36 days in Midwest Itinerary

36 days in Midwest Itinerary

Created using Inspirock Midwest vacation builder

Plan created by another user. Make it yours
1
Saint Louis
— 3 nights
2
Branson
— 3 nights
3
Kansas City
— 3 nights
4
Custer
— 3 nights
5
Badlands National Park
— 2 nights
6
Minneapolis
— 3 nights
7
Duluth
— 3 nights
8
Petoskey
— 3 nights
9
Chicago
— 5 nights
10
Milwaukee
— 2 nights
11
Cleveland
— 2 nights
12
Columbus
— 3 nights

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3
nights
Saint Louis

Saint Louis ©

Gateway to the West

Test the local claim that Saint Louis is second only to Washington, D.C.
Venture out of the city with trips to Springfield (Dana-Thomas House & Abraham Lincoln Presidential Library and Museum). The adventure continues: make a trip to The Gateway Arch, stroll around Forest Park, see the interesting displays at City Museum, and pause for some serene contemplation at Cathedral Basilica of Saint Louis.

To see maps, ratings, reviews, and tourist information, refer to the Saint Louis online route builder.

Atlanta to Saint Louis is an approximately 4-hour flight. You can also drive; or take a bus. You'll gain 1 hour traveling from Atlanta to Saint Louis due to the time zone difference. Plan for slightly colder nights when traveling from Atlanta in September since evenings lows in Saint Louis dip to 59°F. Wrap up your sightseeing on the 8th (Wed) to allow time to drive to Branson.

Things to do in Saint Louis

Parks · Museums · Zoos & Aquariums · Historic Sites

Side Trip

Highlights from your plan
Cathedral Basilica of Saint Louis ©
Cathedral Basilica of Saint Louis
The Gateway Arch ©
The Gateway Arch

3
nights
Branson

Branson ©

Live Entertainment Capital of the World

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, and museums. Your plan includes some of its best attractions: make a splash at Silver Dollar City, get your game on at 7D Dark Ride Adventure, explore the activities along Table Rock Lake, and find something for the whole family at Arcade City.

For reviews, traveler tips, other places to visit, and other tourist information, go to the Branson road trip planning site.

Drive from Saint Louis to Branson in 4.5 hours. Alternatively, you can do a combination of flight and car; or do a combination of bus and taxi. Expect a daytime high around 82°F in September, and nighttime lows around 60°F. Wrap up your sightseeing on the 11th (Sat) early enough to drive to Kansas City.

Things to do in Branson

Theme Parks · Parks · Museums · Nature

Side Trips

Highlights from your plan
College of the Ozarks ©
College of the Ozarks
Silver Dollar City ©
Silver Dollar City
Titanic Museum ©
Titanic Museum

3
nights
Kansas City

Kansas City ©

City of Fountains

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 Kansas City's surroundings by going to Evel Knievel Museum (in Topeka) and Holladay Distillery (in Weston). And it doesn't end there: get engrossed in the history at National WWI Museum and Memorial, get to know the resident critters at Deanna Rose Children's Farmstead, see the interesting displays at Arabia Steamboat Museum, and take in nature's colorful creations at The Ewing and Muriel Kauffman Memorial Garden.

For maps, traveler tips, reviews, and tourist information, refer to the Kansas City holiday planner.

You can drive from Branson to Kansas City in 4 hours. Other options are to take a bus; or fly. September in Kansas City sees daily highs of 83°F and lows of 64°F at night. Wrap up your sightseeing on the 14th (Tue) to allow time to travel to Custer.

Things to do in Kansas City

Museums · Parks · Fun & Games · Zoos & Aquariums

Side Trips

Highlights from your plan
Holladay Distillery ©
Holladay Distillery
National WWI Museum and Memorial ©
National WWI Museum and Memorial
The Nelson-Atkins Museum of Art ©
The Nelson-Atkins Museum of Art

3
nights
Custer

Custer ©
Generally considered to be the oldest town established by European Americans in the Black Hills, Custer began as a mining town.
Go for a jaunt from Custer to Keystone to see Presidential Trail about 30 minutes away. Next up on the itinerary: explore the striking landscape of Mount Rushmore National Memorial, delve into the lush surroundings at Black Hills National Forest, take in the dramatic natural features at Needles Eye Tunnel, and admire all the interesting features of Iron Mountain Road.

To find traveler tips, reviews, where to stay, and other tourist information, go to the Custer online trip itinerary planner.

You can fly from Kansas City to Custer in 8 hours. Alternatively, you can drive; or do a combination of bus and taxi. Due to the time zone difference, you'll gain 1 hour traveling from Kansas City to Custer. Plan for slightly colder temperatures traveling from Kansas City in September, with highs in Custer at 71°F and lows at 45°F. Finish your sightseeing early on the 17th (Fri) to allow enough time to drive to Badlands National Park.

