32 days in Midwest & Louisville Itinerary

Scottsbluff is a city in Scotts Bluff County, in the western part of the state of Nebraska, in the Great Plains region of the United States. For where to stay, more things to do, other places to visit, and more tourist information, you can read our Scottsbluff holiday planner.

Bailey to Scottsbluff is an approximately 4-hour car ride. You can also do a combination of car and flight. Expect much warmer weather when traveling from Bailey in September: highs in Scottsbluff hover around 81°F, while lows dip to 49°F. You will leave for Rapid City on the 8th (Wed).

South Dakota's second-largest city, Rapid City has for many years served as a gateway to the West.

Step out of Rapid City to go to Custer and see Custer State Park, which is approximately 42 minutes away. And it doesn't end there: tour the pleasant surroundings at Bear Country USA, stop by Downtown Rapid City, and walk around Main Street Square.

Plan my trip to Rapid City with suggested itineraries provided by Inspirock.

You can drive from Scottsbluff to Rapid City in 3.5 hours. Traveling from Scottsbluff in September, expect nights in Rapid City to be about the same, around 53°F, while days are a bit cooler, around 75°F. Cap off your sightseeing on the 10th (Fri) early enough to go by car to Sioux Falls.

Sioux Falls is the largest city in the U.S. state of South Dakota. Explore the numerous day-trip ideas around Sioux Falls: Mitchell (Corn Palace & Valtiroty Shiloh's Tabernacle). And it doesn't end there: walk around Falls Park, trek along SculptureWalk & Arc of Dreams Monument, pause for some serene contemplation at St. Joseph Cathedral, and learn about winemaking at Strawbale Winery.

To see other places to visit, maps, and more tourist information, refer to the Sioux Falls travel itinerary planner.

Traveling by car from Rapid City to Sioux Falls takes 5.5 hours. Alternatively, you can drive; or fly; or take a bus. The time zone difference moving from Mountain Standard Time (MST) to Central Standard Time (CST) is 1 hour. In September, plan for daily highs up to 76°F, and evening lows to 55°F. Wrap up your sightseeing by early afternoon on the 13th (Mon) to allow time for travel to Zumbrota.

Zumbrota is a city in Goodhue County, Minnesota, United States, along the North Fork of the Zumbro River. To find photos, where to stay, traveler tips, and tourist information, read Zumbrota trip itinerary app.

You can drive from Sioux Falls to Zumbrota in 4 hours. Alternatively, you can do a combination of car and flight. Expect a daytime high around 73°F in September, and nighttime lows around 53°F. You will leave for Maple Grove on the 13th (Mon).

Maple Grove is a city in Hennepin County, Minnesota, United States. Kick off your visit on the 14th (Tue): examine the collection at Paisley Park and then take in nature's colorful creations at Minnesota Landscape Arboretum.

To see where to stay, maps, ratings, and more tourist information, read Maple Grove itinerary planner.

Traveling by car from Zumbrota to Maple Grove takes 1.5 hours. In September, plan for daily highs up to 75°F, and evening lows to 56°F. Finish your sightseeing early on the 14th (Tue) so you can travel to Wilson.

On the 15th (Wed), Head underground at Crystal Cave.

Plan a Wilson trip in moments using our itinerary builder.

Traveling by car from Maple Grove to Wilson takes 1.5 hours. In September, daytime highs in Wilson are 74°F, while nighttime lows are 53°F. On the 15th (Wed), wrap the sightseeing up by early afternoon so you can travel to Portage.

Portage is a city in and the county seat of Columbia County, Wisconsin, United States. Start off your visit on the 16th (Thu): make a trip to Historic Indian Agency House.

To see photos, ratings, maps, and more tourist information, you can read our Portage day trip site.

Getting from Wilson to Portage by car takes about 3 hours. September in Portage sees daily highs of 74°F and lows of 53°F at night. Wrap up your sightseeing by early afternoon on the 16th (Thu) to allow enough time to travel to Crystal Lake.

