37 days in Indiana Itinerary

37 days in Indiana Itinerary

Created using Inspirock Indiana attractions planner

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Make it your trip
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1
Marshall
— 2 nights
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2
Vincennes
— 4 nights
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3
Paoli
— 2 nights
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4
Madison
— 5 nights
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5
Bloomington
— 5 nights
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6
Indianapolis
— 8 nights
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Auburn
— 3 nights
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Michigan City
— 7 nights
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Marshall

— 2 nights
Marshall is a town in Washington Township, Parke County, in the U.S. Get in touch with nature at Turkey Run State Park and Cagles Mill Lake. You'll discover tucked-away gems like Shades State Park and Neet Covered Bridge. When in Marshall, make a side trip to see Ernie Pyle World War II Museum in Dana, approximately Dana away. There's still lots to do: add some adventure to your tour with Sugar Valley Canoe Trips, view the masterpieces at Covered Bridge Art Association Gallery, see the interesting displays at Billie Creek Village, and snap pictures at McAllister Covered Bridge.

To see photos, ratings, traveler tips, and other tourist information, go to the Marshall journey maker website.

Chicago to Marshall is an approximately 3-hour car ride. Traveling from Chicago in September, expect little chillier with lows of 55°F in Marshall. Wrap up your sightseeing on the 27th (Sun) to allow time to travel to Vincennes.

Things to do in Marshall

Nature · Parks · Museums · Historic Sites

Side Trips

Vincennes

— 4 nights
Vincennes is a city in and the county seat of Knox County, Indiana, United States. You'll discover tucked-away gems like Lincoln Boyhood National Memorial and George Rogers Clark National Historical Park. Museum-lovers will appreciate Indiana Military Museum and Red Skelton Museum of American Comedy. Change things up with a short trip to Roofless Church in New Harmony (about 1h 10 min away). There's more to do: contemplate the long history of Grouseland (William Henry Harrison Mansion) and don't miss a visit to Fort Knox II.

To find ratings, reviews, other places to visit, and more tourist information, you can read our Vincennes trip planner.

Traveling by car from Marshall to Vincennes takes 2 hours. You'll lose 1 hour traveling from Marshall to Vincennes due to the time zone difference. Expect a daytime high around 83°F in September, and nighttime lows around 58°F. Finish your sightseeing early on the 1st (Thu) to allow enough time to drive to Paoli.

Things to do in Vincennes

Nature · Parks · Historic Sites · Museums

Side Trips

Paoli

— 2 nights
Paoli is a town in Paoli Township, Orange County, in the U.S. On the 2nd (Fri), explore the fascinating underground world of Marengo Cave, surround yourself with nature on Indiana Caverns, and then view the masterpieces at Bear Hollow Wood Carvers. Get ready for a full day of sightseeing on the next day: head outdoors with Wilstem, then see the interesting displays at French Lick West Baden Museum, and then admire the majestic nature at Spring Mill State Park.

To see more things to do, maps, other places to visit, and tourist information, refer to the Paoli online trip builder.

Traveling by car from Vincennes to Paoli takes 1.5 hours. October in Paoli sees daily highs of 69°F and lows of 49°F at night. Finish your sightseeing early on the 3rd (Sat) to allow enough time to drive to Madison.

Things to do in Paoli

Outdoors · Nature · Parks · Historic Sites

Side Trips

Madison

— 5 nights
Madison is a city in and the county seat of Jefferson County, Indiana, United States, along the Ohio River. Explore hidden gems such as Clifty Falls State Park and Historic District. Step out of the city life by going to Muscatatuck National Wildlife Refuge and Casino at Belterra Casino Resort. Get out of town with these interesting Madison side-trips: Lawrenceburg (Hollywood Casino Lawrenceburg & Perfect North Slopes), Charlestown State Park (in Charlestown) and Stream Cliff Herb Farm and Winery (in Commiskey). And it doesn't end there: contemplate the long history of Lanier Mansion State Historic Site, don't miss a visit to Giant Rubber Duckie, race across the water with Rockin Thunder River Tours, and take an in-depth tour of History Center.

For maps, reviews, more things to do, and other tourist information, use the Madison online travel route planner.

Getting from Paoli to Madison by car takes about 1.5 hours. In October, daily temperatures in Madison can reach 71°F, while at night they dip to 50°F. Finish up your sightseeing early on the 8th (Thu) so you can go by car to Bloomington.

