60 days in Midwest Itinerary

60 days in Midwest Itinerary

Created using Inspirock Midwest route maker

Plan created by another user. Make it yours

Route & dates

1
Dayton
— 1 night
2
Columbus
— 5 nights
3
Cleveland
— 5 nights
4
Detroit
— 5 nights
5
Petoskey
— 4 nights
6
Chicago
— 7 nights
7
Winona
— 5 nights
8
Duluth
— 5 nights
9
Badlands National Park
— 3 nights
10
Custer
— 5 nights
11
Kansas City
— 5 nights
12
Branson
— 4 nights
13
Saint Louis
— 5 nights

1
night
Dayton

Dayton ©
Home of airplane pioneers the Wright brothers, Dayton prides itself on its inventors, including Charles F.
Kick off your visit on the 1st (Tue): contemplate the long history of Carillon Historical Park, see the interesting displays at National Museum of the US Air Force, and then sample some tasty brews at Pedal Wagon Dayton. Get ready for a full day of sightseeing on the 2nd (Wed): explore the landscape on two wheels at Greene County Greene Ways, then visit Ohio Renaissance Festival, and then enjoy unforgettable views with a balloon tour.

To see reviews, where to stay, traveler tips, and more tourist information, read our Dayton trip builder tool.

Atlanta to Dayton is an approximately 3.5-hour flight. You can also drive; or take a bus. In September, Dayton is a bit cooler than Atlanta - with highs of 78°F and lows of 57°F. Wrap up your sightseeing on the 2nd (Wed) to allow time to drive to Columbus.

Things to do in Dayton

Outdoors · Tours · Historic Sites

Side Trips

Ohio Renaissance Festival, Greene County Greene Ways, Balloon Rides
Highlights from your plan
National Museum of the US Air Force ©
National Museum of the US Air Force
Carillon Historical Park ©
Carillon Historical Park
Balloon Rides

5
nights
Columbus

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.
You'll find plenty of places to visit near Columbus: Zipline (in Rockbridge), Rockside Winery and Vineyards (in Lancaster) and Rockhouse (in Logan). And it doesn't end there: learn the secrets of beer at Pedal Wagon Columbus, examine the collection at Wagner-Hagans Auto Museum, indulge in some culinary diversions at Columbus Food Adventures, and identify plant and animal life at Cincinnati Nature Center.

For traveler tips, more things to do, reviews, and other tourist information, use the Columbus trip planner.

Traveling by car from Dayton to Columbus takes 1.5 hours. Alternatively, you can take a bus. In September, daily temperatures in Columbus can reach 79°F, while at night they dip to 58°F. Finish up your sightseeing early on the 7th (Mon) so you can go by car to Cleveland.

Things to do in Columbus

Parks · Tours · Outdoors

Side Trips

Cincinnati, Columbus Zoo and Aquarium, Cincinnati Nature Center, Zipline, Rockside Winery and Vineyards
Highlights from your plan
Zipline
Pedal Wagon Columbus ©
Pedal Wagon Columbus
Portsmouth Floodwall Mural ©
Portsmouth Floodwall Mural

5
nights
Cleveland

Cleveland ©
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.
Get out of town with these interesting Cleveland side-trips: Warther Museum (in Dover), Canton Food Tours (in Canton) and Youngstown (Fellows Riverside Gardens & The Butler Institute of American Art). There's lots more to do: see the interesting displays at Rock & Roll Hall of Fame, contemplate the long history of Stan Hywet Hall & Gardens, cool off at Cedar Point, and enjoy some diversion at Preston's H.O.P.E Playground Park.

To see reviews, other places to visit, where to stay, and tourist information, you can read our Cleveland trip itinerary builder tool.

Drive from Columbus to Cleveland in 2.5 hours. Alternatively, you can take a bus; or fly. In September, daily temperatures in Cleveland can reach 75°F, while at night they dip to 62°F. Wrap up your sightseeing on the 12th (Sat) early enough to drive to Detroit.