Crystal Lake is a city in McHenry County in the U.S. state of Illinois. Kick off your visit on the 16th (Thu): stroll through Three Oaks Recreation Area. Get ready for a full day of sightseeing on the 17th (Fri): see the interesting displays at Volo Auto Museum and then sample the fine beverages at Whiskey Acres Distilling Co..

To see photos, reviews, ratings, and more tourist information, read our Crystal Lake trip itinerary builder site.

Getting from Portage to Crystal Lake by car takes about 2.5 hours. In September, plan for daily highs up to 77°F, and evening lows to 55°F. Finish your sightseeing early on the 19th (Sun) to allow enough time to travel to Normal.

Normal is a town in McLean County, Illinois, United States. Kick off your visit on the 19th (Sun): meet the residents at Peoria Zoo and then go for a walk through Grand View Drive. Here are some ideas for day two: experience rural life at Rader Family Farms.

For reviews, traveler tips, ratings, and tourist information, you can read our Normal travel itinerary planner.

Traveling by car from Crystal Lake to Normal takes 3 hours. In September, plan for daily highs up to 80°F, and evening lows to 57°F. On the 20th (Mon), wrap the sightseeing up by early afternoon so you can travel to Grand Rapids.

The second largest city in Michigan and a hub of furniture manufacturing, Grand Rapids bears the nickname "Furniture City." However, the destination's original name came from the rapids of the Grand River that once ran through the downtown area.

On the 21st (Tue), take in nature's colorful creations at Frederik Meijer Gardens & Sculpture Park and then examine the collection at Gilmore Car Museum. Get ready for a full day of sightseeing on the 22nd (Wed): explore the engaging exhibits at Grand Rapids Children's Museum and then see the interesting displays at Gerald R. Ford Museum.

For ratings, traveler tips, reviews, and other tourist information, go to the Grand Rapids journey builder website.

You can drive from Normal to Grand Rapids in 4.5 hours. Another option is to do a combination of car and flight. You'll lose 1 hour traveling from Normal to Grand Rapids due to the time zone difference. In September in Grand Rapids, expect temperatures between 76°F during the day and 54°F at night. Finish your sightseeing early on the 22nd (Wed) so you can travel to East Jordan.

East Jordan is a city in Charlevoix County, in the U.S. state of Michigan. On the 23rd (Thu), play a few rounds at The Legend Golf Course and then hit the slopes at Shanty Creek Resort.

For other places to visit, photos, and other tourist information, read East Jordan visit planning tool.

You can drive from Grand Rapids to East Jordan in 3 hours. Traveling from Grand Rapids in September, expect nights in East Jordan to be about the same, around 54°F, while days are a bit cooler, around 70°F. Wrap up your sightseeing on the 23rd (Thu) early enough to travel to Shelby Township.

Start off your visit on the 24th (Fri): look for gifts at Morley Candy Makers - The Home of Sanders Candy and then contemplate the waterfront views at Stony Creek Metropark.

To find maps, reviews, photos, and tourist information, refer to the Shelby Township trip itinerary app.

Traveling by car from East Jordan to Shelby Township takes 4 hours. Alternatively, you can do a combination of car and flight. In September, daily temperatures in Shelby Township can reach 74°F, while at night they dip to 54°F. On the 24th (Fri), wrap the sightseeing up by early afternoon so you can travel to Toledo.

Toledo is a city in and the county seat of Lucas County, Ohio, United States. Get ready for a full day of sightseeing on the next day: get engrossed in the history at Rutherford B. Hayes Presidential Library & Museums and then walk around Oak Openings Preserve Metropark.

To see maps, more things to do, traveler tips, and tourist information, go to the Toledo road trip website.

Traveling by car from Shelby Township to Toledo takes 2 hours. Expect a daytime high around 77°F in September, and nighttime lows around 57°F. You'll set off for Akron on the 27th (Mon).

