14 days in Midwest Itinerary

14 days in Midwest Itinerary

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Route & dates

14 days in Midwest Itinerary

Start: Washington DC
Drive:  8​h 45​min
1
Cincinnati
— 2 nights
Drive:  10​h
2
Kansas City
— 1 night
Drive:  4​h 15​min
3
Saint Louis
— 3 nights
Drive:  1​h 45​min
4
Springfield
— 2 nights
Drive:  3​h 30​min
5
Chicago
— 3 nights
Drive:  1​h 45​min
6
South Bend
— 1 night
Drive:  10​h 15​min
End: Washington DC

2
nights
Cincinnati

Cincinnati ©
Situated on the north bank of the Ohio River, Cincinnati distinguished itself as the only U.S.
Kick off your visit on the 21st (Sat): take in the spiritual surroundings of Cathedral Basilica of the Assumption, then pause for some serene contemplation at St. Peter in Chains Cathedral, and then try your luck at JACK Cincinnati Casino. On your second day here, stroll the grounds of Spring Grove Cemetery & Arboretum, then test your team's savvy at Houdini's Room Escape, and then contemplate the long history of Carillon Historical Park.

To see ratings, reviews, and tourist information, use the Cincinnati online route planner .

Washington DC to Cincinnati is an approximately 4-hour flight. You can also do a combination of train and flight; or drive. Traveling from Washington DC in December, expect Cincinnati to be slightly colder, temps between 45°F and 29°F. Wrap up your sightseeing by early afternoon on the 23rd (Mon) to allow time for travel to Kansas City.

Things to do in Cincinnati

Historic Sites Fun & Games Wildlife

Side Trip

Dayton
Highlights from your plan
Spring Grove Cemetery & Arboretum ©
Spring Grove Cemetery & Arboretum
Carillon Historical Park ©
Carillon Historical Park
Cathedral Basilica of the Assumption ©

1
night
Kansas City

Kansas City ©
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.
Kick off your visit on the 24th (Tue): contemplate the long history of Bingham Waggoner Estate, steep yourself in history at Union Station, then test your team's savvy at popular escape rooms, and finally have some family-friendly fun at Blade & Timber Axe Throwing.

To find reviews, photos, more things to do, and other tourist information, refer to the Kansas City trip website .

You can fly from Cincinnati to Kansas City in 5 hours. Other options are to do a combination of bus, taxi, and flight; or drive. Traveling from Cincinnati to Kansas City, you'll gain 1 hour due to the time zone difference. December in Kansas City sees daily highs of 44°F and lows of 28°F at night. Wrap up your sightseeing on the 24th (Tue) early enough to travel to Saint Louis.

Things to do in Kansas City

Historic Sites Fun & Games

Side Trip

Bingham Waggoner Estate
Highlights from your plan
Bingham Waggoner Estate ©
Bingham Waggoner Estate
Union Station ©
Union Station
Room Escape Games

3
nights
Saint Louis

Saint Louis ©
Test the local claim that Saint Louis is second only to Washington, D.C.
Visit Cathedral Basilica of Saint Louis and Missouri Botanical Garden for their historical value. Change things up with a short trip to World Bird Sanctuary in Valley Park (about 32 minutes away). There's still lots to do: identify plant and animal life at Sachs Butterfly House, walk around Forest Park, appreciate the extensive heritage of St. Charles Historic District, and look for gifts at Herbaria.

Take the guesswork out of planning a Saint Louis vacation by using our trip itinerary maker.

Traveling by flight from Kansas City to Saint Louis takes 4 hours. Alternatively, you can drive; or take a bus. In December in Saint Louis, expect temperatures between 45°F during the day and 29°F at night. Wrap up your sightseeing on the 27th (Fri) to allow time to drive to Springfield.

