14 days in Midwest Itinerary

14 days in Midwest Itinerary

Created using Inspirock Midwest planner

Make it your trip
Drive
1
Indianapolis
— 1 day
Drive
2
Chicago
— 2 nights
Drive
3
Wisconsin Dells
— 1 night
Drive
4
Dubuque
— 1 night
Fly
5
Omaha
— 1 night
Drive
6
Hutchinson
— 1 night
Drive
7
Branson
— 1 night
Fly
8
Rapid City
— 3 nights
Fly
9
Minneapolis
— 1 night
Fly
10
Cleveland
— 1 night
Drive
11
Detroit
— 1 night
Fly

S M T W T F S
13
14
15
16
17
18
19
20
21
22
23
24
25
26

Indianapolis

— 1 day

Circle City

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.
Kick off your visit on the 13th (Sun): take in the architecture and atmosphere at Saint John Evangelist Catholic Church, don't miss a visit to USS Indianapolis Memorial, take an in-depth tour of Oldfields-Lilly House and Gardens, see the interesting displays at The Eiteljorg Museum, then examine the collection at Rhythm! Discovery Center, and finally stop by Rocket Fizz.

To see where to stay, maps, reviews, and other tourist information, use the Indianapolis route planning site.

Louisville to Indianapolis is an approximately 2-hour car ride. You can also take a bus. Expect a daytime high around 82°F in June, and nighttime lows around 63°F. Cap off your sightseeing on the 13th (Sun) early enough to go by car to Chicago.

Things to do in Indianapolis

Museums · Historic Sites · Shopping

Chicago

— 2 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Kick off your visit on the 14th (Mon): contemplate the waterfront views at Chicago River, get to know the fascinating history of Chicago Riverwalk, admire the striking features of Chicago Cultural Center, then admire the masterpieces at The Art Institute of Chicago, then stroll through Millennium Park, and finally grab your bike and head to Lakefront Trail. On the 15th (Tue), you'll have a packed day of sightseeing: appreciate the extensive heritage of Riverwalk Lot, contemplate the long history of Cantigny Park, then take in the spiritual surroundings of Baha'i House of Worship, and finally take a stroll through Lincoln Park.

To see more things to do, other places to visit, traveler tips, and tourist information, you can read our Chicago trip builder website.

Traveling by car from Indianapolis to Chicago takes 3 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. In June, daytime highs in Chicago are 81°F, while nighttime lows are 63°F. Finish your sightseeing early on the 15th (Tue) to allow enough time to drive to Wisconsin Dells.

Things to do in Chicago

Historic Sites · Parks · Museums · Shopping

Side Trips

Wisconsin Dells

— 1 night

Waterpark Capital of the World

Named after a nearby scenic gorge famous for its steep sandstone formations, Wisconsin Dells features more than 20 water parks, making it one of the most popular vacation areas in this region.
Kick off your visit on the 16th (Wed): browse the eclectic array of goods at Country Bumpkin Farm Market, see the interesting displays at Al. Ringling Mansion, then stroll through International Crane Foundation, then look for gifts at Market Square Cheese, and finally take a memorable tour with Tours.

To find more things to do, traveler tips, photos, and more tourist information, go to the Wisconsin Dells travel planner.

You can drive from Chicago to Wisconsin Dells in 3 hours. Alternatively, you can take a train; or do a combination of flight and train. Expect a bit cooler evenings in Wisconsin Dells when traveling from Chicago in June, with lows around 57°F. Finish up your sightseeing early on the 16th (Wed) so you can go by car to Dubuque.

Things to do in Wisconsin Dells

Shopping · Tours · Adventure · Outdoors

Side Trips

Dubuque

— 1 night
Dubuque is the county seat of Dubuque County, Iowa, United States, located along the Mississippi River. On the 17th (Thu), pause for some serene contemplation at St. Luke's United Methodist Church, get up close and personal with brilliant marine life at National Mississippi River Museum & Aquarium, then explore the galleries of The Mining & Rollo Jamison Museums, then see the interesting displays at National Brewery Museum, and finally take in the spiritual surroundings of Dickeyville Grotto.

To see ratings, where to stay, traveler tips, and tourist information, read our Dubuque driving holiday planner.

You can drive from Wisconsin Dells to Dubuque in 2.5 hours. Alternatively, you can do a combination of train and bus. Expect a daytime high around 79°F in June, and nighttime lows around 59°F. Finish up your sightseeing early on the 17th (Thu) so you can travel to Omaha.