Akron is the fifth-largest city in the U.S. state of Ohio and is the county seat of Summit County. Kick off your visit on the 27th (Mon): tour the pleasant surroundings at Cascade Valley Park.

Plan trip to Akron with our itinerary maker to find out where to go and what to do.

Traveling by car from Toledo to Akron takes 2.5 hours. Alternatively, you can take a bus; or do a combination of train and bus. In September, plan for daily highs up to 78°F, and evening lows to 56°F. Finish up your sightseeing early on the 28th (Tue) so you can catch the flight to Louisville.

Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.

Louisville is known for nature, museums, and breweries & distilleries. Your trip includes some of its best attractions: Head underground at Louisville Mega Cavern, see the interesting displays at Kentucky Derby Museum, view the masterpieces at Mark Payton Glass Center @ The Glassworks Bldg, and gain some tasty knowledge on a distillery tour.

To find traveler tips, photos, where to stay, and tourist information, read Louisville trip maker site.

Drive from Akron to Louisville in 6 hours. Alternatively, you can fly; or drive; or take a bus. September in Louisville sees daily highs of 82°F and lows of 61°F at night. Wrap up your sightseeing on the 2nd (Sat) early enough to drive to Saint Louis.

Test the local claim that Saint Louis is second only to Washington, D.C. in the number of free activities available by spending your holiday exploring the city's central neighborhoods, famous for their restored century-old red-brick buildings.

Saint Louis is known for sightseeing, museums, and parks. Your trip includes some of its best attractions: enjoy breathtaking views from The Gateway Arch, contemplate the long history of Old Courthouse, admire all the interesting features of Campbell House Museum, and take in nature's colorful creations at Missouri Botanical Garden.

Quickly create a custom-made itinerary for Saint Louis using our trip planner.

Drive from Louisville to Saint Louis in 4.5 hours. Alternatively, you can fly; or take a bus. The time zone difference moving from Eastern Standard Time to Central Standard Time is minus 1 hour. Expect a daytime high around 72°F in October, and nighttime lows around 49°F. Cap off your sightseeing on the 5th (Tue) early enough to go by car to Springfield.

Kick off your visit on the 5th (Tue): tour the pleasant surroundings at Springfield Conservation Nature Center, then learn about wildlife with up-close encounters at Dickerson Park Zoo, and then Head underground at Fantastic Caverns.

Find out how to plan Springfield trip without stress by asking Inspirock to help create an itinerary.

Getting from Saint Louis to Springfield by car takes about 4 hours. Other options: do a combination of flight and car; or take a bus. In October, daily temperatures in Springfield can reach 72°F, while at night they dip to 50°F. Finish up your sightseeing early on the 6th (Wed) so you can travel to Chanute.

Chanute is a city in Neosho County, Kansas, United States. Start off your visit on the 6th (Wed): examine the collection at Martin and Osa Johnson Safari Museum.

You can plan Chanute trip in no time by asking Inspirock to help create your itinerary.

Traveling by car from Springfield to Chanute takes 3 hours. October in Chanute sees daily highs of 72°F and lows of 49°F at night. Wrap up your sightseeing by early afternoon on the 7th (Thu) to allow enough time to travel to Colby.

Colby is a city in and the county seat of Thomas County, Kansas, United States. On the 7th (Thu), get engrossed in the history at Prairie Museum of Art & History, then get answers to all your questions at Buffalo Bill Cultural Center, and then explore the striking landscape at Monument Rocks. On the next day, don't miss a visit to Giant Van Gogh Painting.

To see maps, photos, reviews, and other tourist information, refer to the Colby online road trip planner.

Drive from Chanute to Colby in 6 hours. Alternatively, you can do a combination of car and flight. Traveling from Chanute in October, Colby is a bit cooler at night with lows of 40°F. On the 8th (Fri), wrap the sightseeing up by early afternoon so you can travel back home.