12 days in Kentucky & Portland Itinerary

12 days in Kentucky & Portland Itinerary

Created using Inspirock United States holiday maker

Make it your trip
Drive
1
Williamstown
Fly
2
Portland
— 5 nights
Fly
3
Louisville
— 2 nights
Drive
4
Park City
— 2 nights
Drive
5
Harrodsburg
— 1 night
Drive

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Williamstown

Williamstown is a home-rule-class city in Grant and Pendleton counties in the U.S. state of Kentucky. On the 6th (Sat), examine the collection at Ark Encounter.

To find other places to visit, maps, more things to do, and tourist information, refer to the Williamstown day trip planning site.

Huntington to Williamstown is an approximately 2.5-hour car ride. In July in Williamstown, expect temperatures between 84°F during the day and 66°F at night. Wrap up your sightseeing on the 6th (Sat) to allow time to travel to Portland.

Things to do in Williamstown

Museums
Highlights from your trip

Portland

— 5 nights

City of Roses

A big city with a small-town feel, Portland is home to the country's biggest rose test garden, perched on a hill overlooking downtown.
Take a break from the city and head to Columbia River Gorge National Scenic Area and Ecola State Park. Your itinerary includes some good beach time at Haystack Rock and Cannon Beach. Change things up with a short trip to Multnomah Falls in Bridal Veil (about 38 minutes away). Dedicate the 11th (Thu) to wine at some of the top wineries in the area. And it doesn't end there: take in nature's colorful creations at International Rose Test Garden, look for gifts at Powell's City of Books, and admire the landmark architecture of Pittock Mansion.

For other places to visit, photos, ratings, and tourist information, read our Portland trip planning app.

You can fly from Williamstown to Portland in 8.5 hours. Alternatively, you can drive; or do a combination of taxi, bus, and train. The time zone changes from Eastern Standard Time to Pacific Standard Time, which is usually a -3 hour difference. Plan for slightly colder nights when traveling from Williamstown in July since evenings lows in Portland dip to 59°F. Finish up your sightseeing early on the 11th (Thu) so you can travel to Louisville.

Things to do in Portland

Parks · Nature · Wineries · Tours

Side Trips

Louisville

— 2 nights

Derby City

Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
Popular historic sites such as Churchill Downs and Conrad-Caldwell House Museum (Conrad's Castle) are in your itinerary. Get some cultural insight at Louisville Slugger Museum & Factory and Cave Hill Cemetery. Get out of town with these interesting Louisville side-trips: Woodford Reserve Distillery (in Versailles) and Kentucky Horse Park (in Lexington). Next up on the itinerary: explore the fascinating underground world of Louisville Mega Cavern, brush up on your knowledge of spirits at Kentucky Peerless Distilling Co, see the interesting displays at Kentucky Derby Museum, and take in the views from The Big Four Bridge.

Planning Louisville trip won't be overwhelming when you use Inspirock's itinerary maker.

Traveling by flight from Portland to Louisville takes 9.5 hours. Alternatively, you can drive; or do a combination of train and bus. The time zone difference moving from Pacific Standard Time to Eastern Standard Time is 3 hours. Traveling from Portland in July, expect somewhat warmer with lows of 69°F in Louisville. Wrap up your sightseeing on the 14th (Sun) to allow time to travel to Park City.

Things to do in Louisville

Museums · Nature · Parks · Historic Sites

Side Trips

Park City

— 2 nights
Park City is a home rule-class city in Barren County, Kentucky, United States. Start off your visit on the 15th (Mon): Head underground at Onyx Cave, examine the collection at Dinosaur World, then Head underground at Mammoth Cave, and finally hike along Fat Man's Misery. On the 16th (Tue), you'll have a packed day of sightseeing: Head underground at Diamond Caverns, examine the collection at National Corvette Museum, and then get a dose of the wild on a nature and wildlife tour.

For more things to do, ratings, other places to visit, and tourist information, go to the Park City journey planner.

Getting from Louisville to Park City by car takes about 1.5 hours. Traveling from Louisville to Park City, you'll gain 1 hour due to the time zone difference. In July, plan for daily highs up to 86°F, and evening lows to 67°F. Finish your sightseeing early on the 16th (Tue) to allow enough time to travel to Harrodsburg.

Things to do in Park City

Parks · Outdoors · Nature · Museums

Side Trips

Harrodsburg

— 1 night
Harrodsburg is a home rule-class city in Mercer County, Kentucky, in the United States. On the 17th (Wed), steep yourself in history at Shaker Village of Pleasant Hill, then contemplate the long history of Old Fort Harrod State Park, then take in the history at Perryville Battlefield State Historic Site, and finally do a tasting at Horseshoe Bend Vineyards and WineryHorseshoe Bend Vineyards and Winery.

To see photos, more things to do, reviews, and more tourist information, go to the Harrodsburg trip planner.

Traveling by car from Park City to Harrodsburg takes 2 hours. The time zone difference moving from Central Standard Time to Eastern Standard Time is 1 hour. In July, daily temperatures in Harrodsburg can reach 84°F, while at night they dip to 65°F. Finish your sightseeing early on the 17th (Wed) so you can travel back home.

Things to do in Harrodsburg

Historic Sites · Wineries

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.