61 days in Kentucky Itinerary

Created using Inspirock Kentucky trip builder
Make it your trip
Fly to Nashville International Airport, Drive to Hopkinsville
1
Hopkinsville
— 5 nights
Drive
2
Paducah
— 6 nights
Drive
3
Owensboro
— 5 nights
Drive
4
Louisville
— 18 nights
Drive
5
Lexington
— 15 nights
Drive
6
Loretto
— 2 nights
Drive
7
Bowling Green
— 8 nights
Drive to Nashville International Airport, Fly to Mumbai

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Hopkinsville — 5 nights

Hopkinsville is a home rule-class city in and the county seat of Christian County, Kentucky, United States. Get out of town with these interesting Hopkinsville side-trips: Golden Pond (The Elk and Bison Prairie & Land Between the Lakes NRA, Golden Pond Visitor Center & Planetarium), Don F Pratt Museum (in Fort Campbell) and Adsmore House & Gardens (in Princeton). Next up on the itinerary: sample the fine beverages at Casey Jones Distillery, examine the collection at Robert Penn Warren Birthplace Museum, sample the tasty concoctions at Hopkinsville Brewing Company, and discover the deep blue sea with Pennyroyal Scuba Blue Springs Resort.

To see other places to visit, maps, ratings, and tourist information, go to the Hopkinsville attractions tool.

Mumbai, India to Hopkinsville is an approximately 23-hour combination of flight and car. The time zone difference when traveling from Mumbai to Hopkinsville is minus 11.5 hours. Traveling from Mumbai in July, expect little chillier with lows of 24°C in Hopkinsville. Wrap up your sightseeing on the 6th (Thu) to allow time to drive to Paducah.
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Parks · Wildlife · Breweries & Distilleries · Museums
Side Trips

Paducah — 6 nights

Paducah is a home rule-class city in and the county seat of McCracken County, Kentucky, United States. You'll find plenty of places to visit near Paducah: Columbus-Belmont State Park (in Columbus), Venture River Water Park (in Eddyville) and Fort Jefferson Memorial Cross (in Wickliffe). And it doesn't end there: admire the masterpieces at The National Quilt Museum, stroll around Bob Noble Park, make a trip to Floodwall Murals, and appreciate the history behind Wacinton Sculpture.

For other places to visit, traveler tips, reviews, and other tourist information, you can read our Paducah road trip website.

Traveling by car from Hopkinsville to Paducah takes 1.5 hours. In July, plan for daily highs up to 36°C, and evening lows to 24°C. Wrap up your sightseeing on the 12th (Wed) to allow time to drive to Owensboro.
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Parks · Museums · Historic Sites · Shopping
Side Trips

Owensboro — 5 nights

Owensboro is a home rule-class city in and the county seat of Daviess County, Kentucky, United States. Get out of town with these interesting Owensboro side-trips: Everly Brothers Monument (in Central City) and Henderson (John James Audubon Museum, Audubon State Park, &more). The adventure continues: brush up on your knowledge of spirits at Green River Distilling Co., stroll around Yellow Creek Park, take in the exciting artwork at Owensboro Museum of Fine Art, and take in nature's colorful creations at Western Kentucky Botanical Garden.

For other places to visit, traveler tips, photos, and tourist information, read our Owensboro online trip itinerary maker.

Getting from Paducah to Owensboro by car takes about 2.5 hours. July in Owensboro sees daily highs of 35°C and lows of 23°C at night. Finish your sightseeing early on the 17th (Mon) so you can drive to Louisville.
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Parks · Shopping · Museums · Nature
Side Trips

Louisville — 18 nights

Derby City

Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
Get out of town with these interesting Louisville side-trips: Bardstown (Basilica of St Joseph Proto-Cathedral, Barton 1792 Distillery, &more), Radcliff (Kentucky September 11th Memorial & Saunders Springs Nature Preserve) and Elizabethtown (Freeman Lake Park, Swope's Cars of Yesteryear Museum, &more). Plan for a day of cool, family-friendly fun on the 23rd (Sun) at Kentucky Kingdom. And it doesn't end there: explore the fascinating underground world of Louisville Mega Cavern, examine the collection at Muhammad Ali Center, sample the fine beverages at Copper & Kings American Brandy Distillery, and steep yourself in history at Conrad-Caldwell House Museum (Conrad's Castle).

