12 days in Kentucky & Portland Itinerary

12 days in Kentucky & Portland Itinerary

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Route & dates

12 days in Kentucky & Portland Itinerary

Start: Huntington
Drive:  3​h
1
Williamstown
— Few hours
Fly:  8​h 30​min
2
Portland
— 5 nights
Fly:  8​h 45​min
3
Louisville
— 2 nights
Drive:  2​h
4
Park City
— 2 nights
Drive:  1​h 45​min
5
Harrodsburg
— 1 night
Drive:  3​h 30​min
End: Huntington

few
hours
Williamstown

Williamstown ©
Williamstown is a home-rule-class city in Grant and Pendleton counties in the U.S. Kick off your visit on the 6th (Sat): examine the collection at Ark Encounter.

To find reviews, other places to visit, ratings, and tourist information, you can read our Williamstown trip itinerary builder app .

Huntington to Williamstown is an approximately 2.5-hour car ride. In July, plan for daily highs up to 84°F, and evening lows to 66°F. Wrap up your sightseeing on the 6th (Sat) early enough to travel to Portland.

Things to do in Williamstown

Museums
Highlights from your plan
Ark Encounter ©
Ark Encounter

5
nights
Portland

Portland ©
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.
Visit Haystack Rock and Cannon Beach for some beach relaxation. Get outdoors at Columbia River Gorge National Scenic Area and Ecola State Park. Step out of Portland to go to Bridal Veil and see Multnomah Falls, which is approximately 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 Portland Japanese Garden, stop by Powell's City of Books, and steep yourself in history at Pittock Mansion.

Take the guesswork out of planning a Portland vacation by using our trip itinerary maker.

Traveling by flight from Williamstown to Portland takes 8.5 hours. Alternatively, you can do a combination of flight and train; or drive. The time zone difference when traveling from Williamstown to Portland is minus 3 hours. Traveling from Williamstown in July, you can expect nighttime temperatures to be a bit cooler in Portland, with lows of 59°F. Cap off your sightseeing on the 11th (Thu) early enough to travel to Louisville.

Things to do in Portland

Parks Nature Tours

Side Trips

Cannon Beach, Columbia River Gorge National Scenic Area, Multnomah Falls
Highlights from your plan
Cannon Beach ©
Cannon Beach
Ecola State Park ©
Ecola State Park

2
nights
Louisville

Louisville ©
Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
Your inner history buff will appreciate Louisville Mega Cavern and Conrad-Caldwell House Museum (Conrad's Castle). Get some cultural insight at Louisville Slugger Museum & Factory and Kentucky Derby Museum. Explore Louisville's surroundings by going to Woodford Reserve Distillery (in Versailles) and Kentucky Horse Park (in Lexington). The adventure continues: try to win big at Churchill Downs, brush up on your knowledge of spirits at Kentucky Peerless Distilling Co, stroll the grounds of Cave Hill Cemetery, and snap pictures at The Big Four Bridge.

For maps, where to stay, ratings, and more tourist information, use the Louisville day trip planner.

You can fly from Portland to Louisville in 9 hours. Other options are to do a combination of flight and bus; or drive. Traveling from Portland to Louisville, you'll lose 3 hours due to the time zone difference. Traveling from Portland in July, Louisville is somewhat warmer at night with lows of 69°F. Finish up your sightseeing early on the 14th (Sun) so you can travel to Park City.

Things to do in Louisville

Museums Historic Sites Parks

Side Trips

Kentucky Horse Park, Woodford Reserve Distillery
Highlights from your plan
Louisville Mega Cavern ©
Louisville Mega Cavern
Louisville Slugger Museum & Factory ©
Churchill Downs ©
Churchill Downs

2
nights
Park City

Park City ©
Park City is a home rule-class city in Barren County, Kentucky, United States. On the 15th (Mon), explore the fascinating underground world of Onyx Cave, then see the interesting displays at Dinosaur World, then Head underground at Mammoth Cave National Park, and finally hike along Fat Man's Misery. Here are some ideas for day two: Head underground at Diamond Caverns, then see the interesting displays at National Corvette Museum, and then get a dose of the wild on a nature and wildlife tour.

You can plan Park City trip in no time by asking Inspirock to help create your itinerary.

Traveling by car from Louisville to Park City takes 1.5 hours. The time zone changes from Eastern Standard Time to Central Standard Time, which is usually a -1 hour difference. In July in Park City, expect temperatures between 86°F during the day and 67°F at night. Wrap up your sightseeing on the 16th (Tue) to allow time to travel to Harrodsburg.

Things to do in Park City

Parks Outdoors Nature

Side Trips

Mammoth Cave National Park, Cave City, National Corvette Museum
Highlights from your plan
Mammoth Cave National Park ©
Mammoth Cave National Park
National Corvette Museum ©
National Corvette Museum
Diamond Caverns ©
Diamond Caverns

1
night
Harrodsburg

Harrodsburg ©
Harrodsburg is a home rule-class city in Mercer County, Kentucky, in the United States. Start off your visit on the 17th (Wed): contemplate the long history of Shaker Village of Pleasant Hill, then steep yourself in history at Old Fort Harrod State Park, then witness the site of a historic battle at Perryville Battlefield State Historic Site, and finally learn about winemaking at Horseshoe Bend Vineyards and WineryHorseshoe Bend Vineyards and Winery.

For traveler tips, maps, reviews, and tourist information, refer to the Harrodsburg vacation planner .

Traveling by car from Park City to Harrodsburg takes 2 hours. The time zone difference moving from Central Standard Time (CST) to Eastern Standard Time (EST) is 1 hour. July in Harrodsburg sees daily highs of 84°F and lows of 65°F at night. Wrap up your sightseeing on the 17th (Wed) early enough to travel back home.

Things to do in Harrodsburg

Historic Sites Parks Wildlife

Side Trips

Horseshoe Bend Vineyards and WineryHorseshoe Bend Vineyards and Winery, Perryville Battlefield State Historic Site
Highlights from your plan

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