21 days in Kentucky Itinerary

21 days in Kentucky Itinerary

Created using Inspirock Kentucky trip itinerary maker

Make it your trip
Fly to Evansville, Bus to Paducah
1
Paducah
— 3 nights
Drive
2
Bowling Green
— 4 nights
Drive
3
Loretto
— 2 nights
Drive
4
Lexington
— 6 nights
Drive
5
Louisville
— 5 nights
Fly

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Paducah

— 3 nights
Paducah is a home rule-class city in and the county seat of McCracken County, Kentucky, United States. Change things up with a short trip to Ben E. Clement Mineral Museum in Marion (about 50 minutes away). The adventure continues: explore the world behind art at The National Quilt Museum, don't miss a visit to Floodwall Murals, view the masterpieces at Yeiser Art Center, and stroll around Bob Noble Park.

To find traveler tips, maps, where to stay, and other tourist information, refer to the Paducah trip planner.

El Paso to Paducah is an approximately 10-hour combination of flight and bus. You can also drive; or take a bus. Due to the time zone difference, you'll lose 1 hour traveling from El Paso to Paducah. In January, Paducah is little chillier than El Paso - with highs of 44°F and lows of 25°F. Finish your sightseeing early on the 14th (Thu) to allow enough time to drive to Bowling Green.

Things to do in Paducah

Museums · Parks · Childrens Museums · Wineries

Side Trips

Bowling Green

— 4 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: Cub Run Cave (in Cub Run), Mammoth Cave National Park (Nature & Wildlife Tours, Cedar Sink Trail, &more) and Hopkinsville (Pennyroyal Scuba Blue Springs Resort, Casey Jones Distillery, &more). Next up on the itinerary: see the interesting displays at National Corvette Museum, bet on your favorite at NCM Motorsports Park, stroll around Fountain Square Park, and explore the fascinating underground world of Lost River Cave.

To find more things to do, traveler tips, photos, and more tourist information, go to the Bowling Green tour itinerary planner.

Drive from Paducah to Bowling Green in 2.5 hours. Alternatively, you can take a bus. In January in Bowling Green, expect temperatures between 45°F during the day and 26°F at night. Wrap up your sightseeing on the 18th (Mon) early enough to travel to Loretto.

Things to do in Bowling Green

Parks · Outdoors · Nature · Tours

Side Trips

Loretto

— 2 nights
Loretto is a home rule-class city in Marion County, Kentucky, United States. Start off your visit on the 19th (Tue): explore and take pictures at Bluegrass Pkwy, steep yourself in history at Abraham Lincoln Birthplace National Historical Park, and then take in the spiritual surroundings of The Abbey of Gethsemani. Here are some ideas for day two: see the interesting displays at Lincoln Legacy Museum, then sample the fine beverages at Limestone Branch Distillery, and then brush up on your knowledge of spirits at Maker's Mark.

For more things to do, traveler tips, photos, and more tourist information, you can read our Loretto journey builder.

Getting from Bowling Green to Loretto by car takes about 2 hours. The time zone difference moving from Central Standard Time (CST) to Eastern Standard Time (EST) is 1 hour. January in Loretto sees daily highs of 41°F and lows of 23°F at night. Finish your sightseeing early on the 20th (Wed) so you can drive to Lexington.

Things to do in Loretto

Historic Sites · Breweries & Distilleries · Scenic Drive · Outdoors

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.
Explore the numerous day-trip ideas around Lexington: Frankfort (Castle & Key Distillery, Buffalo Trace Distillery, &more), Berea Cemetery (in Berea) and The Great American Dollhouse Museum (in Danville). The adventure continues: sample the fine beverages at James E. Pepper Distillery, admire all the interesting features of Old Frankfort Pike, examine the collection at Ark Encounter, and sample the tasty concoctions at Ethereal Brewing.

Plan a Lexington trip in moments using our itinerary builder.

Getting from Loretto to Lexington by car takes about 1.5 hours. In January, plan for daily highs up to 41°F, and evening lows to 24°F. Finish your sightseeing early on the 26th (Tue) so you can drive to Louisville.

Things to do in Lexington

Breweries & Distilleries · Museums · Parks · Nature

Side Trips

Louisville

— 5 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: Elizabethtown (Freeman Lake Park, Swope's Cars of Yesteryear Museum, &more). And it doesn't end there: Head underground at Louisville Mega Cavern, see the interesting displays at Kentucky Derby Museum, brush up on your knowledge of spirits at Angel's Envy Distillery, and steep yourself in history at Churchill Downs.

For more things to do, where to stay, reviews, and more tourist information, read Louisville itinerary maker website.

You can drive from Lexington to Louisville in 1.5 hours. Another option is to take a bus. In January, daily temperatures in Louisville can reach 43°F, while at night they dip to 25°F. Finish up your sightseeing early on the 31st (Sun) so you can travel back home.

Things to do in Louisville

Breweries & Distilleries · Parks · Museums · Tours

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.