28 days in Kentucky Itinerary

28 days in Kentucky Itinerary

Created using Inspirock Kentucky trip planner

Make it your trip
Fly to Cincinnati Northern Kentucky International Airport, Drive to Covington
1
Covington
— 4 nights
Drive
2
Lexington
— 6 nights
Drive
3
Louisville
— 7 nights
Drive
4
Paducah
— 4 nights
Drive
5
Bowling Green
— 5 nights
Fly

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Covington

— 4 nights
Covington is a city in Kenton County, Kentucky, located at the confluence of the Ohio and Licking Rivers. Get out of town with these interesting Covington side-trips: EarthJOY Tree Adventures (in Germantown), EAT Gallery (in Maysville) and O'Neil Landing (in Augusta). There's much more to do: get up close and personal with brilliant marine life at Newport Aquarium, walk around Devou Park, buy something for everyone on your list at Newport on the Levee, and head outdoors with England idlewild park.

To find photos, reviews, where to stay, and tourist information, read Covington trip planner.

Kolkata (Calcutta), India to Covington is an approximately 29-hour combination of flight and car. The time zone difference when traveling from Kolkata (Calcutta) to Covington is minus 10.5 hours. Expect much colder temperatures when traveling from Kolkata (Calcutta) in December; daily highs in Covington reach 8°C and lows reach -1°C. Wrap up your sightseeing on the 29th (Tue) early enough to travel to Lexington.

Things to do in Covington

Parks · Museums · Breweries & Distilleries · Childrens Museums

Side Trips

Lexington

— 6 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.
Venture out of the city with trips to Claiborne Farm (in Paris), Ark Encounter (in Williamstown) and Versailles (Woodford Reserve Distillery & Sun Valley Farm). There's much more to do: sample the tasty concoctions at West Sixth Brewing, see the interesting displays at Kentucky Horse Park, admire all the interesting features of Old Frankfort Pike, and brush up on your knowledge of spirits at Buffalo Trace Distillery.

To see traveler tips, maps, ratings, and other tourist information, you can read our Lexington trip maker tool.

Traveling by car from Covington to Lexington takes 1.5 hours. In December in Lexington, expect temperatures between 10°C during the day and 0°C at night. Wrap up your sightseeing on the 4th (Mon) to allow time to drive to Louisville.

Things to do in Lexington

Breweries & Distilleries · Museums · Parks · Nature

Side Trips

Louisville

— 7 nights

Derby City

Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
Explore the numerous day-trip ideas around Louisville: Bardstown (Preservation Distillery & My Old Kentucky Home), Limestone Branch Distillery (in Lebanon) and Maker's Mark (in Loretto). There's lots more to do: explore the fascinating underground world of Louisville Mega Cavern, snap pictures at The Big Four Bridge, sample the fine beverages at Copper & Kings American Brandy Distillery, and try to win big at Churchill Downs.

To see traveler tips, maps, other places to visit, and more tourist information, you can read our Louisville vacation planner.

You can drive from Lexington to Louisville in 1.5 hours. Alternatively, you can take a bus. In January, daily temperatures in Louisville can reach 7°C, while at night they dip to -4°C. Wrap up your sightseeing on the 11th (Mon) to allow time to drive to Paducah.

Things to do in Louisville

Breweries & Distilleries · Museums · Historic Sites · Parks

Side Trips

Paducah

— 4 nights
Paducah is a home rule-class city in and the county seat of McCracken County, Kentucky, United States. Change things up with these side-trips from Paducah: Ben E. Clement Mineral Museum (in Marion), Adsmore House & Gardens (in Princeton) and Land Between the Lakes NRA, Golden Pond Visitor Center & Planetarium (in Golden Pond). And it doesn't end there: learn about winemaking at Purple Toad Winery, admire the natural beauty at Apple Valley Hillbilly Garden and Toyland, make a trip to Floodwall Murals, and pause for some serene contemplation at St. Francis de Sales Catholic Church.

To find other places to visit, more things to do, traveler tips, and more tourist information, you can read our Paducah journey planning site.

Getting from Louisville to Paducah by car takes about 4 hours. Other options: fly; or take a bus. Due to the time zone difference, you'll gain 1 hour traveling from Louisville to Paducah. In January, plan for daily highs up to 7°C, and evening lows to -4°C. Wrap up your sightseeing on the 15th (Fri) to allow time to drive to Bowling Green.

Things to do in Paducah

Parks · Historic Sites · Museums · Wineries

Side Trips

Bowling Green

— 5 nights
Bowling Green is a home rule-class city in and the county seat of Warren County, Kentucky, United States. Explore the numerous day-trip ideas around Bowling Green: Hopkinsville (Museums of Hopkinsville & Casey Jones Distillery), Onyx Cave (in Cave City) and Mammoth Cave National Park (Fat Man's Misery, Tall Man's Misery, &more). And it doesn't end there: examine the collection at National Corvette Museum, admire the local landmark of Carrico Park Square, explore the fascinating underground world of Lost River Cave, and walk around Basil Griffin Park.

To see reviews, ratings, more things to do, and more tourist information, use the Bowling Green trip website.

Traveling by car from Paducah to Bowling Green takes 2.5 hours. Alternatively, you can take a bus. In January in Bowling Green, expect temperatures between 8°C during the day and -3°C at night. Wrap up your sightseeing on the 20th (Wed) to allow time to fly back home.

Things to do in Bowling Green

Parks · Nature · Trails · Outdoors

Side Trips

Kentucky travel guide

4.5
Caves · Specialty Museums · Distilleries
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.