New York to Chicago Road Trip

Overview

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?

Day 1?New York City

Arrive at any time. Consider arriving a few days early to see more of this famous city.

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.

Arrival Day and Welcome Meeting

1h?19:00

The adventure begins tonight. Feel free to explore, but make sure you’re back in time to meet the group. After introductions, your CEO will review the details of your tour.

Optional Activities – Day 1

Accommodation

HI New York City Hostel (or similar)

Day 2?New York City/Newburgh

Spend the morning exploring the USA’s biggest urban playground before heading to Newburgh.

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

This tour departs New York City mid-day on Day 2.

Private Vehicle

New York City ? Newburgh3h112km

Settle in and scan the scenery from the convenience of a private vehicle.

Optional Activities – Day 2

Accommodation

KOA Newburgh (or similar)

Campground

Meals included: Dinner

Day 3?Newburgh/Finger Lakes

Enjoy a day out in nature taking in the natural beauty of the Finger Lakes region. Visit towering Taughannock Falls, cool off in the lake, or sample wine from a local winery.

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.

Private Vehicle

Newburgh ? Finger Lakes?6h?375km

Settle in and scan the scenery from the convenience of a private vehicle.

Taughannock Falls Visit

Taughannock Falls

Discover one of the highest waterfalls east of the Rocky Mountains, Taughannock Falls, which drops 66m (215 ft). Hike along the river 1.2km (.75 mi) to the end of the gorge trail for stunning views at the base of the falls. Or view the falls from above at the overlook vista.

Free Time

Finger LakesAfternoon

Enjoy a free afternoon to spend at the lake or taste at a local winery.

Optional Activities – Day 3

Finger Lakes Kayaking and Stand-up Paddleboarding

Finger Lakes?2h-4h

20-32 USD per person

Opt to glide across the lake by kayak or test your balance on a paddleboard. Grab a paddle and get ready to be wowed by natural beauty in every direction. Take time to float and soak in the stunning scenery of the rolling hills and sky that stretches forever.

Accommodation

Taughannock Falls SP (or similar)

Campground

Meals included: Breakfast | Lunch | Dinner

Day 4?Finger Lakes/Niagara Falls

Get wet on the Maid of the Mist boat tour, and be sure to check out the falls illuminated in the evening.

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!

Private Vehicle

Finger Lakes ? Niagara Falls?4h190km

Settle in and scan the scenery from the convenience of a private vehicle.

Maid of the Mist Tour

Niagara Falls?1h

Ready to ?explore the roar?? The Niagara Falls Maid of the Mist tour takes visitors on an excursion into the basin of Niagara Falls State Park?s Horseshoe Falls. Generations of Niagara Falls visitors have named the Maid of the Mist tour as one of the highlights of their trip. A favorite Niagara Falls State Park attraction for more than 150 years, the dramatic passage ferries past the base of the American Falls, and on to the basin of Horseshoe Falls, through roiling waterfall whitewater and massive rock formations. The Maid of the Mist returns guests to shore with new found appreciation of the power and grandeur of Niagara Falls.

Optional Activities – Day 4

Cave of the Winds Visit

Niagara Falls

12 USD per person

Experience a wet and wild mist zone in the Cave of the Winds Tour. Travel 175 ft (53m) down by elevator into the Niagara Gorge. Pull on a rain poncho and sandals, and follow walkways along Niagara River to the Hurricane Deck a few feet from the torrent. No need to shower today as Niagara Falls will bathe you in its downpour.

Accommodation

Niagara (US) KOA Campground (or similar)

Campground

Meals included: Breakfast | Lunch | Dinner

Day 5?Niagara Falls/Sandusky

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

Private Vehicle

Niagara Falls ? Sandusky6h

Approximate Distance to Sandusky: 430km (267 mi)

Optional Activities – Day 5

Cedar Point Amusement Park

Sandusky1h-3h

40 USD per person

Boost your adrenaline at the “Roller Coaster Capital of the World.” Hop on one of 72 rides (including 16 roller coasters) on offer at the Cedar Point Amusement Park, a park awarded “Best Amusement Park in the World” by Amusement Today for 16 years in a row.

Accommodation

KOA Sandusky Campground (or similar)

Campground

Meals included: Breakfast | Lunch | Dinner

Day 6?Sandusky/Chicago

Stop for lunch in the Amish community of Shipshewana before continuing on to Chicago. 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, then hit the town for a night out with the group.

Private Vehicle

Sandusky ? Shipshewana4h275km

Settle in and scan the scenery from the convenience of a private vehicle.

Amish Community Visit

Shipshewana

Stop for a lunch break in this character-rich Amish community. Opt to take a short buggy ride around town.

Private Vehicle

Shipshewana ? Chicago3h30m240km

Settle in and scan the scenery from the convenience of a private vehicle.

Optional Activities – Day 6

Accommodation

Chicago Getaway Hostel (or similar)

Meals included: Breakfast

Day 7?Chicago

Depart at any time.

We recommend booking post-tour accommodation if you would like to enjoy more of the city.

Departure Day

Service Level: Camping

Camping most nights with some hotel stays to start and throughout; affordable public and private transport.

Physical Rating: 2 – Light

Light walking and hiking suitable for most fitness levels. Nothing too challenging.

Trip Type: Small Group

Small group experience; Max 22, avg 16.

Age requirement: 18-39

Entrance fees to all state parks. Amish community visit. Maid of the Mist boat tour (Niagara Falls). Orientation to Chicago. Self-inflating mattresses and dome tents while camping. All transport between destinations and to/from included activities.

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Price Start From

$1149 Per Person

Duration
7 Days
Transportation:
Air-conditioned private vehicle, walking
Meals:
As Per Itinerary
Transportation:
Air-conditioned private vehicle, walking

New York to Chicago Road Trip

Overview

Day 1?New York City

Arrival Day and Welcome Meeting

Optional Activities – Day 1

Accommodation

HI New York City Hostel (or similar)

Day 2?New York City/Newburgh

Private Vehicle

Optional Activities – Day 2

Accommodation

KOA Newburgh (or similar)

Meals included: Dinner

Day 3?Newburgh/Finger Lakes

Private Vehicle

Taughannock Falls Visit

Free Time

Optional Activities – Day 3

Finger Lakes Kayaking and Stand-up Paddleboarding

Accommodation

Taughannock Falls SP (or similar)

Meals included: Breakfast | Lunch | Dinner

Day 4?Finger Lakes/Niagara Falls

Private Vehicle

Maid of the Mist Tour

Optional Activities – Day 4

Cave of the Winds Visit

Accommodation

Niagara (US) KOA Campground (or similar)

Meals included: Breakfast | Lunch | Dinner

Day 5?Niagara Falls/Sandusky

Private Vehicle

Optional Activities – Day 5

Cedar Point Amusement Park

Accommodation

KOA Sandusky Campground (or similar)

Meals included: Breakfast | Lunch | Dinner

Day 6?Sandusky/Chicago

Private Vehicle

Amish Community Visit

Private Vehicle

Optional Activities – Day 6

Accommodation

Chicago Getaway Hostel (or similar)

Meals included: Breakfast

Day 7?Chicago

Departure Day

Service Level: Camping

Physical Rating: 2 – Light

Trip Type: Small Group

Age requirement: 18-39

Personal Details

Trip Information

Price Start From

Duration

Transportation:

Meals:

Transportation:

Members and Affiliations