30 days in Kentucky Itinerary

30 days in Kentucky Itinerary

Created using Inspirock Kentucky route builder
Make it your trip
Fly
1
Paducah
— 4 nights
Drive
2
Hopkinsville
— 4 nights
Drive
3
Bowling Green
— 5 nights
Drive
4
Louisville
— 8 nights
Drive
5
Lebanon
— 2 nights
Drive
6
Lexington
— 5 nights
Drive
7
Petersburg
— 1 night
Drive

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Paducah — 4 nights

Paducah is a home rule-class city in and the county seat of McCracken County, Kentucky, United States. Paducah is known for sightseeing, museums, and wineries. Your trip includes some of its best attractions: learn about winemaking at Purple Toad Winery, pause for some photo ops at Wacinton Sculpture, explore the engaging exhibits at River Discovery Center, and take in the architecture and atmosphere at St. Francis de Sales Catholic Church.

For photos, other places to visit, ratings, and tourist information, refer to the Paducah trip itinerary builder website.

Columbus to Paducah is an approximately 5.5-hour flight. You can also drive; or take a bus. Due to the time zone difference, you'll gain 1 hour traveling from Columbus to Paducah. When traveling from Columbus in November, plan for somewhat warmer days and about the same nights in Paducah: temperatures range from 59°F by day to 37°F at night. Cap off your sightseeing on the 5th (Fri) early enough to go by car to Hopkinsville.
Museums · Parks · Historic Sites · Shopping
Side Trips

Hopkinsville — 4 nights

Hopkinsville is a home rule-class city in and the county seat of Christian County, Kentucky, United States. Get out of town with these interesting Hopkinsville side-trips: Golden Pond (The Elk and Bison Prairie & Land Between the Lakes NRA, Golden Pond Visitor Center & Planetarium), Adsmore House & Gardens (in Princeton) and Lake Barkley Marina (in Cadiz). There's much more to do: brush up on your knowledge of spirits at Casey Jones Distillery, pause for some photo ops at Everly Brothers Monument, discover the deep blue sea with Pennyroyal Scuba Blue Springs Resort, and partake in some friendly competition at Museums of Hopkinsville.

To find other places to visit, photos, ratings, and more tourist information, read Hopkinsville road trip planner.

Drive from Paducah to Hopkinsville in 1.5 hours. Expect a daytime high around 58°F in November, and nighttime lows around 38°F. Finish up your sightseeing early on the 9th (Tue) so you can go by car to Bowling Green.
Parks · Wildlife · Fun & Games · Museums
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. Get out of town with these interesting Bowling Green side-trips: Owensboro (Legion Park, O.Z. Tyler Distillery, &more), Cub Run (Dog Creek Recreation Area & Cub Run Cave) and Mammoth Cave National Park (Cedar Sink Trail, Mammoth Cave, &more). Next up on the itinerary: see the interesting displays at National Corvette Museum, stroll around Basil Griffin Park, join the crowd at NCM Motorsports Park, and Head underground at Lost River Cave.

To see more things to do, traveler tips, where to stay, and other tourist information, read Bowling Green trip itinerary planner.

Traveling by car from Hopkinsville to Bowling Green takes 1.5 hours. In November in Bowling Green, expect temperatures between 59°F during the day and 37°F at night. Finish your sightseeing early on the 14th (Sun) so you can drive to Louisville.
Parks · Outdoors · Nature · Trails
Side Trips

Louisville — 8 nights

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, Barton 1792 Distillery, &more), Elizabethtown (Hardin County History Museum & Swope's Cars of Yesteryear Museum) and Four Roses Bourbon - Warehouse and Bottling Facility (in Coxs Creek). There's still lots to do: Head underground at Louisville Mega Cavern, sample the fine beverages at Kentucky Peerless Distilling Co, take in the views from The Big Four Bridge, and indulge your taste buds at Food & Drink.

For ratings, traveler tips, and other tourist information, you can read our Louisville route planning app.

Traveling by car from Bowling Green to Louisville takes 2 hours. Alternatively, you can take a bus. Traveling from Bowling Green to Louisville, you'll lose 1 hour due to the time zone difference. November in Louisville sees daily highs of 57°F and lows of 37°F at night. Finish up your sightseeing early on the 22nd (Mon) so you can go by car to Lebanon.
Breweries & Distilleries · Museums · Historic Sites · Parks
Side Trips

Lebanon — 2 nights

Lebanon is a home rule-class city in Marion County, Kentucky, in the United States. On the 23rd (Tue), sample the fine beverages at Limestone Branch Distillery, then sample the fine beverages at Maker's Mark, and then contemplate in the serene atmosphere at The Abbey of Gethsemani. On your second day here, see the interesting displays at McDowell House Museum, examine the collection at The Great American Dollhouse Museum, and then look for gifts at Elmwood Inn Fine Teas.

Plan my Lebanon trip by asking Inspirock to come up with tips and suggestions.

Traveling by car from Louisville to Lebanon takes 1.5 hours. In November, plan for daily highs up to 54°F, and evening lows to 34°F. Finish your sightseeing early on the 24th (Wed) so you can drive to Lexington.
Breweries & Distilleries · Museums · Historic Sites · Shopping
Side Trips

Lexington — 5 nights

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), Woodford Reserve Distillery (in Versailles) and Frankfort (Castle & Key Distillery, Salato Wildlife Education Center, &more). There's much more to do: examine the collection at Ark Encounter, get engrossed in the history at Mary Todd Lincoln House, indulge your thirst for a good beer at West Sixth Brewing, and look for all kinds of wild species at Unique Horse Farm Tours.

To find where to stay, reviews, other places to visit, and tourist information, refer to the Lexington trip planner.

You can drive from Lebanon to Lexington in 1.5 hours. In November, plan for daily highs up to 56°F, and evening lows to 36°F. Finish your sightseeing early on the 29th (Mon) so you can travel to Petersburg.
Breweries & Distilleries · Museums · Tours · Wildlife
Side Trips

Petersburg — 1 night

Located on the site of an ancient Indian settlement, Petersburg is a small rural community.
Start off your visit on the 30th (Tue): immerse yourself in nature at Big Bone Lick State Historic Site, then head outdoors with England idlewild park, and then get a new perspective on nature at Creation Museum.

For maps, more things to do, where to stay, and more tourist information, read our Petersburg day trip planning site.

Getting from Lexington to Petersburg by car takes about 2 hours. In November, daily temperatures in Petersburg can reach 54°F, while at night they dip to 35°F. Cap off your sightseeing on the 30th (Tue) early enough to go by car back home.
Outdoors · Nature · Childrens Museums · Museums
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.