56 days in Kentucky Itinerary

56 days in Kentucky Itinerary

Created using Inspirock Kentucky trip itinerary planner
Make it your trip
Fly to Cincinnati Northern Kentucky International Airport, Drive to Covington
1
Covington
— 5 nights
Drive
2
Louisville
— 14 nights
Drive
3
Owensboro
— 5 nights
Drive
4
Paducah
— 7 nights
Drive
5
Hopkinsville
— 6 nights
Drive
6
Bowling Green
— 7 nights
Drive
7
Lexington
— 11 nights
Fly

S M T W T F S
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
4
5

Covington — 5 nights

Covington is a city in Kenton County, Kentucky, located at the confluence of the Ohio and Licking Rivers. Change things up with these side-trips from Covington: EarthJOY Tree Adventures (in Germantown), Kentucky Gateway Museum Center (in Maysville) and Brianza Gardens and Winery (in Crittenden). There's lots more to do: get a new perspective on nature at Creation Museum, snap pictures at Newport Southbank Bridge a.k.a. Purple People Bridge, sample the fine beverages at Boone County Distilling Co., and enjoy some diversion at Purrfect Day Cafe Covington.

To find more things to do, reviews, ratings, and more tourist information, read Covington road trip tool.

Exeter, UK to Covington is an approximately 16.5-hour combination of flight and car. You'll gain 5 hours traveling from Exeter to Covington due to the time zone difference. In September in Covington, expect temperatures between 31°C during the day and 15°C at night. Finish your sightseeing early on the 10th (Sat) to allow enough time to drive to Louisville.
more
Breweries & Distilleries · Wineries · Outdoors · Parks
Side Trips

Louisville — 14 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 (Lux Row Distillers, Willett Distilling Company, &more), Maker's Mark (in Loretto) and Clermont (Bernheim Arboretum & Forest & James B. Beam Distilling Co.). Next up on the itinerary: Head underground at Louisville Mega Cavern, savor the flavors at Food & Drink, contemplate the long history of Conrad-Caldwell House Museum (Conrad's Castle), and brush up on your knowledge of spirits at Copper & Kings American Brandy Distillery.

For more things to do, where to stay, ratings, and other tourist information, go to the Louisville trip itinerary planner.

Traveling by car from Covington to Louisville takes 2 hours. In September in Louisville, expect temperatures between 32°C during the day and 19°C at night. Wrap up your sightseeing on the 24th (Sat) to allow time to drive to Owensboro.
more
Breweries & Distilleries · Museums · Parks · Historic Sites
Side Trips

Owensboro — 5 nights

Owensboro is a home rule-class city in and the county seat of Daviess County, Kentucky, United States. You'll find plenty of places to visit near Owensboro: Bill Monroe's Home Place (in Rosine), Everly Brothers Monument (in Central City) and Henderson (John James Audubon Museum, Audubon State Park, &more). And it doesn't end there: brush up on your knowledge of spirits at Green River Distilling Co., hunt for treasures at Preservation Station Market And Event Center, admire the masterpieces at Owensboro Museum of Fine Art, and walk around Panther Creek Park.

To find ratings, photos, and tourist information, use the Owensboro trip itinerary planner.

Drive from Louisville to Owensboro in 2 hours. You'll gain 1 hour traveling from Louisville to Owensboro due to the time zone difference. In September, plan for daily highs up to 32°C, and evening lows to 19°C. Wrap up your sightseeing on the 29th (Thu) early enough to drive to Paducah.
more
Parks · Shopping · Museums · Wineries
Side Trips

Paducah — 7 nights

Paducah is a home rule-class city in and the county seat of McCracken County, Kentucky, United States. Explore Paducah's surroundings by going to Fort Jefferson Memorial Cross (in Wickliffe), Kuttawa Harbor Marina (in Kuttawa) and Mineral Mound Golf Course (in Eddyville). Next up on the itinerary: admire the masterpieces at The National Quilt Museum, take in the waterfront at Paducah Riverwalk, examine the collection at River Discovery Center, and pause for some photo ops at Wacinton Sculpture.

Ask Inspirock to suggest an itinerary and make planning a trip to Paducah fast, fun, and easy.

Traveling by car from Owensboro to Paducah takes 2.5 hours. September in Paducah sees daily highs of 34°C and lows of 18°C at night. Finish your sightseeing early on the 6th (Thu) so you can drive to Hopkinsville.
more
Parks · Museums · Historic Sites · Shopping
Side Trips

Hopkinsville — 6 nights

Hopkinsville is a home rule-class city in and the county seat of Christian County, Kentucky, United States. Change things up with these side-trips from Hopkinsville: Adsmore House & Gardens (in Princeton), Pennyrile Forest State Resort Park (in Dawson Springs) and Woodlands Nature Station (in Cadiz). There's lots more to do: sample the fine beverages at Casey Jones Distillery, sample the tasty concoctions at Hopkinsville Brewing Company, see the interesting displays at Robert Penn Warren Birthplace Museum, and see some colorful creatures with Pennyroyal Scuba Blue Springs Resort.

For traveler tips, where to stay, maps, and other tourist information, refer to the Hopkinsville planning app.

Drive from Paducah to Hopkinsville in 1.5 hours. In October, plan for daily highs up to 26°C, and evening lows to 12°C. Wrap up your sightseeing on the 12th (Wed) early enough to drive to Bowling Green.
more
Parks · Wildlife · Breweries & Distilleries · Historic Sites
Side Trips

Bowling Green — 7 nights

Bowling Green is a home rule-class city in and the county seat of Warren County, Kentucky, United States. Explore Bowling Green's surroundings by going to Diamond Caverns (in Park City), Dog Creek Recreation Area (in Cub Run) and Mammoth Cave National Park (Echo River, Mammoth Cave, &more). And it doesn't end there: join the crowd at NCM Motorsports Park, see the interesting displays at National Corvette Museum, get engrossed in the history at South Union Shaker Village, and gain insight at Western Kentucky University.

For more things to do, other places to visit, traveler tips, and more tourist information, you can read our Bowling Green trip builder app.

Getting from Hopkinsville to Bowling Green by car takes about 1.5 hours. In October in Bowling Green, expect temperatures between 26°C during the day and 11°C at night. Finish your sightseeing early on the 19th (Wed) so you can drive to Lexington.
more
Parks · Nature · Outdoors · Trails
Side Trips

Lexington — 11 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 Frankfort (Floral Clock, Castle & Key Distillery, &more), Versailles (Sun Valley Farm & Woodford Reserve Distillery) and Ark Encounter (in Williamstown). The adventure continues: stroll through Kentucky Horse Park, examine the collection at The Great American Dollhouse Museum, try to win big at Keeneland, and sample the fine beverages at James E. Pepper Distillery.

For ratings, traveler tips, more things to do, and more tourist information, you can read our Lexington driving holiday planner.

Drive from Bowling Green to Lexington in 3 hours. Alternatively, you can take a bus. Due to the time zone difference, you'll lose 1 hour traveling from Bowling Green to Lexington. In October, daytime highs in Lexington are 24°C, while nighttime lows are 11°C. Finish your sightseeing early on the 30th (Sun) so you can fly back home.
more
Breweries & Distilleries · Museums · Tours · Parks
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.
more