14 days in Midwest Itinerary

14 days in Midwest Itinerary

Created using Inspirock Midwest holiday planner

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Route & dates

14 days in Midwest Itinerary

Start: New York City
Drive:  8​h
1
Cleveland
— 2 nights
Drive:  5​h 45​min
2
Chicago
— 4 nights
Drive:  8​h 45​min
3
Kansas City
— 2 nights
Drive:  3​h 45​min
4
Branson
— 2 nights
Drive:  4​h 15​min
5
Saint Louis
— 2 nights
Drive:  16​h 15​min
End: New York City

2
nights
Cleveland

Cleveland ©
A culturally diverse city situated on the shores of Lake Erie, Cleveland boasts many places to visit, such as world-class museums, popular amusement parks, and sprawling recreational areas.
Cleveland is known for museums, casinos, shopping, zoos & aquariums, and parks. Your plan includes some of its best attractions: see the interesting displays at Rock & Roll Hall of Fame, steep yourself in history at Wade Memorial Chapel, admire the masterpieces at The Cleveland Museum of Art, and don't miss a visit to A Christmas Story House.

To find other places to visit, maps, traveler tips, and more tourist information, use the Cleveland trip itinerary tool .

New York City to Cleveland is an approximately 4-hour combination of bus and flight. You can also fly; or drive. August in Cleveland sees daily highs of 80°F and lows of 67°F at night. Finish up your sightseeing early on the 8th (Thu) so you can travel to Chicago.

Things to do in Cleveland

Museums Historic Sites Parks
Highlights from your plan
The Cleveland Museum of Art ©
The Cleveland Museum of Art
Rock & Roll Hall of Fame ©
Rock & Roll Hall of Fame
A Christmas Story House ©
A Christmas Story House

4
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Chicago is known for museums, historic sites, nightlife, zoos & aquariums, and childrens museums. Your plan includes some of its best attractions: explore the world behind art at The Art Institute of Chicago, learn about wildlife with up-close encounters at Lincoln Park Zoo, get up close and personal with brilliant marine life at Shedd Aquarium, and enjoy breathtaking views from Skydeck Chicago - Willis Tower.

To find maps, traveler tips, ratings, and more tourist information, read our Chicago trip planner .

Traveling by flight from Cleveland to Chicago takes 3.5 hours. Alternatively, you can do a combination of flight, bus, and subway; or drive. The time zone changes from Eastern Standard Time to Central Standard Time, which is usually a -1 hour difference. In August, plan for daily highs up to 83°F, and evening lows to 67°F. Wrap up your sightseeing by early afternoon on the 12th (Mon) to allow enough time to travel to Kansas City.

Things to do in Chicago

Museums Childrens Museums Parks
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Millennium Park ©
Millennium Park
Museum of Science and Industry ©
Museum of Science and Industry

2
nights
Kansas City

Kansas City ©
The largest municipality in Missouri, Kansas City has an impressive array of world-class museums, shopping areas, and great places to eat, all of which attract tourism to the area.
On the 13th (Tue), ponder the design of KC Fountains, have some family-friendly fun at Blade & Timber, then take an in-depth tour of National WWI Museum and Memorial, and finally test your problem-solving skills at popular escape rooms. Get ready for a full day of sightseeing on the next day: learn about wildlife with up-close encounters at Kansas City Zoo, explore the world behind art at The Nelson-Atkins Museum of Art, and then examine the collection at Negro Leagues Baseball Museum.

To find other places to visit, maps, more things to do, and tourist information, use the Kansas City attractions planner.

You can fly from Chicago to Kansas City in 4.5 hours. Other options are to do a combination of subway, bus, and flight; or drive. In August, daily temperatures in Kansas City can reach 87°F, while at night they dip to 70°F. Cap off your sightseeing on the 14th (Wed) early enough to go by car to Branson.

Things to do in Kansas City

Museums Zoos & Aquariums Parks
Highlights from your plan
National WWI Museum and Memorial ©
National WWI Museum and Memorial
Room Escape Games
The Nelson-Atkins Museum of Art ©
The Nelson-Atkins Museum of Art

2
nights
Branson

Branson ©
Nestled in Missouri's beautiful Ozark Mountains lies one of the country's most attractive vacation towns for year-round family entertainment.
Kick off your visit on the 15th (Thu): contemplate the waterfront views at Table Rock Lake and then make a splash at Silver Dollar City. Here are some ideas for day two: have some family-friendly fun at Escape Code, see the interesting displays at Titanic Museum, then take some stellar pictures from College of the Ozarks, and finally pause for some serene contemplation at Our Lady of the Lake Catholic Church.

For ratings, other places to visit, maps, and tourist information, you can read our Branson planner .

Getting from Kansas City to Branson by car takes about 4 hours. Other options: take a bus; or fly. In August, daytime highs in Branson are 85°F, while nighttime lows are 66°F. Cap off your sightseeing on the 16th (Fri) early enough to travel to Saint Louis.

Things to do in Branson

Theme Parks Parks Nature

Side Trip

Table Rock Lake
Highlights from your plan
Escape Code ©
Escape Code
Silver Dollar City ©
Silver Dollar City
Titanic Museum ©
Titanic Museum

2
nights
Saint Louis

Saint Louis ©
Test the local claim that Saint Louis is second only to Washington, D.C.
Start off your visit on the 17th (Sat): admire nature's wide array of creatures at Saint Louis Zoo, then admire the natural beauty at Missouri Botanical Garden, and then pause for some serene contemplation at Cathedral Basilica of Saint Louis. On the next day, examine the collection at Cardinals Hall of Fame and Museum, then don't miss a visit to The Gateway Arch, then see the interesting displays at City Museum, and finally walk around Forest Park.

To find photos, other places to visit, more things to do, and other tourist information, use the Saint Louis road trip planner .

You can do a combination of car and flight from Branson to Saint Louis in 4 hours. Alternatively, you can drive; or take a bus. In August, daily temperatures in Saint Louis can reach 87°F, while at night they dip to 66°F. Finish up your sightseeing early on the 18th (Sun) so you can travel back home.

Things to do in Saint Louis

Parks Zoos & Aquariums Historic Sites
Highlights from your plan
Cathedral Basilica of Saint Louis ©
Cathedral Basilica of Saint Louis
The Gateway Arch ©
The Gateway Arch
Saint Louis Zoo ©
Saint Louis Zoo

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