30 days in Midwest Itinerary

30 days in Midwest Itinerary

Created using Inspirock Midwest tour itinerary planner

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Route & dates

30 days in Midwest Itinerary

Start: Belleville
Drive:  30 min
1
Saint Louis
— 3 nights
Fly:  3 h 30 min
2
Cleveland
— 3 nights
Drive:  2 h 30 min
3
Columbus
— 4 nights
Drive:  1 h 15 min
4
Dayton
— 3 nights
Drive:  2 h
5
Indianapolis
— 3 nights
Drive:  3 h 15 min
6
Chicago
— 5 nights
Fly:  4 h 45 min
7
Keystone
— 1 night
Fly:  6 h 45 min
8
Kansas City
— 3 nights
Drive:  3 h 45 min
9
Branson
— 3 nights
Drive:  4 h 15 min
End: Belleville

3
nights
Saint Louis

Saint Louis ©
Test the local claim that Saint Louis is second only to Washington, D.C.
Explore the numerous day-trip ideas around Saint Louis: Pinckney Bend Distillery (in New Haven), Abraham Lincoln Presidential Library and Museum (in Springfield) and The National Churchill Museum (in Fulton). And it doesn't end there: appreciate the history behind The Gateway Arch, stroll around Forest Park, take in the architecture and atmosphere at Cathedral Basilica of Saint Louis, and get to know the resident critters at Saint Louis Zoo.

To see other places to visit, where to stay, maps, and other tourist information, refer to the Saint Louis day trip planner.

Belleville to Saint Louis is an approximately half hour car ride. November in Saint Louis sees daily highs of 56°F and lows of 35°F at night. Finish your sightseeing early on the 4th (Mon) to allow enough time to travel to Cleveland.

Things to do in Saint Louis

Parks Museums Zoos & Aquariums

Side Trips

The National Churchill Museum, Abraham Lincoln Presidential Library and Museum, Pinckney Bend Distillery
Highlights from your plan
Cathedral Basilica of Saint Louis ©
Cathedral Basilica of Saint Louis
The Gateway Arch ©
The Gateway Arch

3
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.
Change things up with these side-trips from Cleveland: Cedar Point (in Sandusky) and F.A. Seiberling Nature Realm (in Akron). The adventure continues: explore the world behind art at The Cleveland Museum of Art, examine the collection at Rock & Roll Hall of Fame, enjoy some friendly competition at Bay Lanes Bowling, and try to win big at JACK Cleveland Casino.

To see maps, more things to do, other places to visit, and other tourist information, read Cleveland trip maker site .

Fly from Saint Louis to Cleveland in 3.5 hours. Alternatively, you can drive; or take a bus. The time zone changes from Central Standard Time (CST) to Eastern Standard Time (EST), which is usually a 1 hour difference. In November, daytime highs in Cleveland are 52°F, while nighttime lows are 39°F. Finish up your sightseeing early on the 7th (Thu) so you can go by car to Columbus.

Things to do in Cleveland

Parks Museums Fun & Games

Side Trips

F.A. Seiberling Nature Realm, Fellows Riverside Gardens, Bay Lanes Bowling, Cedar Point
Highlights from your plan
The Cleveland Museum of Art ©
The Cleveland Museum of Art
Rock & Roll Hall of Fame ©
Rock & Roll Hall of Fame
Cedar Point ©
Cedar Point

4
nights
Columbus

More than just one of the nation's top business centers, Columbus is a mixture of many different parts of America, situated at the spot where the so-called "Bible Belt" meets the varied cultures of the Great Plains and Appalachia.
Venture out of the city with trips to Logan (Rockhouse & Ash Cave), Zipline (in Rockbridge) and The Wilds (in Cumberland). And it doesn't end there: test your problem-solving skills at popular escape rooms, have some family-friendly fun at Columbus Axe Throwing, examine the collection at Wagner-Hagans Auto Museum, and experience rural life at The Farm at Walnut Creek.

For where to stay, photos, and other tourist information, use the Columbus trip maker tool .

Drive from Cleveland to Columbus in 2.5 hours. Alternatively, you can take a bus; or fly. In November, plan for daily highs up to 52°F, and evening lows to 35°F. Wrap up your sightseeing on the 11th (Mon) to allow time to drive to Dayton.

Things to do in Columbus

Parks Museums Outdoors

Side Trips

Logan, Warther Museum, The Farm at Walnut Creek, Inniswood Metro Gardens, Doll and Toy Museum
Highlights from your plan
Zipline
Room Escape Games
Warther Museum ©
Warther Museum

3
nights
Dayton

Dayton ©
Home of airplane pioneers the Wright brothers, Dayton prides itself on its inventors, including Charles F.
Change things up with these side-trips from Dayton: Jungle Jim's International Market (in Fairfield), Cincinnati (Smale Riverfront Park, Spring Grove Cemetery & Arboretum, & more) and Cincinnati Nature Center (in Milford). Next up on the itinerary: see the interesting displays at National Museum of the US Air Force, have some family-friendly fun at Miami Valley Gaming, sample the tasty concoctions at Lucky Star Brewery, and steep yourself in history at Carillon Historical Park.

To find photos, where to stay, more things to do, and tourist information, refer to the Dayton tour itinerary planner.

Traveling by car from Columbus to Dayton takes 1.5 hours. Alternatively, you can take a bus. November in Dayton sees daily highs of 52°F and lows of 34°F at night. Wrap up your sightseeing on the 14th (Thu) early enough to drive to Indianapolis.