Things to do in Dubuque

Museums · Historic Sites · Zoos & Aquariums · Parks

Side Trips

Omaha

— 1 night

Gateway to the West

A major transportation hub, Omaha was once considered little more than a stopping point on a pioneer's journey west.
On the 18th (Fri), see the interesting displays at Boys Town, contemplate the long history of Father Flanagan's Historic House, contemplate the long history of General Crook House Museum, then contemplate in the serene atmosphere at St. Cecilia's Cathedral, and finally learn more about the world around you at Mangelsen Images of Nature Gallery.

To see traveler tips, maps, reviews, and tourist information, read our Omaha journey planner.

Fly from Dubuque to Omaha in 5.5 hours. Alternatively, you can drive; or take a bus. When traveling from Dubuque in June, plan for somewhat warmer days and about the same nights in Omaha: temperatures range from 85°F by day to 64°F at night. Wrap up your sightseeing on the 18th (Fri) early enough to travel to Hutchinson.

Things to do in Omaha

Historic Sites · Museums · Shopping

Side Trip

Hutchinson

— 1 night
Hutchinson is the largest city and county seat in Reno County, Kansas, United States, and located on the Arkansas River. Start off your visit on the 19th (Sat): get curious at Cosmosphere, then look for gifts at Smith's Market, then examine the collection at Strataca, and finally examine the collection at Reno County Museum.

To see where to stay, traveler tips, and tourist information, read Hutchinson trip builder app.

Traveling by car from Omaha to Hutchinson takes 5 hours. Alternatively, you can do a combination of flight and car. In June, daytime highs in Hutchinson are 90°F, while nighttime lows are 66°F. Cap off your sightseeing on the 19th (Sat) early enough to travel to Branson.

Things to do in Hutchinson

Museums · Shopping · Childrens Museums

Branson

— 1 night

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.
On the 20th (Sun), pause for some serene contemplation at Our Lady of the Lake Catholic Church, get a new perspective on nature at Prehistoric Fossils, then find something for the whole family at Arcade City, then take an in-depth tour of Ancient Ozarks Natural History Museum, and finally deepen your understanding at Titanic Museum.

To find traveler tips, ratings, other places to visit, and tourist information, use the Branson online route planner.

You can drive from Hutchinson to Branson in 5.5 hours. Alternatively, you can do a combination of car and flight. Traveling from Hutchinson in June, expect nights in Branson to be about the same, around 65°F, while days are slightly colder, around 84°F. Cap off your sightseeing on the 20th (Sun) early enough to travel to Rapid City.

Things to do in Branson

Museums · Historic Sites · Theme Parks · Shopping

Side Trip

Rapid City

— 3 nights

Gateway to the Black Hills

South Dakota's second-largest city, Rapid City has for many years served as a gateway to the West.
Get a sense of the local culture at Downtown Rapid City and Mount Moriah Cemetery. You'll explore the less-touristy side of things at Sanford Lab Homestake Visitor Center and Reptile Gardens. Explore the numerous day-trip ideas around Rapid City: Crook County Museum (in Sundance), Days of '76 Museum (in Deadwood) and Black Hill National Cemetery (in Sturgis). There's lots more to do: learn more about the world around you at The Museum @ Black Hills Institute, get engrossed in the history at South Dakota State Railroad Museum, surround yourself with nature on a nature and wildlife tour, and see the interesting displays at Ellsworth Air Force Base.

To see ratings, where to stay, and tourist information, read Rapid City trip itinerary site.

Traveling by flight from Branson to Rapid City takes 7 hours. Alternatively, you can drive; or take a bus. The time zone difference when traveling from Branson to Rapid City is minus 1 hour. Prepare for little chillier weather when traveling from Branson in June: high temperatures in Rapid City hover around 78°F and lows are around 57°F. Wrap up your sightseeing on the 23rd (Wed) to allow time to travel to Minneapolis.

Things to do in Rapid City

Museums · Tours · Outdoors · Wildlife

Side Trips

Minneapolis

— 1 night

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.
Start off your visit on the 24th (Thu): tour or see a show at Landmark Center, look for gifts at Candyland, pause for some photo ops at Fort Snelling National Cemetery, then explore the world behind art at The Museum of Russian Art, and finally admire the landmark architecture of Basilica of St. Mary.

To see where to stay, traveler tips, maps, and more tourist information, go to the Minneapolis holiday builder site.

Getting from Rapid City to Minneapolis by flight takes about 3.5 hours. Other options: drive; or take a bus. You'll lose 1 hour traveling from Rapid City to Minneapolis due to the time zone difference. June in Minneapolis sees daily highs of 79°F and lows of 61°F at night. Finish up your sightseeing early on the 24th (Thu) so you can travel to Cleveland.