Things to do in Custer

Parks · Nature · Outdoors · Scenic Drive

Side Trips

Highlights from your plan
Mount Rushmore National Memorial ©
Mount Rushmore National Memorial
Needles Eye Tunnel ©
Needles Eye Tunnel
Black Hills National Forest ©
Black Hills National Forest

2
nights
Badlands National Park

Badlands National Park ©
Although Badlands National Park's name might not be the most inviting, its landscape of pinnacles, eroded buttes, spires, and an expansive, pristine mixed-grass prairie remain enticing.
Kick off your visit on the 18th (Sat): take some stellar pictures from Pinnacles Overlook, explore the wealth of natural beauty at Panorama Point Overlook, then explore the striking landscape at Badlands Wall, then explore and take pictures at Loop Road, and finally tour the pleasant surroundings at Castle Trail. Get ready for a full day of sightseeing on the next day: take in the dramatic natural features at Yellow Mounds Overlook, then explore the striking landscape of Badlands National Park, and then take in the dramatic natural features at Big Badlands Overlook.

To find ratings, other places to visit, and more tourist information, read our Badlands National Park route builder.

You can drive from Custer to Badlands National Park in 2 hours. Another option is to do a combination of taxi and bus. While traveling from Custer, expect somewhat warmer days and about the same nights in Badlands National Park, ranging from highs of 81°F to lows of 49°F. Wrap up your sightseeing on the 19th (Sun) to allow time to travel to Minneapolis.

Things to do in Badlands National Park

Parks · Nature · Outdoors · Scenic Drive

Side Trip

Highlights from your plan
Loop Road ©
Loop Road
Badlands Wall ©
Badlands Wall
Big Badlands Overlook ©
Big Badlands Overlook

3
nights
Minneapolis

Minneapolis ©

The City of Lakes

Located on both banks of the Mississippi River, Minneapolis salutes the state's love of the outdoors with numerous lakes, wetlands, creeks, and waterfalls--many connected to one another by a national scenic byway great for sightseeing.
Explore the numerous day-trip ideas around Minneapolis: Saint Cloud (Munsinger Gardens & Clemens Gardens) and Extreme Sandbox - Minnesota (in Hastings). There's much more to do: explore the world behind art at Minneapolis Institute of Art, admire the sheer force of Minnehaha Park, contemplate the waterfront views at Chain of Lakes, and hike along Elm Creek Singletrack Trail.

For photos, other places to visit, and more tourist information, refer to the Minneapolis trip planner.

Traveling by flight from Badlands National Park to Minneapolis takes 4.5 hours. Alternatively, you can drive; or do a combination of taxi and bus. You'll lose 1 hour traveling from Badlands National Park to Minneapolis due to the time zone difference. Traveling from Badlands National Park in September, expect nights in Minneapolis to be somewhat warmer, around 57°F, while days are little chillier, around 75°F. Wrap up your sightseeing on the 22nd (Wed) early enough to drive to Duluth.

Things to do in Minneapolis

Parks · Fun & Games · Nature · Museums

Side Trips

Highlights from your plan
Clemens Gardens ©
Clemens Gardens
Extreme Sandbox - Minnesota ©
Extreme Sandbox - Minnesota
Minneapolis Institute of Art ©
Minneapolis Institute of Art

3
nights
Duluth

Duluth ©

Zenith City of the Unsalted Seas

Situated on the westernmost point of the Lake Superior, Duluth represents a booming port city.
Take a break from Duluth with a short trip to Apostle Islands National Lakeshore Ice Caves in Bayfield, about 1h 50 min away. And it doesn't end there: cruise along Minnesota's North Shore Scenic Drive, take in the awesome beauty at Oberg Mountain Loop, explore the wealth of natural beauty at Congdon Park, and get to know the fascinating history of Lakewalk.

Planning Duluth trip won't be overwheling when you use's Insprock itinerary maker.

Drive from Minneapolis to Duluth in 3 hours. Alternatively, you can take a bus; or fly. When traveling from Minneapolis in September, plan for little chillier days and about the same nights in Duluth: temperatures range from 68°F by day to 54°F at night. Wrap up your sightseeing by early afternoon on the 25th (Sat) to allow enough time to travel to Petoskey.

Things to do in Duluth

Parks · Nature · Outdoors · Wildlife

Side Trips

Highlights from your plan
Apostle Islands National Lakeshore Ice Caves ©
Minnesota's North Shore Scenic Drive ©
Minnesota's North Shore Scenic Drive
Oberg Mountain Loop ©
Oberg Mountain Loop

3
nights
Petoskey

Petoskey ©
Petoskey is a city and coastal resort community in the U.S. You'll find plenty of places to visit near Petoskey: Cross In The Woods National Shrine (in Indian River), Beer Tastings & Tours (in Traverse City) and Mackinac Bridge (in Saint Ignace). There's much more to do: grab your bike and head to Little Traverse Wheelway, work some fitness into your day at North Western State Trail, take a stroll through Historic Gaslight District, and visit a coastal fixture at McGulpin Point Lighthouse & Historic Site.

To see maps, ratings, other places to visit, and more tourist information, read Petoskey online travel route planner.

Getting from Duluth to Petoskey by flight takes about 8 hours. Other options: drive; or take a bus. The time zone changes from Central Standard Time to Eastern Standard Time, which is usually a 1 hour difference. September in Petoskey sees daily highs of 71°F and lows of 52°F at night. Wrap up your sightseeing on the 28th (Tue) to allow time to travel to Chicago.

