55 days in Midwest Itinerary

55 days in Midwest Itinerary

Created using Inspirock Midwest sightseeing planner

Make it your trip
Fly
1
Springfield
— 5 nights
Drive
2
Saint Louis
— 5 nights
Drive
3
Makanda
— 2 nights
Drive
4
Branson
— 7 nights
Drive
5
Independence
— 5 nights
Drive
6
Mason City
— 6 nights
Drive
7
Badlands National Park
— 3 nights
Drive
8
Custer
— 3 nights
Fly
9
Chicago
— 7 nights
Fly
10
Toledo
— 6 nights
Fly
11
Cincinnati
— 5 nights
Fly

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Springfield

— 5 nights

Flower City

Springfield is the capital of Illinois, but its real significance is as the hometown of Abraham Lincoln.
Get some historical perspective at Dana-Thomas House and Camp Butler National Cemetery. Explore the numerous day-trip ideas around Springfield: Funks Grove Church & Chapel in the Trees (in McLean), Lincolns New Salem State Park (in Petersburg) and David Davis Mansion State Historic Site (in Bloomington). There's much more to do: tour the pleasant surroundings at Lincoln Memorial Garden, contemplate the long history of Mount Pulaski Courthouse State Historic Site, take an in-depth tour of Abraham Lincoln Presidential Library and Museum, and browse the exhibits of Lincoln Home National Historic Site.

For ratings, other places to visit, where to stay, and other tourist information, use the Springfield tour itinerary builder website.

Charlotte to Springfield is an approximately 4-hour flight. You can also fly; or drive; or do a combination of bus and train. Traveling from Charlotte to Springfield, you'll gain 1 hour due to the time zone difference. In May, daytime highs in Springfield are 76°F, while nighttime lows are 55°F. Wrap up your sightseeing on the 12th (Thu) early enough to drive to Saint Louis.

Things to do in Springfield

Historic Sites · Museums · Parks · Wildlife

Side Trips

Saint Louis

— 5 nights

Gateway to the West

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.
Escape the urban bustle at Bluff View Trail and Zipline. Your inner history buff will appreciate Cathedral Basilica of Saint Louis and The National Churchill Museum. Change things up with these side-trips from Saint Louis: Pinckney Bend Distillery (in New Haven), Eversgerd’s Civil War Fort (in Germantown) and Eagle Cliff - Miles Cemetery (in Waterloo). There's still lots to do: appreciate the extensive heritage of St. Charles Historic District, get engrossed in the history at Campbell House Museum, ponder the world of politics at Old Courthouse, and stroll through The Sophia M. Sachs Butterfly House.

To see traveler tips, more things to do, and other tourist information, go to the Saint Louis tour itinerary planning app.

Drive from Springfield to Saint Louis in 2 hours. Alternatively, you can fly; or do a combination of bus and train. Expect a daytime high around 77°F in May, and nighttime lows around 57°F. Finish your sightseeing early on the 17th (Tue) so you can travel to Makanda.

Things to do in Saint Louis

Historic Sites · Parks · Wildlife · Outdoors

Side Trips

Makanda

— 2 nights
Makanda is a village in Jackson County, Illinois, United States. Kick off your visit on the 18th (Wed): get outside with Mermet Springs Scuba and then head outdoors with Shawnee Bluffs Canopy Tour. Get ready for a full day of sightseeing on the 19th (Thu): tour the pleasant surroundings at Henry N Barkhausen Cache River Wetlands Center and then stroll the grounds of Mound City National Cemetery.

Make your Makanda itinerary with Inspirock to find out what to see and where to go.

You can drive from Saint Louis to Makanda in 2.5 hours. May in Makanda sees daily highs of 76°F and lows of 56°F at night. Finish your sightseeing early on the 19th (Thu) so you can travel to Branson.

Things to do in Makanda

Wildlife · Outdoors · Tours · Historic Sites

Side Trips

Branson

— 7 nights

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.
Visiting Fishing Charters & Tours and Ruth and Paul Henning Conservation Area will get you outdoors. Your inner history buff will appreciate Our Lady of the Lake Catholic Church and Wilderness Chapel. Explore the numerous day-trip ideas around Branson: Dogwood Canyon Nature Park (in Lampe), Gay Perdita Sinclair Station Route 66 Memorabalia (in Ash Grove) and Wilson's Creek National Battlefield (in Republic). There's lots more to do: indulge your senses at VIP Tours of Branson, stroll through Shepherd of the Hills Fish Hatchery, explore the activities along Table Rock Lake, and head outdoors with Lost Canyon Nature Trail - Top of the Rock.