Things to do in Cleveland

Museums · Tours · Parks

Side Trips

Youngstown, Warther Museum, Cedar Point, Canton Food Tours, Burning River Adventures
Highlights from your plan
The Cleveland Museum of Art ©
The Cleveland Museum of Art
Rock & Roll Hall of Fame ©
Rock & Roll Hall of Fame
Burning River Adventures ©
Burning River Adventures

5
nights
Detroit

Detroit ©
Founded in 1701 by a French explorer and adventurer, Detroit exerted a profound impact on the world for most of the 20th century.
Explore the numerous day-trip ideas around Detroit: Frankenmuth (St. Julian Winery & Boat Tours & Water Sports), Toledo (Oak Openings Preserve Metropark & The HandleBar Toledo) and Michigan War Dog Memorial (in South Lyon). There's much more to do: examine the collection at The Henry Ford, contemplate the long history of Motown Museum, take in the waterfront at Detroit RiverFront, and pause for some serene contemplation at The Cathedral Church of St. Paul.

Use Inspirock's suggestions to plan your Detroit trip and find the best activities and attractions for your vacation.

Drive from Cleveland to Detroit in 3 hours. Alternatively, you can fly; or do a combination of train and bus. In September in Detroit, expect temperatures between 75°F during the day and 58°F at night. Wrap up your sightseeing on the 17th (Thu) early enough to drive to Petoskey.

Things to do in Detroit

Museums · Tours · Historic Sites

Side Trips

Frankenmuth, Dearborn, Toledo, Michigan War Dog Memorial
Highlights from your plan
Feet On The Street Tours ©
Feet On The Street Tours
Boat Tours & Water Sports
The Henry Ford ©
The Henry Ford

4
nights
Petoskey

Petoskey is a city and coastal resort community in the U.S. Explore the numerous day-trip ideas around Petoskey: Mackinac Bridge (in Saint Ignace), McGulpin Point Lighthouse & Historic Site (in Mackinaw City) and Traverse City (Grand Traverse Bay & Beer Tastings & Tours). Spend the 20th (Sun) exploring nature at Sleeping Bear Dunes National Lakeshore. The adventure continues: tour the pleasant surroundings at Little Traverse Wheelway, do a tasting at Resort Pike Cidery and Winery, kick your exploration up a notch at Wildwood Rush Zip Line Canopy Tour, and work some fitness into your day at North Western State Trail.

To see maps, photos, reviews, and tourist information, refer to the Petoskey road trip site.

Traveling by car from Detroit to Petoskey takes 5 hours. Alternatively, you can fly; or take a bus. Traveling from Detroit in September, expect slightly colder with lows of 52°F in Petoskey. Finish your sightseeing early on the 21st (Mon) to allow enough time to travel to Chicago.

Things to do in Petoskey

Historic Sites · Parks · Nature

Side Trips

Traverse City, Mackinac Bridge, Wildwood Rush Zip Line Canopy Tour, McGulpin Point Lighthouse & Historic Site, Cross In The Woods National Shrine
Highlights from your plan
Beer Tastings & Tours
Little Traverse Wheelway ©
Little Traverse Wheelway
Sleeping Bear Dunes National Lakeshore ©
Sleeping Bear Dunes National Lakeshore

7
nights
Chicago

Chicago ©
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, admire the landmark architecture of Skydeck Chicago - Willis Tower, enjoy breathtaking views from 360 Chicago Observation Deck, and engage your brain at Museum of Science and Industry.

To find photos, reviews, maps, and more tourist information, go to the Chicago trip itinerary planner.

You can do a combination of car and flight from Petoskey to Chicago in 6 hours. Other options are to 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. Plan for somewhat warmer temperatures traveling from Petoskey in September, with highs in Chicago at 78°F and lows at 61°F. Finish your sightseeing early on the 28th (Mon) so you can travel to Winona.

Things to do in Chicago

Museums · Parks · Childrens Museums

Side Trips

Oak Park, Northwestern University, Horseshoe Hammond
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

5
nights
Winona

Winona ©
Winona is a city in and the county seat of Winona County, in the state of Minnesota. Venture out of the city with trips to Alma (Wings Over Alma Nature & Art Center, Buena Vista Park, &more), Houston (Houston Nature Center & Harmony-Preston Valley Trail) and La Crosse (Riverside Park, Franciscan Sisters of Perpetual Adoration Motherhouse, &more). There's much more to do: take a tour by water with Winona Tour Boat, see the interesting displays at Polish Museum, explore the world behind art at Minnesota Marine Art Museum, and look for all kinds of wild species at National Eagle Center.