Things to do in Petoskey

Tours · Breweries & Distilleries · Historic Sites · Parks

Side Trips

Highlights from your plan
Little Traverse Wheelway ©
Little Traverse Wheelway
Mackinac Bridge ©
Mackinac Bridge
Beer Tastings & Tours

5
nights
Chicago

Chicago ©

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Chicago is known for museums, parks, and nightlife. Your plan includes some of its best attractions: explore the world behind art at The Art Institute of Chicago, take a tour by water with Boat Tours & Water Sports, learn more about the world around you at Field Museum, and take in the waterfront at Navy Pier.

For maps, traveler tips, reviews, and other tourist information, read our Chicago tour itinerary builder tool.

Do a combination of car and flight from Petoskey to Chicago in 6 hours. Alternatively, you can drive; or do a combination of bus and train. You'll gain 1 hour traveling from Petoskey to Chicago due to the time zone difference. In September, Chicago is a bit warmer than Petoskey - with highs of 78°F and lows of 61°F. Cap off your sightseeing on the 3rd (Sun) early enough to go by car to Milwaukee.

Things to do in Chicago

Museums · Parks · Childrens Museums · Zoos & Aquariums

Side Trip

Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Millennium Park
Millennium Park
Skydeck Chicago - Willis Tower ©
Skydeck Chicago - Willis Tower

2
nights
Milwaukee

Milwaukee

Brew City

Milwaukee boasts well-preserved historical districts with a rich European past and a strong beer-brewing tradition.
On the 4th (Mon), examine the collection at Harley-Davidson Museum, then don't miss a visit to Frank Lloyd Wright American System-Built Homes, then contemplate in the serene atmosphere at Basilica of St. Josaphat, and finally indulge your thirst for a good beer at Lakefront Brewery. Get ready for a full day of sightseeing on the next day: delve into the lush surroundings at Hawthorn Hollow - Nature Sanctuary and Arboretum, then make a trip to SC Johnson Headquarters, and then immerse yourself in nature at Lakeshore State Park.

For maps, where to stay, traveler tips, and more tourist information, read Milwaukee online driving holiday planner.

Getting from Chicago to Milwaukee by car takes about 2 hours. Other options: take a train; or take a bus. Expect a daytime high around 62°F in October, and nighttime lows around 46°F. Finish your sightseeing early on the 5th (Tue) to allow enough time to travel to Cleveland.

Things to do in Milwaukee

Parks · Nature · Museums · Historic Sites

Side Trips

Highlights from your plan
Lakeshore State Park
Lakeshore State Park
Harley-Davidson Museum ©
Harley-Davidson Museum
Basilica of St. Josaphat ©
Basilica of St. Josaphat

2
nights
Cleveland

Cleveland ©

Forest City

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.
Kick off your visit on the 6th (Wed): try your luck at JACK Cleveland Casino, admire the masterpieces at The Cleveland Museum of Art, and then see the interesting displays at Rock & Roll Hall of Fame. Get ready for a full day of sightseeing on the next day: look for all kinds of wild species at F.A. Seiberling Nature Realm, admire the natural beauty at Stan Hywet Hall & Gardens, and then admire the striking features of Heinen's Downtown.

To see traveler tips, reviews, where to stay, and other tourist information, you can read our Cleveland trip planning app.

You can fly from Milwaukee to Cleveland in 4 hours. Other options are to drive; or take a train. Due to the time zone difference, you'll lose 1 hour traveling from Milwaukee to Cleveland. In October, daytime highs in Cleveland are 65°F, while nighttime lows are 51°F. Cap off your sightseeing on the 7th (Thu) early enough to go by car to Columbus.

Things to do in Cleveland

Parks · Museums · Historic Sites · Casinos

Side Trip

Highlights from your plan
The Cleveland Museum of Art ©
The Cleveland Museum of Art
Rock & Roll Hall of Fame ©
Rock & Roll Hall of Fame
JACK Cleveland Casino ©
JACK Cleveland Casino

3
nights
Columbus

Columbus ©

The Discovery City

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.
On the 8th (Fri), let little ones run wild at Columbus Commons, then whizz through the canopy at some of the top local zipline courses and adventure parks, and then do a tasting at Rockside Winery and Vineyards. Get ready for a full day of sightseeing on the 9th (Sat): explore the different monuments and memorials at Dayton National Cemetery, then examine the collection at National Museum of the US Air Force, and then contemplate the long history of Carillon Historical Park.

For other places to visit, traveler tips, maps, and more tourist information, use the Columbus route builder.

Drive from Cleveland to Columbus in 2.5 hours. Alternatively, you can take a bus; or fly. October in Columbus sees daily highs of 67°F and lows of 47°F at night. Wrap up your sightseeing by early afternoon on the 10th (Sun) to allow enough time to travel back home.

Things to do in Columbus

Parks · Adventure · Tours · Museums

Side Trips

Highlights from your plan
National Museum of the US Air Force ©
National Museum of the US Air Force
Zipline
Carillon Historical Park ©
Carillon Historical Park

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