For where to stay, maps, traveler tips, and more tourist information, go to the Branson day trip planning site.

Traveling by car from Makanda to Branson takes 5.5 hours. Alternatively, you can do a combination of car and flight. In May, daily temperatures in Branson can reach 75°F, while at night they dip to 55°F. Finish your sightseeing early on the 26th (Thu) so you can drive to Independence.

Things to do in Branson

Parks · Wildlife · Tours · Historic Sites

Side Trips

Independence

— 5 nights
Independence is the fifth-largest city in the state of Missouri. Deepen your sense of the past at sights like Bingham Waggoner Mansion & Estate and Harry S. Truman Presidential Library and Museum. Get out of town with these interesting Independence side-trips: Battle of Lexington State Historic Site (in Lexington), Squirrel Cage Jail (in Gallatin) and Watkins Mill State Park (in Lawson). And it doesn't end there: steep yourself in history at Harry S Truman National Historic Site, take in the spiritual surroundings of Kansas City Missouri Temple, take an in-depth tour of Jesse James Birthplace Museum, and examine the collection at Jail, Marshal's Home & Museum.

For other places to visit, reviews, traveler tips, and other tourist information, use the Independence day trip planning site.

You can drive from Branson to Independence in 4 hours. Alternatively, you can fly; or take a bus. In May, daytime highs in Independence are 76°F, while nighttime lows are 57°F. Wrap up your sightseeing on the 31st (Tue) to allow time to travel to Mason City.

Things to do in Independence

Historic Sites · Museums · Nature · Parks

Side Trips

Mason City

— 6 nights
Mason City is a city in and the county seat of Cerro Gordo County, Iowa, United States. Step out of the city life by going to Grotto of the Redemption and Lime Creek Nature Center. Deepen your sense of the past at sights like Stockman House Museum and Historic Park Inn Hotel. Explore the numerous day-trip ideas around Mason City: St. Augustine's Catholic Church (in Austin), Saint Wenceslaus Catholic Church (in Spillville) and Masters Hotel (in Burr Oak). Next up on the itinerary: contemplate the long history of Rock Crest - Rock Glen Historical District, tour the pleasant surroundings at Fossil & Prairie Center, take in the architecture and atmosphere at LIttle Brown Church in the Vale, and get to know the fascinating history of Music Man Square.

To find photos, traveler tips, where to stay, and tourist information, refer to the Mason City day trip planning website.

You can drive from Independence to Mason City in 5 hours. Alternatively, you can do a combination of car and flight. Expect slightly colder temperatures when traveling from Independence in May; daily highs in Mason City reach 69°F and lows reach 47°F. Wrap up your sightseeing on the 6th (Mon) to allow time to travel to Badlands National Park.

Things to do in Mason City

Historic Sites · Parks · Wildlife · Nature

Side Trips

Badlands National Park

— 3 nights
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.
Take a break from the city and head to Badlands National Park and Badlands Wall. Step out of Badlands National Park with an excursion to Hurley Butte Horseback Riding in Interior--about 40 minutes away. There's lots more to do: explore the striking landscape at Big Badlands Overlook, take a memorable drive along Loop Road, take some stellar pictures from Yellow Mounds Overlook, and explore the striking landscape of White River Valley Overlook.

To see maps, ratings, where to stay, and other tourist information, read Badlands National Park route builder app.

Traveling by car from Mason City to Badlands National Park takes 7.5 hours. Alternatively, you can do a combination of car and flight. Traveling from Mason City to Badlands National Park, you'll gain 1 hour due to the time zone difference. In June in Badlands National Park, expect temperatures between 83°F during the day and 54°F at night. Wrap up your sightseeing on the 9th (Thu) to allow time to drive to Custer.

Things to do in Badlands National Park

Nature · Parks · Outdoors · Scenic Drive

Side Trip

Custer

— 3 nights
Generally considered to be the oldest town established by European Americans in the Black Hills, Custer began as a mining town.
Escape the urban bustle at Mount Rushmore National Memorial and Wind Cave National Park. Explore Custer's surroundings by going to Presidential Trail (in Keystone) and Windcross Conservancy (in Buffalo Gap). And it doesn't end there: admire the majestic nature at Custer State Park, take a peaceful walk through Black Hills National Forest, take in the dramatic natural features at Needles Eye Tunnel, and trek along Cathedral Spires Hiking Trail.