To see maps, photos, more things to do, and tourist information, read Winona vacation planner.

Traveling by car from Chicago to Winona takes 5 hours. Alternatively, you can do a combination of flight and car. Traveling from Chicago in September, plan for a bit cooler nights in Winona, with lows around 55°F. Wrap up your sightseeing on the 3rd (Sat) early enough to travel to Duluth.

Things to do in Winona

Parks · Wildlife · Outdoors

Side Trips

Alma, La Crosse, Houston, National Eagle Center, ELMARO Vineyard
Highlights from your plan
Winona Tour Boat ©
Winona Tour Boat
Minnesota Marine Art Museum ©
Minnesota Marine Art Museum
Buena Vista Park ©
Buena Vista Park

5
nights
Duluth

Duluth ©
Situated on the westernmost point of the Lake Superior, Duluth represents a booming port city.
Explore the numerous day-trip ideas around Duluth: North American Bear Center (in Ely), Soudan Underground Mine (in Soudan) and Apostle Islands National Lakeshore Ice Caves (in Bayfield). Next up on the itinerary: cruise along Minnesota's North Shore Scenic Drive, take in the views from Aerial Lift Bridge, look for all kinds of wild species at Western Waterfront Trail, and immerse yourself in nature at Amnicon Falls State Park.

To find traveler tips, other places to visit, ratings, and other tourist information, read Duluth road trip tool.

Drive from Winona to Duluth in 4 hours. Alternatively, you can do a combination of car and flight. When traveling from Winona in October, plan for little chillier days in Duluth, with highs around 55°F, while nights are about the same with lows around 42°F. Cap off your sightseeing on the 8th (Thu) early enough to travel to Badlands National Park.

Things to do in Duluth

Parks · Nature · Wildlife

Side Trips

North American Bear Center, Temperance River State Park, Soudan Underground Mine, Amnicon Falls State Park, Apostle Islands National Lakeshore Ice Caves
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
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.
Step out of Badlands National Park to go to Interior and see Hurley Butte Horseback Riding, which is approximately 40 minutes away. Spend the 11th (Sun) exploring nature at Badlands National Park. And it doesn't end there: take a memorable drive along Loop Road, explore the striking landscape of White River Valley Overlook, take in the dramatic natural features at Badlands Wall, and explore and take pictures at Sheep Mountain Table Road.

To find maps, traveler tips, and other tourist information, use the Badlands National Park tour itinerary planner.

Traveling by flight from Duluth to Badlands National Park takes 7 hours. Alternatively, you can drive; or do a combination of bus and taxi. The time zone changes from Central Standard Time to Mountain Standard Time, which is usually a -1 hour difference. When traveling from Duluth in October, plan for a bit warmer days and slightly colder nights in Badlands National Park: temperatures range from 65°F by day to 36°F at night. Finish your sightseeing early on the 11th (Sun) so you can drive to Custer.

Things to do in Badlands National Park

Parks · Nature · Outdoors

Side Trip

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

5
nights
Custer

Custer ©
Generally considered to be the oldest town established by European Americans in the Black Hills, Custer began as a mining town.
Explore Custer's surroundings by going to Keystone (Black Hills Helicopters & Presidential Trail). Next up on the itinerary: explore the striking landscape of Mount Rushmore National Memorial, contemplate the waterfront views at Sylvan Lake, cruise along Iron Mountain Road, and appreciate the history behind Crazy Horse Memorial.

For maps, photos, other places to visit, and more tourist information, read our Custer trip maker.

Traveling by car from Badlands National Park to Custer takes 2 hours. Alternatively, you can do a combination of taxi and bus. Expect little chillier weather when traveling from Badlands National Park in October: highs in Custer hover around 57°F, while lows dip to 34°F. Wrap up your sightseeing by early afternoon on the 16th (Fri) to allow time for travel to Kansas City.