Things to do in Minneapolis

Historic Sites · Museums · Shopping

Side Trips

Cleveland

— 1 night

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 25th (Fri): take in the architecture and atmosphere at St John's Cathedral, see the interesting displays at Steamship William G. Mather, explore the world behind art at The Cleveland Museum of Art, contemplate the long history of Wade Memorial Chapel, then take in the spiritual surroundings of Our Lady of Lourdes Shrine, and finally appreciate the extensive heritage of Historic Kirtland.

To see where to stay, more things to do, other places to visit, and tourist information, refer to the Cleveland online vacation planner.

Getting from Minneapolis to Cleveland by flight takes about 4.5 hours. Other options: drive; or take a train. Due to the time zone difference, you'll lose 1 hour traveling from Minneapolis to Cleveland. In June, daily temperatures in Cleveland can reach 77°F, while at night they dip to 64°F. Finish up your sightseeing early on the 25th (Fri) so you can go by car to Detroit.

Things to do in Cleveland

Museums · Historic Sites

Side Trips

Detroit

— 1 night

The Motor City

Founded in 1701 by a French explorer and adventurer, Detroit exerted a profound impact on the world for most of the 20th century.
Kick off your visit on the 26th (Sat): take in the spiritual surroundings of Historic Trinity Lutheran Church, take in the architecture and atmosphere at Sweetest Heart of Mary Roman Catholic Church, look for gifts at Polish Art Center, then browse the exhibits of Motown Museum, then examine the collection at Arab American National Museum, and finally see the interesting displays at African Bead Museum.

To see ratings, traveler tips, and tourist information, read Detroit day trip planning site.

Getting from Cleveland to Detroit by car takes about 3 hours. Other options: take a bus; or fly. Expect a daytime high around 79°F in June, and nighttime lows around 61°F. Cap off your sightseeing on the 26th (Sat) early enough to travel back home.

Things to do in Detroit

Museums · Historic Sites · Shopping

Side Trips

Indiana travel guide

4.1
Casinos · Room Escape Games · Specialty Museums
The Hoosier State
With an extensive history of motorsports, Indiana's main claim to fame is the popular automobile race held each year in its capital city. A mostly rural state, Indiana is a land of till plains and lakes, its appearance a result of traces left behind by receding glaciers. The central section of the state, mostly flat with some rolling hills, contains some of the country's most fertile farmland. The state also contains almost 39,000 km (24,000 mi) of waterways, including the Wabash River, the longest free-flowing river east of the Mississippi. For a genuine "Hoosier" experience, tour the state's slow-paced small towns, noted for their hospitality and outstanding local cuisine. You'll remember the warmth and charm long after your vacation is over.

Illinois travel guide

4.4
Observation Decks · Parks · Art Museums
The Prairie State
The most populous state in the country's Midwest region, Illinois features a diverse landscape that includes both the enormous urban sprawl of Chicago and flat central plains, devoted almost entirely to farmland. With a great selection of things to do, Chicago is the state's centerpiece, featuring world-famous architecture and renowned museums. Farther away from this giant urban center, you can explore historical landmarks dedicated to local heroes Abraham Lincoln and Ernest Hemingway. The state also includes a prehistoric Native American site, one of only 20 World Heritage Sites in the United States, a unique feature well-worth adding to your itinerary.

Wisconsin travel guide

4.2
Specialty Museums · Water Parks · Zoos
The Badger State
Wisconsin is known as "America's Dairyland" because of its status as the nation's most famous producer of milk and cheese. A growing favorite with foreign tourists, the state is a perfect holiday destination for nature lovers, offering year-round outdoor activities like fishing, boating, kayaking, and hiking. Dotted with thousands of inland lakes and waterways alongside apple and cherry orchards, Wisconsin also offers numerous urban tourist attractions, its cities hosting renowned beer and art festivals each year.

Iowa travel guide

4.1
Casinos · Historic Sites · Specialty Museums
The Hawkeye State
Part of the American heartland, Iowa is marked by a strong agricultural heritage, with farmland encompassing around 90 percent of the state's land. However, a holiday in Iowa offers more than corn and cows: you'll also discover charming towns, beautiful lakes, and a handful of vibrant cities. Iowa City, a university town, provides a healthy dose of culture and nightlife, with a youthful and artistic vibe fueled by a sizable student population. A trip to some of Iowa's small towns provides a true American experience. Fortunately, the welcoming residents bear very little resemblance to the dour Iowans portrayed in Grant Wood's famous painting "American Gothic."