For where to stay, traveler tips, maps, and more tourist information, go to the Custer trip planner.

You can drive from Badlands National Park to Custer in 2 hours. Another option is to do a combination of taxi and bus. In June, Custer is a bit cooler than Badlands National Park - with highs of 73°F and lows of 48°F. Finish your sightseeing early on the 12th (Sun) so you can fly to Chicago.

Things to do in Custer

Parks · Nature · Wildlife · Outdoors

Side Trips

Chicago

— 7 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Head to The Magnificent Mile and Ernest Hemingway Birthplacefor some retail therapy. Deepen your sense of the past at sights like Frank Lloyd Wright's Unity Temple and Pleasant Home. Venture out of the city with trips to South Bend (Grotto of Our Lady Lourdes & Basilica of the Sacred Heart), SaltTreeYoga (in Ottawa) and Whiskey Acres Distilling Co. (in DeKalb). The adventure continues: admire the masterpieces at The Art Institute of Chicago, take a leisurely stroll along Navy Pier, take a tour by water with Boat Tours & Water Sports, and walk around Millennium Park.

For more things to do, other places to visit, and more tourist information, use the Chicago online holiday planner.

Traveling by flight from Custer to Chicago takes 4 hours. Alternatively, you can drive; or do a combination of taxi and bus. You'll lose 1 hour traveling from Custer to Chicago due to the time zone difference. Plan for somewhat warmer temperatures traveling from Custer in June, with highs in Chicago at 81°F and lows at 63°F. Finish your sightseeing early on the 19th (Sun) to allow enough time to fly to Toledo.

Things to do in Chicago

Historic Sites · Museums · Shopping · Parks

Side Trips

Toledo

— 6 nights
Toledo is a city in and the county seat of Lucas County, Ohio, United States. Your inner history buff will appreciate The Ford Piquette Avenue Plant and Queen of the Most Holy Rosary Cathedral. Get in touch with nature at Magee Marsh Wildlife Area and The 577 Foundation. Explore Toledo's surroundings by going to Castalia Quarry Reserve (in Castalia), Rutherford B. Hayes Presidential Library & Museums (in Fremont) and Oak Harbor (Ottawa National Wildlife Refuge & Sea Breeze Charters). And it doesn't end there: walk around Oak Openings Preserve Metropark, contemplate the long history of Motown Museum, witness the site of a historic battle at Fort Meigs Ohio's War of 1812 Battlefield, and sample the tasty concoctions at Maumee Bay Brew Pub.

For more things to do, reviews, ratings, and more tourist information, go to the Toledo online route maker.

Traveling by flight from Chicago to Toledo takes 2.5 hours. Alternatively, you can drive; or take a train. Traveling from Chicago to Toledo, you'll lose 1 hour due to the time zone difference. In June in Toledo, expect temperatures between 81°F during the day and 62°F at night. Finish up your sightseeing early on the 25th (Sat) so you can catch the flight to Cincinnati.

Things to do in Toledo

Wildlife · Historic Sites · Parks · Tours

Side Trips

Cincinnati

— 5 nights

The Queen of the West

Situated on the north bank of the Ohio River, Cincinnati distinguished itself as the only U.S. city that left a favorable impression on one of its most famous 19th-century visitors, English author Charles Dickens.
Escape the urban bustle at Spring Grove Cemetery & Arboretum and Cincinnati Nature Center. Popular historic sites such as Carillon Historical Park and The Miller House and Garden are in your itinerary. You'll find plenty of places to visit near Cincinnati: Jungle Jim's International Market (in Fairfield), Fort Ancient State Memorial (in Oregonia) and National Museum of the US Air Force (in Dayton). And it doesn't end there: go all around town with City Tours, contemplate in the serene atmosphere at Cathedral Basilica of the Assumption, and pause for some serene contemplation at Cathedral Basilica of St. Peter in Chains.

For maps, reviews, more things to do, and tourist information, go to the Cincinnati road trip app.

Traveling by flight from Toledo to Cincinnati takes 2.5 hours. Alternatively, you can drive; or take a bus. Expect a daytime high around 83°F in June, and nighttime lows around 61°F. Wrap up your sightseeing on the 30th (Thu) to allow time to fly back home.

Things to do in Cincinnati

Historic Sites · Parks · Wildlife · Breweries & Distilleries

Side Trips