Things to do in Custer

Parks · Outdoors · Nature

Side Trips

Keystone, Hill City, South Dakota, Crazy Horse Memorial
Highlights from your plan
Black Hills Helicopters ©
Black Hills Helicopters
Mount Rushmore National Memorial ©
Mount Rushmore National Memorial
Needles Eye Tunnel ©
Needles Eye Tunnel

5
nights
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.
Explore the numerous day-trip ideas around Kansas City: Breakout KC Escape Rooms (in Leawood), Evel Knievel Museum (in Topeka) and Weston (Pirtle Winery, Holladay Distillery, &more). There's much more to do: gain some tasty knowledge on Barley Bus Tours, brush up on your military savvy at National WWI Museum and Memorial, steep yourself in history at Bingham Waggoner Mansion & Estate, and get to know the resident critters at Deanna Rose Children's Farmstead.

To find where to stay, more things to do, traveler tips, and tourist information, refer to the Kansas City online trip planner.

Traveling by flight from Custer to Kansas City takes 8 hours. Alternatively, you can drive; or do a combination of taxi and bus. Traveling from Custer to Kansas City, you'll lose 1 hour due to the time zone difference. Plan for a bit warmer temperatures traveling from Custer in October, with highs in Kansas City at 71°F and lows at 51°F. Finish your sightseeing early on the 21st (Wed) so you can drive to Branson.

Things to do in Kansas City

Museums · Wineries · Parks

Side Trips

Weston, Breakout KC Escape Rooms, Evel Knievel Museum, Deanna Rose Children's Farmstead, Bingham Waggoner Mansion & Estate
Highlights from your plan
Barley Bus Tours ©
Barley Bus Tours
National WWI Museum and Memorial ©
National WWI Museum and Memorial
The Nelson-Atkins Museum of Art ©
The Nelson-Atkins Museum of Art

4
nights
Branson

Branson ©
Nestled in Missouri's beautiful Ozark Mountains lies one of the country's most attractive vacation towns for year-round family entertainment.
Plan for a day of cool, family-friendly fun on the 23rd (Fri) at Silver Dollar City. Next up on the itinerary: deepen your understanding of the past and present with VIP Tours of Branson, pause for some serene contemplation at Our Lady of the Lake Catholic Church, find something for the whole family at Runaway Mountain Coaster, and explore the activities along Table Rock Lake.

For other places to visit, reviews, traveler tips, and tourist information, you can read our Branson route planning website.

You can drive from Kansas City to Branson in 4 hours. Other options are to take a bus; or fly. October in Branson sees daily highs of 71°F and lows of 50°F at night. Wrap up your sightseeing on the 25th (Sun) early enough to drive to Saint Louis.

Things to do in Branson

Theme Parks · Museums · Parks

Side Trips

Ancient Ozarks Natural History Museum, Table Rock Lake
Highlights from your plan
VIP Tours of Branson ©
VIP Tours of Branson
Silver Dollar City ©
Silver Dollar City
College of the Ozarks ©
College of the Ozarks

5
nights
Saint Louis

Saint Louis ©
Test the local claim that Saint Louis is second only to Washington, D.C.
Venture out of the city with trips to Braeutigam Orchards (in Belleville), Willoughby Heritage Farm and Conservation Reserve (in Collinsville) and Zipline (in New Florence). And it doesn't end there: enjoy breathtaking views from The Gateway Arch, take in nature's colorful creations at Missouri Botanical Garden, stroll around Forest Park, and pause for some serene contemplation at Cathedral Basilica of Saint Louis.

To see ratings, other places to visit, reviews, and more tourist information, read Saint Louis online tour itinerary planner.

Traveling by car from Branson to Saint Louis takes 4.5 hours. Alternatively, you can do a combination of car and flight; or do a combination of taxi and bus. In October, daily temperatures in Saint Louis can reach 72°F, while at night they dip to 49°F. Wrap up your sightseeing on the 30th (Fri) to allow time to travel back home.

Things to do in Saint Louis

Parks · Museums · Zoos & Aquariums

Side Trips

Pinckney Bend Distillery, Braeutigam Orchards, The National Churchill Museum, Willoughby Heritage Farm and Conservation Reserve, Zipline
Highlights from your plan
Cathedral Basilica of Saint Louis ©
Cathedral Basilica of Saint Louis
The Gateway Arch ©
The Gateway Arch
Missouri Botanical Garden ©
Missouri Botanical Garden

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