35 days in Midwest Itinerary

35 days in Midwest Itinerary

Created using Inspirock Midwest trip planner

Make it your trip
Drive
1
Mason City
— 2 nights
Drive
2
Independence
— 3 nights
Drive
3
Branson
— 4 nights
Drive
4
Saint Louis
— 4 nights
Drive
5
Springfield
— 4 nights
Drive
6
Cincinnati
— 4 nights
Drive
7
Toledo
— 4 nights
Drive
8
Holland
— 4 nights
Drive
9
Chicago
— 5 nights
Fly

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Mason City

— 2 nights
Mason City is a city in and the county seat of Cerro Gordo County, Iowa, United States. Stockman House Museum and Historic Park Inn Hotel will appeal to history buffs. Let the collections at Music Man Square and Charles H. MacNider Art Museum capture your imagination. Take a break from Mason City with a short trip to LIttle Brown Church in the Vale in Nashua, about 54 minutes away. There's still lots to do: contemplate the long history of Rock Crest - Rock Glen Historical District and look for all kinds of wild species at Fossil & Prairie Center.

Start your trip to Mason City by creating a personalized itinerary on Inspirock.

Green Bay to Mason City is an approximately 6-hour car ride. You can also do a combination of flight and car. In May in Mason City, expect temperatures between 69°F during the day and 47°F at night. Finish up your sightseeing early on the 30th (Sun) so you can travel to Independence.

Things to do in Mason City

Historic Sites · Museums · Wildlife · Parks

Side Trips

Independence

— 3 nights
Independence is the fifth-largest city in the state of Missouri. Visiting Smithville Lake and Watkins Mill State Park will get you outdoors. Bingham Waggoner Mansion & Estate and Squirrel Cage Jail will appeal to history buffs. When in Independence, make a side trip to see Jesse James Birthplace Museum in Kearney, approximately Kearney away. And it doesn't end there: contemplate the long history of Harry S Truman National Historic Site, get engrossed in the history at Harry S. Truman Library and Museum, see the interesting displays at Jail, Marshal's Home & Museum, and explore the galleries of Jesse James Bank Museum.

To find out how to plan a trip to Independence, use our trip itinerary maker.

You can drive from Mason City to Independence in 5 hours. Alternatively, you can do a combination of car and flight. Traveling from Mason City in May, expect Independence to be a bit warmer, temps between 76°F and 57°F. Cap off your sightseeing on the 2nd (Wed) early enough to go by car to Branson.

Things to do in Independence

Historic Sites · Nature · Parks · Museums

Side Trips

Branson

— 4 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.
Escape the urban bustle at Fishing Charters & Tours and Shepherd of the Hills Fish Hatchery. Appreciate the collections at Ancient Ozarks Natural History Museum and Titanic Museum. There's lots more to do: indulge your taste buds at VIP Tours of Branson, kick back and relax at Moonshine Beach, identify plant and animal life at Ruth and Paul Henning Conservation Area, and explore the activities along Table Rock Lake.

For traveler tips, maps, ratings, and more tourist information, go to the Branson travel route planning app.

You can drive from Independence to Branson in 4 hours. Alternatively, you can fly; or take a bus. In June, plan for daily highs up to 84°F, and evening lows to 65°F. Finish your sightseeing early on the 6th (Sun) to allow enough time to drive to Saint Louis.

Things to do in Branson

Parks · Wildlife · Outdoors · Tours

Side Trips

Saint Louis

— 4 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.
Visiting Pickle Springs Natural Area and The Sophia M. Sachs Butterfly House will get you outdoors. Museum-lovers will get to explore Campbell House Museum and Lewis & Clark State Historic Site. Venture out of the city with trips to Eversgerd’s Civil War Fort (in Germantown), Bluff View Trail (in Wildwood) and Pinckney Bend Distillery (in New Haven). Next up on the itinerary: pause for some serene contemplation at Cathedral Basilica of Saint Louis, contemplate the long history of The Old Post Office and Custom House, get to know the fascinating history of St. Charles Historic District, and identify plant and animal life at Riverlands Migratory Bird Sanctuary.

To find traveler tips, reviews, photos, and more tourist information, go to the Saint Louis day trip site.

You can drive from Branson to Saint Louis in 4.5 hours. Alternatively, you can do a combination of car and flight; or do a combination of taxi and bus. In June in Saint Louis, expect temperatures between 87°F during the day and 67°F at night. Finish up your sightseeing early on the 10th (Thu) so you can go by car to Springfield.

Things to do in Saint Louis

Historic Sites · Wildlife · Parks · Museums

Side Trips

Springfield

— 4 nights

Flower City

Springfield is the capital of Illinois, but its real significance is as the hometown of Abraham Lincoln.
Visiting Lincoln Memorial Garden and Sand Creek Conservation Area will get you outdoors. You'll explore and learn at Lincoln Home National Historic Site and Abraham Lincoln Presidential Library and Museum. Step out of Springfield with an excursion to Lincolns New Salem State Park in Petersburg--about 34 minutes away. The adventure continues: steep yourself in history at Dana-Thomas House, don't miss a visit to Cathedral of the Immaculate Conception, stroll the grounds of Camp Butler National Cemetery, and ponder the world of politics at Old State Capitol.