Things to do in Dayton

Parks Wildlife Historic Sites

Side Trips

Cincinnati, Lucky Star Brewery, Cincinnati Nature Center, Miami Valley Gaming, Jungle Jim's International Market
Highlights from your plan
National Museum of the US Air Force ©
National Museum of the US Air Force
Houdini's Room Escape ©
Houdini's Room Escape
Spring Grove Cemetery & Arboretum ©
Spring Grove Cemetery & Arboretum

3
nights
Indianapolis

Indianapolis ©
Indiana's capital and most populous city, Indianapolis is best known for its racecar events and impressive museums, and as the hometown of Kurt Vonnegut.
Explore Indianapolis' surroundings by going to Brown County Pioneer Museum and Old Log Jail (in Nashville), Lincoln Park Speedway (in Greencastle) and Bloomington (Pate Hollow Trail & Indiana University). There's much more to do: get your game on at Bad Axe Throwing, test your team's savvy at popular escape rooms, identify plant and animal life at Exotic Feline Rescue Center, and browse the exhibits of Indianapolis Motor Speedway Museum.

For maps, traveler tips, reviews, and tourist information, refer to the Indianapolis online visit planner .

Traveling by car from Dayton to Indianapolis takes 2 hours. Alternatively, you can take a bus; or take a bus. November in Indianapolis sees daily highs of 52°F and lows of 34°F at night. Finish up your sightseeing early on the 17th (Sun) so you can go by car to Chicago.

Things to do in Indianapolis

Parks Fun & Games Museums

Side Trips

Bloomington, Brown County Pioneer Museum and Old Log Jail, Lincoln Park Speedway, Exotic Feline Rescue Center
Highlights from your plan
Bad Axe Throwing ©
Bad Axe Throwing
Room Escape Games
Children's Museum of Indianapolis ©
Children's Museum of Indianapolis

5
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, parks, 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, find something for the whole family at Navy Pier, enjoy breathtaking views from Skydeck Chicago - Willis Tower, and engage your brain at Field Museum.

To find traveler tips, where to stay, reviews, and more tourist information, refer to the Chicago travel itinerary planner.

You can drive from Indianapolis to Chicago in 3.5 hours. Other options are to fly; or take a bus. Traveling from Indianapolis to Chicago, you'll gain 1 hour due to the time zone difference. In November in Chicago, expect temperatures between 50°F during the day and 35°F at night. Finish your sightseeing early on the 22nd (Fri) to allow enough time to travel to Keystone.

Things to do in Chicago

Museums Parks Childrens Museums

Side Trips

Oak Park, Horseshoe Hammond
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

1
night
Keystone

Keystone ©
Fewer than 400 people call Keystone home year-round, but the population explodes in summer when crowds flock to nearby Mount Rushmore.
Kick off your visit on the 23rd (Sat): cruise along Iron Mountain Road, get engrossed in the history at Civilian Conservation Corps Museum of South Dakota, then don't miss a visit to Brule, and finally tour the pleasant surroundings at Mount Rushmore National Memorial.

For photos, more things to do, ratings, and tourist information, read our Keystone day trip planner .

Traveling by flight from Chicago to Keystone takes 5 hours. Alternatively, you can drive; or do a combination of train and bus. Due to the time zone difference, you'll gain 1 hour traveling from Chicago to Keystone. Expect a bit cooler temperatures when traveling from Chicago in November; daily highs in Keystone reach 45°F and lows reach 23°F. Finish your sightseeing early on the 23rd (Sat) to allow enough time to travel to Kansas City.

Things to do in Keystone

Outdoors Scenic Drive Parks

Side Trips

Hill City, Iron Mountain Road
Highlights from your plan
Iron Mountain Road ©
Iron Mountain Road
Mount Rushmore National Memorial ©
Mount Rushmore National Memorial

3
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.
Explore the numerous day-trip ideas around Kansas City: Holladay Distillery (in Weston) and Evel Knievel Museum (in Topeka). There's still lots to do: get engrossed in the history at National WWI Museum and Memorial, take in nature's colorful creations at Deanna Rose Children's Farmstead, get your game on at Bury the Hatchet, and grab your bike and head to Little Blue Trace Trail.

For other places to visit, photos, traveler tips, and other tourist information, read Kansas City trip planner .

You can fly from Keystone to Kansas City in 7 hours. Alternatively, you can drive; or take a bus. You'll lose 1 hour traveling from Keystone to Kansas City due to the time zone difference. Expect somewhat warmer temperatures when traveling from Keystone in November; daily highs in Kansas City reach 56°F and lows reach 38°F. Finish up your sightseeing early on the 27th (Wed) so you can go by car to Branson.

Things to do in Kansas City

Museums Fun & Games Parks

Side Trips

Independence, Overland Park, Blade & Timber Axe Throwing, Evel Knievel Museum, Holladay Distillery
Highlights from your plan
Holladay Distillery ©
Holladay Distillery
Room Escape Games
National WWI Museum and Memorial ©
National WWI Museum and Memorial

3
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.
Branson is known for nightlife, theme parks, museums, shopping, and fun & games. Your plan includes some of its best attractions: get in on the family fun at Silver Dollar City, take in the architecture and atmosphere at Our Lady of the Lake Catholic Church, get engrossed in the history at Ancient Ozarks Natural History Museum, and gain insight at Titanic Museum.

For reviews, traveler tips, and more tourist information, read our Branson travel planning tool .

Traveling by car from Kansas City to Branson takes 4 hours. Alternatively, you can take a bus; or fly. In November in Branson, expect temperatures between 58°F during the day and 38°F at night. Cap off your sightseeing on the 30th (Sat) early enough to travel back home.

Things to do in Branson

Parks Theme Parks Museums

Side Trips

Table Rock Lake, Ancient Ozarks Natural History Museum, National Tiger Sanctuary
Highlights from your plan
Our Lady of the Lake Catholic Church ©
Silver Dollar City ©
Silver Dollar City
Titanic Museum ©
Titanic Museum

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