By Angela SchmittSeptember 11, 20269 min read

Personally Experienced · Last verified 2026-09-11

Explore United States

Quick Take

The destination is only part of the trip

Trip style
Multi-state U.S. road trips
Featured states
Virginia, Pennsylvania, New York, Kentucky, and Indiana
Time to allow
A short road break, a few hours, or a two-day stay
Best approach
Match stops to your travelers’ ages, interests, energy, and mobility

When we plan a road trip, we usually have a bigger destination in mind. But we also like to look at what is along the way. Is there a town worth exploring, a museum that fits someone’s interests, or an attraction that would turn a long day in the car into something more enjoyable?

Some places are well worth a few hours even when we would not build an entire vacation around them. Others earn a short stay before we continue toward the main destination. Across several family trips, these smaller stops have given us caverns, crayons, chocolate, Lucille Ball stories, and fireworks by a lake. They became part of the vacation, not just places where we stopped driving.

Interactive map

Small stops featured in this article

These places came from several different family road trips rather than one continuous route. Use the map to see where each featured stop fits geographically.

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Location 1 of 12

Luray Caverns

Our Virginia cavern stop on the drive home from New York.

Map markers are approximate. Map data © OpenStreetMap contributors; tiles by OpenFreeMap.

Luray Caverns: something different on the way home

On the way home from a trip to New York, we stopped at Luray Caverns in Virginia. Its underground chambers, stone formations, and reflecting pools offer a complete change of scenery from the highway. The Great Stalacpipe Organ is another distinctive feature: it creates music by tapping stalactites. The caverns stay at about 54 degrees year-round, making this a naturally cool stop during the summer and a comparatively warmer escape on a cold winter day. For us, Luray gave the return journey an attraction of its own. A stop like this can work especially well when everyone would enjoy getting out of the car and seeing something different before the next stretch of driving.

Angela and her three daughters inside Luray Caverns
Our family’s Luray Caverns visit turned the drive home into another part of the trip.

Crayola and Hershey: making room for family interests

During a trip to Philadelphia, we made a detour north to Easton, Pennsylvania, to visit the Crayola Factory, now called Crayola Experience. Its hands-on activities are built around color and creativity. It was a stop we wanted to make before continuing to Hershey, rather than treating the drive between places as time we simply had to get through.

At Hershey, we visited HERSHEY’S Chocolate World and did the chocolate tour, but skipped the amusement park. The tour is a slow-moving ride that follows the chocolate-making story from cocoa beans to wrapped candy, with sights, sounds, and even the smell of chocolate along the way. It ends with a small sample, and the surrounding Chocolate World complex has shops, food, and additional activities for visitors who want to spend more time there.

That choice is part of the point: you can enjoy one piece of a well-known destination without committing to everything it offers. For us, Chocolate World made Hershey a worthwhile stop without turning it into a full Hersheypark vacation.

These are intentional detours, not necessarily stops on the fastest route. I would allow time for them because they fit the people in the car—not because every family traveling through Pennsylvania needs the same itinerary.

Angela’s daughter standing beside the World's Largest Crayon display in Easton
The Crayola stop in Easton gave our Philadelphia-to-Hershey travel day an experience of its own.

Jamestown: when a stop deserves two days

On our way to Niagara Falls and Toronto, we spent two days in Jamestown, New York. We explored the Lucille Ball connections and saw fireworks along Chautauqua Lake. Niagara Falls and Toronto were the larger destinations, but those two days gave the journey a personality of its own.

A stop does not have to be brief to belong along the way. If a place connects with your interests and the schedule allows it, give it some time. For someone who loves classic television, the Lucille Ball Desi Arnaz Museum is a useful starting point for planning a Jamestown visit. For another family, the draw might be lake time, local history, or a completely different interest.

Angela beside a recreation of the I Love Lucy kitchen in Jamestown
Jamestown’s Lucille Ball connection gave our family a special-interest stop on the way to Niagara Falls and Toronto.

Midway State Park: smaller can be memorable too

We also visited nearby Midway State Park, on Chautauqua Lake. I have written more about this stop in my theme-park guide, but it belongs here too: its old-fashioned rides, games, ice cream, and simpler atmosphere gave us an easy family afternoon in the middle of a longer trip.