Things to do in Saint Louis

Parks Wildlife Historic Sites

Side Trips

Sachs Butterfly House, St. Charles Historic District, World Bird Sanctuary
Highlights from your plan
Cathedral Basilica of Saint Louis ©
Cathedral Basilica of Saint Louis
Missouri Botanical Garden ©
Missouri Botanical Garden
St. Charles Historic District ©
St. Charles Historic District

2
nights
Springfield

Springfield ©
Springfield is the capital of Illinois, but its real significance is as the hometown of Abraham Lincoln.
Kick off your visit on the 28th (Sat): admire the natural beauty at Lincoln Memorial Garden, then ponder the world of politics at Old State Capitol, then contemplate the long history of Lincolns New Salem State Park, and finally trek along Washington Park. Here are some ideas for day two: take an in-depth tour of Union Station - Lincoln from History to Hollywood, then get your bearings at Abraham Lincoln Presidential Library and Museum, then contemplate the long history of Dana-Thomas House, and finally steep yourself in history at Lincoln Home National Historic Site.

For more things to do, photos, other places to visit, and other tourist information, go to the Springfield online day trip planner .

You can drive from Saint Louis to Springfield in 2 hours. Other options are to do a combination of flight and taxi; or do a combination of train and bus. In December in Springfield, expect temperatures between 41°F during the day and 26°F at night. Wrap up your sightseeing on the 29th (Sun) to allow time to drive to Chicago.

Things to do in Springfield

Historic Sites Museums Parks

Side Trip

Lincolns New Salem State Park
Highlights from your plan
Lincoln Memorial Garden ©
Lincoln Memorial Garden
Dana-Thomas House ©
Dana-Thomas House
Lincoln Home National Historic Site ©

3
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Visit Ernest Hemingway Birthplace and Frank Lloyd Wright Home and Studio for their historical value. When in Chicago, make a side trip to see Swallow Cliff Stairs in Palos Park, approximately 34 minutes away. The adventure continues: explore the world behind art at The Art Institute of Chicago, stroll through Millennium Park, get curious at Museum of Science and Industry, and look for all kinds of wild species at Montrose Point Bird Sanctuary.

To find maps, reviews, other places to visit, and other tourist information, use the Chicago attractions planner.

You can drive from Springfield to Chicago in 3.5 hours. Other options are to fly; or do a combination of bus and flight. In December, plan for daily highs up to 38°F, and evening lows to 26°F. Cap off your sightseeing on the 1st (Wed) early enough to catch the train to South Bend.

Things to do in Chicago

Parks Museums Wildlife

Side Trips

Oak Park, Swallow Cliff Stairs
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Ernest Hemingway Birthplace ©
Ernest Hemingway Birthplace
Frank Lloyd Wright Home and Studio ©
Frank Lloyd Wright Home and Studio

1
night
South Bend

South Bend ©
South Bend is a city in and the county seat of St. Start off your visit on the 2nd (Thu): admire the striking features of Havilah Beardsley House, get engrossed in the history at Studebaker National Museum, then take in the architecture and design of University of Notre Dame, then take in the spiritual surroundings of Grotto of Our Lady Lourdes, and finally take in the architecture and atmosphere at Basilica of the Sacred Heart.

For maps, traveler tips, reviews, and tourist information, read our South Bend online trip itinerary planner .

Traveling by train from Chicago to South Bend takes 1.5 hours. Alternatively, you can drive; or take a bus. Due to the time zone difference, you'll lose 1 hour traveling from Chicago to South Bend. In January, plan for daily highs up to 31°F, and evening lows to 17°F. Cap off your sightseeing on the 2nd (Thu) early enough to travel back home.

Things to do in South Bend

Historic Sites Museums

Side Trip

Havilah Beardsley House
Highlights from your plan
Basilica of the Sacred Heart ©
Basilica of the Sacred Heart
Grotto of Our Lady Lourdes ©
Grotto of Our Lady Lourdes
Havilah Beardsley House ©
Havilah Beardsley House

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