17 days in Louisville, Toronto & Indianapolis Itinerary
17 days in Louisville, Toronto & Indianapolis Itinerary
Created using Inspirock United States route planner
Start: New York City
Fly
1
Louisville
— 9 nights
Drive
2
Toronto
— 1 night
Drive
3
Indianapolis
— 5 nights
Fly
End: New York City
Mon, Nov 9 - Wed, Nov 25
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See full calendar
Louisville
— 9 nights

Derby City
Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.You'll find plenty of places to visit near Louisville: Boone County Distilling Co. (in Independence), Cincinnati (Beer Tastings & Tours, Cincinnati Museum Center, &more) and Brown-Pusey House (in Elizabethtown). The adventure continues: explore the fascinating underground world of Louisville Mega Cavern, take in the views from The Big Four Bridge, contemplate the long history of Conrad-Caldwell House Museum (Conrad's Castle), and indulge your taste buds at Food & Drink.
To find ratings and more tourist information, go to the Louisville trip planner.
New York City to Louisville is an approximately 5.5-hour flight. You can also drive; or take a bus. Expect slightly colder evenings in Louisville when traveling from New York City in November, with lows around 37°F. Wrap up your sightseeing by early afternoon on the 18th (Wed) to allow time for travel to Toronto.
Things to do in Louisville
Side Trips
Highlights from your trip
Toronto
— 1 night

Toronto is a city in Woodson County, Kansas, United States, along the Verdigris River. Start off your visit on the 19th (Thu): immerse yourself in nature at Cross Timbers State Park.
To see photos, ratings, maps, and tourist information, you can read our Toronto trip itinerary site.
Getting from Louisville to Toronto by car takes about 10 hours. Other options: do a combination of flight and car. Traveling from Louisville to Toronto, you'll gain 1 hour due to the time zone difference. In November, daily temperatures in Toronto can reach 58°F, while at night they dip to 36°F. Wrap up your sightseeing by early afternoon on the 19th (Thu) to allow enough time to travel to Indianapolis.
To see photos, ratings, maps, and tourist information, you can read our Toronto trip itinerary site.
Getting from Louisville to Toronto by car takes about 10 hours. Other options: do a combination of flight and car. Traveling from Louisville to Toronto, you'll gain 1 hour due to the time zone difference. In November, daily temperatures in Toronto can reach 58°F, while at night they dip to 36°F. Wrap up your sightseeing by early afternoon on the 19th (Thu) to allow enough time to travel to Indianapolis.
Things to do in Toronto
Indianapolis
— 5 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.Explore the numerous day-trip ideas around Indianapolis: Harrah's Hoosier Park Racing & Casino (in Anderson), Indiana Grand Racing & Casino (in Shelbyville) and Urban Vines Winery & Brewery Co. (in Westfield). There's lots more to do: have fun and explore at Children's Museum of Indianapolis, take in nature's colorful creations at White River State Park, examine the collection at Indiana Medical History Museum, and get to know the resident critters at Indianapolis Zoo.
To see ratings, more things to do, and tourist information, refer to the Indianapolis vacation planner.
You can drive from Toronto to Indianapolis in 9.5 hours. Alternatively, you can do a combination of car and flight. Due to the time zone difference, you'll lose 1 hour traveling from Toronto to Indianapolis. While traveling from Toronto, expect slightly colder days and about the same nights in Indianapolis, ranging from highs of 52°F to lows of 34°F. Wrap up your sightseeing on the 25th (Wed) early enough to travel back home.
Things to do in Indianapolis
Side Trips
Highlights from your trip