16 days in United States Itinerary

16 days in United States Itinerary

Created using Inspirock United States tour itinerary maker

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Route & dates

16 days in United States Itinerary

Start: Orlando
Fly:  5​h 45​min
1
New York City
— 3 nights
Fly:  3​h 30​min
2
Washington DC
— 3 nights
Fly:  3​h 45​min
3
Chicago
— 1 night
Fly:  4​h 15​min
4
Great Smoky Mountains National Park
— 4 nights
Fly:  4​h 30​min
5
Orlando
— 4 nights
End: Orlando

3
nights
New York City

New York City ©
Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
Attractions like The Metropolitan Museum of Art and New York Public Library make great kid-friendly stops. Step off the beaten path and head to Sam's Point Preserve and Chelsea Market. Go for a jaunt from New York City to New Paltz to see DM Weil Gallery about 1h 45 min away. There's still lots to do: don't miss a visit to Central Park, get a new perspective on nature at American Museum of Natural History, and pause for some photo ops at 9/11 Memorial.

To see more things to do, other places to visit, traveler tips, and tourist information, read New York City online road trip planner .

Orlando to New York City is an approximately 6-hour combination of flight and bus. You can also fly; or drive. Traveling from Orlando in September, expect New York City to be little chillier, temps between 80°F and 66°F. Finish your sightseeing early on the 1st (Mon) to allow enough time to travel to Washington DC.

Things to do in New York City

Museums Parks Wildlife

Side Trips

Sam's Point Preserve, DM Weil Gallery
Highlights from your plan
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
9/11 Memorial ©
9/11 Memorial
New York Public Library ©
New York Public Library

3
nights
Washington DC

Washington DC ©
The capital of the United States, the District of Columbia contains the lion's share of the country's most treasured monuments, memorials, and public museums.
Step out of the city life by going to Jug Bay Wetlands Sanctuary and Breezy Point Beach. Your inner history buff will appreciate Fell's Point and Capitol Hill. There's lots more to do: admire the masterpieces at National Gallery of Art, contemplate the long history of Old Town, and examine the collection at The National Archives Museum.

For traveler tips, maps, where to stay, and other tourist information, read our Washington DC vacation builder site .

Traveling by flight from New York City to Washington DC takes 3.5 hours. Alternatively, you can do a combination of bus and flight; or drive. In October in Washington DC, expect temperatures between 71°F during the day and 54°F at night. Finish your sightseeing early on the 4th (Thu) to allow enough time to travel to Chicago.

Things to do in Washington DC

Museums Historic Sites Neighborhoods

Side Trips

Fell's Point, Old Town, Jug Bay Wetlands Sanctuary, Breezy Point Beach
Highlights from your plan
National Gallery of Art ©
National Gallery of Art
Old Town ©
Old Town
Capitol Hill
Capitol Hill

1
night
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
On the 5th (Fri), kick back and relax at Ohio Street Beach and then enjoy the sand and surf at Kathy Osterman Beach.

To find photos, more things to do, and tourist information, read our Chicago travel route builder app .

Getting from Washington DC to Chicago by flight takes about 4 hours. Other options: do a combination of train and flight; or drive. The time zone difference when traveling from Washington DC to Chicago is minus 1 hour. Prepare for little chillier weather when traveling from Washington DC in October: high temperatures in Chicago hover around 65°F and lows are around 49°F. Finish your sightseeing early on the 5th (Fri) to allow enough time to travel to Great Smoky Mountains National Park.

Things to do in Chicago

Outdoors Beaches Parks
Highlights from your plan
Kathy Osterman Beach ©
Kathy Osterman Beach
Ohio Street Beach ©
Ohio Street Beach

4
nights
Great Smoky Mountains National Park

Great Smoky Mountains National Park ©
Great Smoky Mountains National Park contains some of the highest mountains east of the Mississippi River, but it's the ease of access that makes this national park the United States' most visited.
Bring the kids along to Roaring Fork and River Rafting & Tubing. Your cultural itinerary includes sights like Pincu Pottery and Noah Bud Ogle Cabin. Go for a jaunt from Great Smoky Mountains National Park to Great Smoky Mountains National Park to see Cataloochee Valley about 54 minutes away. There's still lots to do: cruise along Cades Cove, take your sightseeing to a higher altitude at Clingmans Dome, hike along Alum Cave Trail, and explore the striking landscape at Chimney Tops Trail.

To see more things to do, traveler tips, and more tourist information, go to the Great Smoky Mountains National Park travel route planning tool .

Fly from Chicago to Great Smoky Mountains National Park in 4.5 hours. Alternatively, you can take a bus; or do a combination of train and bus. The time zone difference moving from Central Standard Time (CST) to Eastern Standard Time (EST) is 1 hour. Traveling from Chicago in October, expect nights in Great Smoky Mountains National Park to be about the same, around 51°F, while days are a bit warmer, around 74°F. Finish your sightseeing early on the 9th (Tue) to allow enough time to travel to Orlando.

Things to do in Great Smoky Mountains National Park

Parks Outdoors Nature

Side Trips

Cataloochee Valley, Pincu Pottery, River Rafting & Tubing
Highlights from your plan
Cades Cove ©
Cades Cove
River Rafting & Tubing
Roaring Fork ©
Roaring Fork

4
nights
Orlando

Orlando ©
For most people, any mention of Orlando immediately conjures up images of sprawling theme parks filled with characters plucked right out of popular animated movies.
You'll discover tucked-away gems like Beach at Daytona Beach and Disney's Blizzard Beach Water Park. Head to World of Disney and The Florida Mallfor plenty of shopping. You'll find plenty of places to visit near Orlando: Dunlawton Sugar Mill Gardens (in Port Orange) and Ponce de Leon Inlet Lighthouse & Museum (in Ponce Inlet). Pack the 12th (Fri) with family-friendly diversions at Walt Disney World Resort. There's lots more to do: get some fabulous bargains at Orlando Premium Outlets - Vineland Avenue, make an unforgettable trip to Happily Ever After Fireworks, and make a trip to Tree of Life.

To see maps, ratings, where to stay, and other tourist information, read Orlando trip planner .

Traveling by combination of flight, taxi, and train from Great Smoky Mountains National Park to Orlando takes 4.5 hours. Alternatively, you can do a combination of bus and train. Expect somewhat warmer temperatures when traveling from Great Smoky Mountains National Park in October; daily highs in Orlando reach 85°F and lows reach 69°F. Wrap up your sightseeing on the 13th (Sat) early enough to travel back home.

Things to do in Orlando

Theme Parks Shopping Parks

Side Trips

Dunlawton Sugar Mill Gardens, Beach at Daytona Beach, Ponce de Leon Inlet Lighthouse & Museum
Highlights from your plan
Disney’s Blizzard Beach Water Park ©
Ponce de Leon Inlet Lighthouse & Museum ©
Beach at Daytona Beach ©
Beach at Daytona Beach

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