Midway did not need to compete with the large theme parks we already knew. We enjoyed it for what it was, and it became one of our favorite examples of why an unassuming stop can stay with you. The park operates seasonally, so its calendar belongs in the planning, especially if the rides are the reason you are stopping.

Angela’s daughters riding a small roller coaster at Midway State Park
Midway State Park gave our family an old-fashioned amusement-park afternoon beside Chautauqua Lake.

Kentucky: when the smaller stops became the whole trip

On a more recent Kentucky road trip, we approached this idea differently. We never had one large destination in mind. Instead, we connected a series of smaller stops and let those experiences become the trip.

Even the drive to Kentucky included a stop at Buc-ee’s. What could have been an ordinary break for gas and food became its own mini destination. That may sound simple, but it captures the spirit of this kind of road trip: if a place sounds fun to the people traveling, it can earn a place on the route.

Bowling Green and Mammoth Cave

In Bowling Green, we visited Lost River Cave and the National Corvette Museum. They are very different attractions, which helped give the trip variety. Lost River Cave brings nature and local history into the day, with an underground boat tour at the center of the experience. The Corvette Museum tells the story of America’s sports car through historic cars, exhibits, and the city’s connection to Corvette production.

From Bowling Green, we continued north to Mammoth Cave National Park. Mammoth Cave is the world’s longest known cave system, and its range of guided tours means the experience needs a little advance thought. The available tours can vary in length, difficulty, and the parts of the cave they visit, so this is one stop where choosing the right tour for your group matters.

An orange Corvette on display at the National Corvette Museum
The National Corvette Museum added a completely different kind of stop to our Kentucky route.
Angela and Brian inside Mammoth Cave in Kentucky
Mammoth Cave showed how a nationally known attraction can fit naturally into a road trip made from smaller stops.

Louisville, the Ohio River, and a detour into Indiana

We continued north to Louisville, where we visited Churchill Downs and the Kentucky Derby Museum. The museum gave us a closer look at the history and traditions of the Derby, while a track visit made it possible to see the place where it happens without attending the race itself.

We also visited the Louisville Slugger Museum & Factory and took the factory tour. Watching how the bats are made added something tangible to the museum experience and made it interesting even beyond the displays. Later, we spent two hours on the Ohio River aboard the Belle of Louisville, a historic steamboat that offered a completely different way to experience the city.

We even crossed into Indiana for a short detour to Santa Claus. We were not overwhelmed by the stop, but it was still a cute place to see, and families with small children or a particular love of Christmas might enjoy it more than we did. A road-trip stop does not need to become everyone’s favorite to be worth trying—and learning what fits your family is part of the fun.

Angela and Brian inside the Louisville Slugger bat factory
The Louisville Slugger factory tour brought the bat-making process into the museum experience.
The Santa Claus Christmas Store in Santa Claus, Indiana
Santa Claus, Indiana, was a cute Christmas-themed detour from our Kentucky route.

Find a good fit, not another obligation

The goal is not to fill every gap on the map. It is to notice possibilities that make the trip better. A child who loves art may be excited about a creative attraction. A history fan may want a museum. A multigenerational group may prefer a scenic lunch stop with easy access over a long walking tour.

I would look at the whole travel day: driving time, the extra distance, parking, meals, the activity, and when you will reach the next hotel. A stop that sounds perfect can become frustrating if it leaves everyone tired and arriving much later than planned. Leave room to linger when something is good—and room to pass on an optional stop when the day calls for it.

A travel advisor can help with a road trip too

You may think of a travel advisor when you are planning a big European trip, a cruise, or Disney. But you can also bring me the road trip you are already considering and say, ‘We are going here. What might be worth stopping for along the way?’

That is something I can help you work through. Tell me who is traveling, the ages in your group, any mobility or pacing needs, and the things people genuinely enjoy. Then we can look for stops that fit those interests and connect them with sensible hotel stays and manageable travel days.

Leave a little room for the places in between

The big destination may be what gets the trip on the calendar. A cavern on the drive home, a colorful stop in Easton, or two days of Lucille Ball and lake memories can become just as much a part of the story.

If you have the time, look at what is along the way. And if you would like help finding the stops that make sense for your family, bring me the route you have in mind. We can make the journey part of the vacation too.