14 days in Kentucky Itinerary

14 days in Kentucky Itinerary

Created using Inspirock Kentucky itinerary planner

Make it your trip
Fly
1
Paducah
— 1 night
Drive
2
Hopkinsville
— 2 nights
Drive
3
Bowling Green
— 3 nights
Drive
4
Louisville
— 4 nights
Drive
5
Lexington
— 3 nights
Fly

S M T W T F S
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28

Paducah

— 1 night
Paducah is a home rule-class city in and the county seat of McCracken County, Kentucky, United States. On the 15th (Sun), pause for some serene contemplation at St. Francis de Sales Catholic Church and then explore the world behind art at The National Quilt Museum. Here are some ideas for day two: examine the collection at Paducah Distilled Spirits, then do a tasting at Purple Toad Winery, then take in the waterfront at Paducah Riverwalk, and finally make a trip to Floodwall Murals.

To see maps, traveler tips, more things to do, and other tourist information, go to the Paducah attractions app.

New York City to Paducah is an approximately 7.5-hour flight. You can also drive; or take a bus. You'll gain 1 hour traveling from New York City to Paducah due to the time zone difference. Traveling from New York City in November, Paducah is little chillier at night with lows of 37°F. Wrap up your sightseeing on the 16th (Mon) to allow time to drive to Hopkinsville.

Things to do in Paducah

Historic Sites · Museums · Wineries

Hopkinsville

— 2 nights
Hopkinsville is a home rule-class city in and the county seat of Christian County, Kentucky, United States. On the 17th (Tue), stop by Griffin's Studio, then brush up on your knowledge of spirits at Casey Jones Distillery, then see some colorful creatures with Pennyroyal Scuba Blue Springs Resort, and finally take an in-depth tour of Museums of Hopkinsville. Keep things going the next day: make a trip to Adsmore House & Gardens, stroll around Land Between the Lakes NRA, Golden Pond Visitor Center & Planetarium, and then go for a stroll along the water at Lake Barkley Marina.

To find traveler tips, where to stay, photos, and more tourist information, go to the Hopkinsville attractions planner.

Getting from Paducah to Hopkinsville by car takes about 1.5 hours. In November in Hopkinsville, expect temperatures between 58°F during the day and 38°F at night. Wrap up your sightseeing on the 18th (Wed) early enough to drive to Bowling Green.

Things to do in Hopkinsville

Parks · Wildlife · Outdoors · Shopping

Side Trips

Bowling Green

— 3 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: Cub Run Cave (in Cub Run), Mammoth Cave National Park (Nature & Wildlife Tours, Tall Man's Misery, &more) and Onyx Cave (in Cave City). The adventure continues: examine the collection at National Corvette Museum, don't miss a visit to 1921 Standard Oil Station, bet on your favorite at NCM Motorsports Park, and Head underground at Lost River Cave.

For maps, photos, and more tourist information, refer to the Bowling Green trip planner.

Drive from Hopkinsville to Bowling Green in 1.5 hours. November in Bowling Green sees daily highs of 59°F and lows of 37°F at night. Cap off your sightseeing on the 21st (Sat) early enough to go by car to Louisville.

Things to do in Bowling Green

Parks · Outdoors · Nature · Trails

Side Trips

Louisville

— 4 nights

Derby City

Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
Louisville is known for nature, museums, and breweries & distilleries. Your plan includes some of its best attractions: Head underground at Louisville Mega Cavern, see the interesting displays at Kentucky Derby Museum, learn about wildlife with up-close encounters at Louisville Zoo, and learn insider's secrets on a distillery tour.

For more things to do, where to stay, photos, and more tourist information, use the Louisville road trip app.

You can drive from Bowling Green to Louisville in 2 hours. Alternatively, you can take a bus. The time zone changes from Central Standard Time (CST) to Eastern Standard Time (EST), which is usually a 1 hour difference. In November, daily temperatures in Louisville can reach 57°F, while at night they dip to 37°F. Finish your sightseeing early on the 25th (Wed) so you can drive to Lexington.

Things to do in Louisville

Breweries & Distilleries · Museums · Tours · Parks

Side Trip

Lexington

— 3 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: The Great American Dollhouse Museum (in Danville), Frankfort (Buffalo Trace Distillery & Castle & Key Distillery) and Ark Encounter (in Williamstown). The adventure continues: try your luck at Keeneland, indulge your thirst for a good beer at Woodford Reserve Distillery, get a dose of the wild on Unique Horse Farm Tours, and sample the fine beverages at Bourbon 30 Spirits Distillery.

For other places to visit, where to stay, maps, and tourist information, use the Lexington visit planner.

You can drive from Louisville to Lexington in 1.5 hours. Alternatively, you can take a bus. In November, daytime highs in Lexington are 56°F, while nighttime lows are 36°F. Wrap up your sightseeing on the 28th (Sat) to allow time to travel back home.

Things to do in Lexington

Breweries & Distilleries · Museums · Casinos · Fun & Games

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.