Things to do in Madison

Parks · Historic Sites · Outdoors · Fun & Games

Side Trips

Bloomington

— 5 nights
Bloomington is a city in and the county seat of Monroe County in the southern region of the U.S. Museum-lovers will get to explore Clabber Girl Museum and Atterbury-Bakalar Air Museum. Get outdoors at McCormick's Creek State Park and Indigo Birding Nature Tours. Explore the numerous day-trip ideas around Bloomington: Terre Haute (Candles Holocaust Museum & Vigo County Courthouse), Nashville (Holler Hoppin' Zip Lines, Bear Wallow Distillery, &more) and Exotic Feline Rescue Center (in Centerpoint). There's much more to do: learn about winemaking at Oliver Winery, trek along Salt Creek Trail, steep yourself in history at Brown County Pioneer Museum and Old Log Jail, and explore the activities along Monroe Lake.

To find more things to do, where to stay, photos, and more tourist information, refer to the Bloomington trip builder tool.

Traveling by car from Madison to Bloomington takes 2 hours. In October in Bloomington, expect temperatures between 68°F during the day and 46°F at night. Finish your sightseeing early on the 13th (Tue) so you can drive to Indianapolis.

Things to do in Bloomington

Parks · Outdoors · Nature · Wineries

Side Trips

Indianapolis

— 8 nights

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.
Take a break from the city and head to Monon Trail and Cardinal Greenway. Popular historic sites such as Conner Prairie and Crown Hill Cemetery are in your itinerary. You'll find plenty of places to visit near Indianapolis: Urban Vines Winery & Brewery Co. (in Westfield), Indiana Zipline Tours, Inc. (in Crawfordsville) and Linden Depot Museum (in Linden). There's much more to do: examine the collection at Indiana State Museum, stroll through Indianapolis Cultural Trail, learn about winemaking at Mallow Run Winery, and contemplate the long history of Benjamin Harrison Presidential Site.

To find reviews, more things to do, maps, and tourist information, read Indianapolis online vacation planner.

You can drive from Bloomington to Indianapolis in 1.5 hours. Another option is to take a bus. Expect a daytime high around 67°F in October, and nighttime lows around 48°F. Cap off your sightseeing on the 21st (Wed) early enough to travel to Auburn.

Things to do in Indianapolis

Parks · Historic Sites · Outdoors · Museums

Side Trips

Auburn

— 3 nights
Auburn is a city in DeKalb County, Indiana, United States. Museum-lovers will get to explore Auburn Cord Duesenberg Automobile Museum and National Automotive and Truck Museum (NATMUS). Take a break from the city and head to Pokagon State Park and Dutch Creek Farm Animal Park. Explore Auburn's surroundings by going to Pickle Factory - Sechler's (in Fremont), Black Pine Animal Sanctuary (in Albion) and Horse-Drawn Carriage Tours (in Shipshewana). There's still lots to do: learn about winemaking at Country Heritage Winery & Vineyards and walk around Eckhart Park.

To find where to stay, reviews, maps, and tourist information, use the Auburn trip app.

Traveling by car from Indianapolis to Auburn takes 2.5 hours. October in Auburn sees daily highs of 64°F and lows of 44°F at night. Wrap up your sightseeing on the 24th (Sat) to allow time to travel to Michigan City.

Things to do in Auburn

Parks · Wildlife · Museums · Nature

Side Trips

Michigan City

— 7 nights
Michigan City is a city in LaPorte County, Indiana, United States. Museum-lovers will get to explore Barker Mansion and Studebaker National Museum. Explore hidden gems such as Basilica of the Sacred Heart and Grotto of Our Lady Lourdes. Explore the numerous day-trip ideas around Michigan City: Pumpkinvine Nature Trail (in Middlebury), Edge Adventures South Bend - Rum Village Park (in South Bend) and RV/MH Hall of Fame and Museum (in Elkhart). Spend the 28th (Wed) exploring nature at Indiana Dunes National Park. Next up on the itinerary: take the plunge with Skydive Windy City, learn about winemaking at Shady Creek Winery, make a trip to LaPorte Indiana Courthouse, and relax in the rural setting at Fair Oaks Farms.

To find photos, maps, other places to visit, and other tourist information, read Michigan City online attractions planner.

You can drive from Auburn to Michigan City in 2.5 hours. Due to the time zone difference, you'll gain 1 hour traveling from Auburn to Michigan City. In October in Michigan City, expect temperatures between 62°F during the day and 44°F at night. Wrap up your sightseeing on the 31st (Sat) to allow time to drive back home.

Things to do in Michigan City

Parks · Museums · Outdoors · Nature

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.