To find other places to visit, photos, traveler tips, and tourist information, read our Springfield trip itinerary website.

You can drive from Saint Louis to Springfield in 2 hours. Other options are to fly; or do a combination of train and bus. In June, daytime highs in Springfield are 85°F, while nighttime lows are 65°F. Finish up your sightseeing early on the 14th (Mon) so you can catch the flight to Cincinnati.

Things to do in Springfield

Historic Sites · Museums · Wildlife · Parks

Side Trips

Cincinnati

— 4 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.
Get outdoors at Spring Grove Cemetery & Arboretum and Cincinnati Nature Center. Deepen your sense of the past at sights like The Miller House and Garden and Carillon Historical Park. Change things up with these side-trips from Cincinnati: First Christian Church (in Columbus), David's Cemetery (in Kettering) and National Museum of the US Air Force (in Dayton). Next up on the itinerary: sample some tasty brews at a beer tour and tasting, take in the spiritual surroundings of Cathedral Basilica of the Assumption, take a stroll through Mount Adams, and try your luck at JACK Cincinnati Casino.

Start your trip to Cincinnati by creating a personalized itinerary on Inspirock.

Traveling by flight from Springfield to Cincinnati takes 5 hours. Alternatively, you can drive; or take a bus. You'll lose 1 hour traveling from Springfield to Cincinnati due to the time zone difference. Expect a daytime high around 83°F in June, and nighttime lows around 61°F. Finish your sightseeing early on the 18th (Fri) so you can fly to Toledo.

Things to do in Cincinnati

Historic Sites · Parks · Wildlife · Breweries & Distilleries

Side Trips

Toledo

— 4 nights
Toledo is a city in and the county seat of Lucas County, Ohio, United States. Museum-lovers will appreciate The Ford Piquette Avenue Plant and Motown Museum. Visiting Magee Marsh Wildlife Area and Maumee Bay State Park will get you outdoors. Get out of town with these interesting Toledo side-trips: Castalia Quarry Reserve (in Castalia), The Cathedral Church of St. Paul (in Detroit) and Oak Harbor (Ottawa National Wildlife Refuge & Sea Breeze Charters). Next up on the itinerary: sample some tasty brews at The HandleBar Toledo, take in the spiritual surroundings of Queen of the Most Holy Rosary Cathedral, pause for some serene contemplation at St. Florian Catholic Church, and tour the pleasant surroundings at The 577 Foundation.

For traveler tips, more things to do, photos, and tourist information, you can read our Toledo tour builder.

Fly from Cincinnati to Toledo in 2.5 hours. Alternatively, you can drive; or take a bus. In June, daytime highs in Toledo are 81°F, while nighttime lows are 62°F. Cap off your sightseeing on the 22nd (Tue) early enough to catch the flight to Holland.

Things to do in Toledo

Wildlife · Parks · Historic Sites · Tours

Side Trips

Holland

— 4 nights
Holland is a city in the western region of the Lower Peninsula of the U.S. state of Michigan. Visit Basilica of the Sacred Heart and Grotto of Our Lady Lourdes for their historical value. We've included these beaches for you: Holland State Park Beach and Silver Beach County Park. Change things up with these side-trips from Holland: Silver Lake State Park Pedestrian Dune Access (in Hart), Stearns Park (in Ludington) and Hackley and Hume Historic Site (in Muskegon). There's still lots to do: see the interesting displays at Holland Museum, stroll around Hemlock Crossing, visit a coastal fixture at Grand Haven Lighthouse and Pier, and take a tour by water with Boat Tours & Water Sports.

To find traveler tips, photos, and other tourist information, go to the Holland road trip planner.

Traveling by flight from Toledo to Holland takes 2.5 hours. Alternatively, you can drive; or take a bus. In June, plan for daily highs up to 78°F, and evening lows to 59°F. Finish up your sightseeing early on the 26th (Sat) so you can catch the flight to Chicago.

Things to do in Holland

Outdoors · Parks · Beaches · Historic Sites

Side Trips

Chicago

— 5 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
You'll explore and learn at The Art Institute of Chicago and Ernest Hemingway Birthplace. We've included these beaches for you: Rosewood Beach and Kathy Osterman Beach. Step out of Chicago with an excursion to Baha'i House of Worship in Wilmette--about 44 minutes away. And it doesn't end there: take a stroll through The Magnificent Mile, make a trip to Skydeck Chicago - Willis Tower, pause for some serene contemplation at St. Edmund Parish, and admire the landmark architecture of Frank Lloyd Wright's Unity Temple.

To find maps, more things to do, ratings, and more tourist information, refer to the Chicago road trip planning website.

Fly from Holland to Chicago in 2.5 hours. Alternatively, you can drive; or take a train. The time zone difference moving from Eastern Standard Time (EST) to Central Standard Time (CST) is minus 1 hour. Expect a daytime high around 81°F in June, and nighttime lows around 63°F. Finish up your sightseeing early on the 1st (Thu) so you can catch the flight back home.

Things to do in Chicago

Historic Sites · Parks · Beaches · Outdoors

Side Trips