Nebraska travel guide

4.6
Aquariums · Shopping · History Museums
The Cornhusker State
Situated in the heartland of America, Nebraska is home to a large number of small rural communities and masses of farmland. The state's two main cities, Omaha and Lincoln, are abuzz with youthful energy and cultural delights. Your itinerary can include a trip to the cities' museums to learn about the state's past, or tours of the area's important pioneer and Native American sites. The state's central location means that it has been crossed by many trails, but it was the California Gold Rush of 1848-1855 that originally brought large numbers of non-indigenous people to the area. Scenic river valleys offer plenty of opportunities for outdoor vacation activities, while Nebraska's agricultural towns charm visitors with their all-American spirit.

Kansas travel guide

4.3
Specialty Museums · Zoos · Entertainment Centers
The Sunflower State
Generally considered the geographical center of the country, Kansas is a state rich in history, having served as home to diverse Native American tribes for thousands of years before European settlement. Once called "Bleeding Kansas" because of violent clashes between abolitionists and pro-slavery settlers, Kansas now carries the nickname the "Sunflower State," earned because of its massive production of sunflowers, corn, wheat, and sorghum. In addition to agriculture, the state is also known as an aviation hub. Sightseeing is easy, as wide-open spaces dominate the landscape of the western two-thirds of the state, which includes some of the only remaining native tallgrass prairie in the nation. Eastern Kansas contains rolling hills and most of the major cities, which draw tourism with their lively art, nightlife, and music scenes.

Missouri travel guide

4.6
Theaters · Performances · Specialty Museums
The Show-Me State
Acquired from France as part of the famous Louisiana Purchase, Missouri offers visitors equal amounts of urban and rural tourist attractions, with a good sprinkling of lush valleys and meandering back roads ideal for leisurely road trips. The state has a highly varied geography, ranging from the till plains in the north to the rolling Ozark Mountains in the south. The state sits at the intersection of North America's three greatest rivers, creating fertile plains known for supporting extensive farms and ranches. Now generally considered part of the country's Midwest, most people used to count Missouri among the southern states, primarily due to its status as a slave state before the Civil War.

South Dakota travel guide

4.2
National Parks · Scenic Drive · Monuments
The State of Great Faces and Great Places
Famous for the cliffside monuments of Mount Rushmore and the Crazy Horse memorial, South Dakota is a land of Old West history, American Indian culture, and impressive natural wonders. Get to know the state's diverse and breathtaking landscape with a trip through Custer National Park, with a herd of 1,300 free-roaming bison, or by traversing the dramatic peaks of Badlands National Park near the Black Hills. Allow time in your itinerary to visit the state's largest city, Sioux Falls, for shopping, dining, and entertainment options, as well as a number of museums and historical attractions.

Minnesota travel guide

4.4
Shopping Malls · Room Escape Games · Entertainment Centers
The Land of 10,000 Lakes
Deriving its name from the Dakota word for "land of sky-tinted water," Minnesota is a land of pristine lakes, pockets of dense green forests, and sprawling prairieland. Spend your vacation exploring the state's diverse landscape for endless outdoor activity and a chance to see some of the area's national monuments, or take a trip to the bustling St. Paul-Minneapolis area, a network of commerce and cultural attractions, including the famous Mall of America.

Ohio travel guide

4.2
Specialty Museums · Casinos · Water Parks
The Buckeye State
Nicknamed the "Heart of It All" because of its heart-like shape, Ohio is perhaps best described as a mosaic of big cities and small towns, with vast tracts of farmland in between. Always a major industrial and political player in the country, the state was the home to eight American presidents and the Wright brothers, inventors of the airplane. The first man to walk on the Moon came from Ohio, as did 23 other astronauts. More than just an overachiever in science, industry, and politics, the state is also a serious holiday destination, featuring both traditional Amish farms and bustling cities with a great selection of things to do.

Michigan travel guide

4.7
Specialty Museums · Gift & Specialty Shops · State Parks
Great Lakes State
A state inextricably tied to its waterways, Michigan does water activities better than almost any other place in the country. Things to do in the state include numerous opportunities to swim, fish, sail, motorboat, and canoe. The country's only state to stretch over two peninsulas, Michigan features a long freshwater coastline. In a land of nearly 65,000 inland lakes and ponds, you can never be too far from a natural water source. Michigan's major claim to fame is its status as the center of the U.S. automotive industry, with the Detroit metropolitan area housing the country's three major car manufacturers. The city is also a major center of culture, the birthplace of the Motown Sound, and the home of several museums and other tourist attractions. Farther from the big urban centers, Michigan offers visitors a world of apple and cherry orchards, rustic villages, and picturesque vineyards.