To find traveler tips, where to stay, and tourist information, go to the Louisville road trip site.

Getting from Owensboro to Louisville by car takes about 2 hours. The time zone difference moving from Central Standard Time (CST) to Eastern Standard Time (EST) is 1 hour. In July, daytime highs in Louisville are 36°C, while nighttime lows are 24°C. Finish your sightseeing early on the 4th (Fri) so you can drive to Lexington.
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Breweries & Distilleries · Parks · Museums · Historic Sites
Side Trips

Lexington — 15 nights

Horse Capital of the World

Known internationally as the "Horse Capital of the World," Lexington boasts a thriving economy resting largely on its thoroughbred racehorse industry.
Explore the numerous day-trip ideas around Lexington: Florence Antique Mall (in Florence), Boone County Distilling Co. (in Independence) and Ark Encounter (in Williamstown). There's much more to do: admire the majestic nature at Kentucky Horse Park, relax in the rural setting at Claiborne Farm, examine the collection at The Great American Dollhouse Museum, and brush up on your knowledge of spirits at Castle & Key Distillery.

To see reviews, other places to visit, traveler tips, and tourist information, you can read our Lexington trip planning site.

You can drive from Louisville to Lexington in 1.5 hours. Alternatively, you can take a bus. Expect a daytime high around 34°C in August, and nighttime lows around 21°C. Finish up your sightseeing early on the 19th (Sat) so you can go by car to Loretto.
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Breweries & Distilleries · Parks · Museums · Outdoors
Side Trips

Loretto — 2 nights

Loretto is a home rule-class city in Marion County, Kentucky, United States. Kick off your visit on the 20th (Sun): sample the fine beverages at Maker's Mark, brush up on your knowledge of spirits at Limestone Branch Distillery, then examine the collection at Lincoln Legacy Museum, and finally admire the majestic nature at Lincoln Homestead State Park. Get ready for a full day of sightseeing on the next day: steep yourself in history at Abraham Lincoln Boyhood Home at Knob Creek, then take in the exciting artwork at The Lincoln Museum, and then contemplate the long history of Abraham Lincoln Birthplace National Historical Park.

Before you visit Loretto, use our trip planner to discover what you can do and see there.

You can drive from Lexington to Loretto in 1.5 hours. In August, daytime highs in Loretto are 33°C, while nighttime lows are 20°C. Wrap up your sightseeing on the 21st (Mon) to allow time to drive to Bowling Green.
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Historic Sites · Museums · Breweries & Distilleries · Nature
Side Trips

Bowling Green — 8 nights

Bowling Green is a home rule-class city in and the county seat of Warren County, Kentucky, United States. Get out of town with these interesting Bowling Green side-trips: Mammoth Cave National Park (Fat Man's Misery, Tall Man's Misery, &more), Cub Run (Dog Creek Recreation Area & Cub Run Cave) and Diamond Caverns (in Park City). There's much more to do: explore the fascinating underground world of Lost River Cave, see the interesting displays at Atkinson-Griffin Log House-Confederate Hospital, stroll around Basil Griffin Park, and join the crowd at NCM Motorsports Park.

To see maps, more things to do, photos, and tourist information, go to the Bowling Green travel planner.

Traveling by car from Loretto to Bowling Green takes 2 hours. The time zone difference moving from Eastern Standard Time (EST) to Central Standard Time (CST) is minus 1 hour. In August, daily temperatures in Bowling Green can reach 36°C, while at night they dip to 22°C. On the 29th (Tue), wrap the sightseeing up by early afternoon so you can travel back home.
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Parks · Nature · Museums · Outdoors
Side Trips

Kentucky travel guide

4.6
Caves · Distilleries · Specialty Museums
The Bluegrass State
A diverse region of sprawling farmland and rich cultural heritage, Kentucky is the birthplace of American horse racing and home to the world-famous Kentucky Derby. While the cities of Lexington and Louisville experience the majority of the state's tourism, Kentucky is also a favorite among outdoor enthusiasts with its array of natural attractions, including the Cumberland Gap and the world's longest cave system at Mammoth Cave National Park. Take a tour through original Civil War battlefields to delve into the nation's history, or head to one of the many bourbon distilleries to learn more about Kentucky's most famous export.
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