50 days in Kentucky Itinerary

Created using Inspirock Kentucky tour planner
Make it your trip
Fly to Nashville International Airport, Drive to Bowling Green
1
Bowling Green
— 6 nights
Drive
2
Hopkinsville
— 5 nights
Drive
3
Paducah
— 6 nights
Drive
4
Owensboro
— 5 nights
Drive
5
Louisville
— 14 nights
Drive
6
Newport
— 3 nights
Drive
7
Lexington
— 10 nights
Fly

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Bowling Green — 6 nights

Bowling Green is a home rule-class city in and the county seat of Warren County, Kentucky, United States. Change things up with these side-trips from Bowling Green: Dinosaur World (in Cave City), Mammoth Cave National Park (Fat Man's Misery, Mammoth Cave, &more) and Cub Run Cave (in Cub Run). There's much more to do: examine the collection at National Corvette Museum, take an in-depth tour of South Union Shaker Village, brush up on your knowledge of spirits at Corsair Artisan Distillery, and test your problem-solving skills at popular escape rooms.

For maps, photos, more things to do, and tourist information, refer to the Bowling Green vacation planner.

Dakar, Senegal to Bowling Green is an approximately 21-hour combination of flight and car. The time zone changes from Greenwich Mean Time to Central Standard Time, which is usually a -6 hour difference. Traveling from Dakar in February, expect Bowling Green to be colder, temps between 12°C and 0°C. Wrap up your sightseeing on the 17th (Thu) early enough to drive to Hopkinsville.
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Parks · Nature · Museums · Outdoors
Side Trips

Hopkinsville — 5 nights

Hopkinsville is a home rule-class city in and the county seat of Christian County, Kentucky, United States. You'll find plenty of places to visit near Hopkinsville: Adsmore House & Gardens (in Princeton) and Land Between the Lakes NRA, Golden Pond Visitor Center & Planetarium (in Golden Pond). There's much more to do: sample the fine beverages at Casey Jones Distillery, putt your heart out at Christian Way Farm & Mini Golf, look for gifts at Griffin's Studio, and steep yourself in history at Trail of Tears Commemorative Park and Heritage Center.

For reviews, photos, traveler tips, and more tourist information, read Hopkinsville trip builder tool.

You can drive from Bowling Green to Hopkinsville in 1.5 hours. February in Hopkinsville sees daily highs of 11°C and lows of 0°C at night. Finish your sightseeing early on the 22nd (Tue) so you can drive to Paducah.
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Parks · Breweries & Distilleries · Wildlife · Tours
Side Trips

Paducah — 6 nights

Paducah is a home rule-class city in and the county seat of McCracken County, Kentucky, United States. Venture out of the city with trips to Ben E. Clement Mineral Museum (in Marion) and Kuttawa Harbor Marina (in Kuttawa). There's much more to do: explore the world behind art at The National Quilt Museum, walk around Bob Noble Park, look for gifts at Twin Lakes Antique Mall, and do a tasting at Purple Toad Winery.

For more things to do, photos, and tourist information, you can read our Paducah online sightseeing planner.

Getting from Hopkinsville to Paducah by car takes about 1.5 hours. In February, daily temperatures in Paducah can reach 10°C, while at night they dip to -1°C. Cap off your sightseeing on the 28th (Mon) early enough to go by car to Owensboro.
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Parks · Museums · Childrens Museums · Wineries
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 & Ruby Moon Vineyard & Winery). There's still lots to do: sample the fine beverages at Green River Distilling Co., walk around Smothers Park, relax in the rural setting at Reid's Orchard, and browse the eclectic array of goods at Preservation Station Market And Event Center.

For reviews, maps, where to stay, and tourist information, you can read our Owensboro trip planner.

Use the Route module to find suitable travel options from Paducah to Owensboro. February in Owensboro sees daily highs of 9°C and lows of -1°C at night. Finish your sightseeing early on the 5th (Sat) so you can drive to Louisville.
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Parks · Museums · Wineries · Shopping
Side Trips

Louisville — 14 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: Swope's Cars of Yesteryear Museum (in Elizabethtown), Maker's Mark (in Loretto) and Bardstown (Barton 1792 Distillery, Lux Row Distillers, &more). There's still lots to do: Head underground at Louisville Mega Cavern, steep yourself in history at Conrad-Caldwell House Museum (Conrad's Castle), sample the fine beverages at Copper & Kings American Brandy Distillery, and learn about wildlife with up-close encounters at Louisville Zoo.

For traveler tips, more things to do, ratings, and tourist information, you can read our Louisville visit planning website.

Explore your travel options from Owensboro to Louisville with the Route module. Traveling from Owensboro to Louisville, you'll lose 1 hour due to the time zone difference. March in Louisville sees daily highs of 15°C and lows of 2°C at night. Cap off your sightseeing on the 19th (Sat) early enough to go by car to Newport.
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Breweries & Distilleries · Museums · Tours · Parks
Side Trips

Newport — 3 nights

Newport is a home rule-class city at the confluence of the Ohio and Licking rivers in Campbell County, Kentucky, in the United States. Newport is known for zoos & aquariums, shopping, and sightseeing. Your trip includes some of its best attractions: admire nature's wide array of creatures at Newport Aquarium, sample the tasty concoctions at Braxton Brewing Company, brush up on your knowledge of spirits at New Riff Distillery, and don't miss a visit to Roebling Murals on the Floodwalls of Covington, KY.

For maps, other places to visit, and tourist information, go to the Newport itinerary planner.

You can drive from Louisville to Newport in 2 hours. Alternatively, you can drive; or take a bus. Expect a daytime high around 12°C in March, and nighttime lows around 0°C. Finish your sightseeing early on the 22nd (Tue) to allow enough time to drive to Lexington.
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Breweries & Distilleries · Parks · Zoos & Aquariums
Side Trip

Lexington — 10 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 Lexington's surroundings by going to Boone County Distilling Co. (in Independence), Ark Encounter (in Williamstown) and Versailles (Woodford Reserve Distillery & Sun Valley Farm). And it doesn't end there: sample the fine beverages at James E. Pepper Distillery, examine the collection at The Great American Dollhouse Museum, relax and rejuvenate at some of the best spas, and sample the tasty concoctions at West Sixth Brewing.

To find where to stay, reviews, maps, and other tourist information, go to the Lexington trip itinerary app.

Getting from Newport to Lexington by car takes about 1.5 hours. Other options: drive; or take a bus. In March, plan for daily highs up to 15°C, and evening lows to 1°C. Finish your sightseeing early on the 1st (Fri) so you can fly back home.
more
Breweries & Distilleries · Museums · Tours · 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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