the Niagara region and witness the Falls illuminated in a rainbow of colour!

Day 5Travel to Sandusky and opt to catch some…

Travel to Sandusky and opt to catch some thrills at a local amusement park.

Day 6Stop for lunch in the Amish community…ChicagoThere's tons to do in the Windy City – walk along the river to Millennium Park, enjoy dazzling music, and stroll the boardwalk of the Navy Pier. Opt to ride to the top of the Willis (formerly Sears) Tower, or hit the town for a final night out with the group.

Chicago

There's tons to do in the Windy City – walk along the river to Millennium Park, enjoy dazzling music, and stroll the boardwalk of the Navy Pier. Opt to ride to the top of the Willis (formerly Sears) Tower, or hit the town for a final night out with the group.

Discover United States

A glimpse of the destination you'll explore.