Hillsboro, TX

The Hillsboro Square has historic buildings that will make you feel as though you’ve been transported back in time. If you’re brave, stop by Bond’s Alley next door — which was once the seediest part of town full of fisticuffs and cock fights. In the center of the Square is the Hill County Courthouse, which was rebuilt with the help of Willie Nelson in 1999 after it burnt down. Willie is a Hill County boy, born down the road in Abbott, TX.

The Roadside America Museum is exactly the kind of museum you’d hope to find next to the historic Square. This museum started as an ode to the “Grapette” soda memorabilia but has grown to include all kinds of classic ads, cars and nostalgic antiques. Time will fly as you reminisce on the “good ol’ days.” The owner may even give you a sample of Grapette, just not from the 50 year old bottles.

Visit this museum in a jailhouse built in 1893 where legend holds Elvis spent a night after being arrested for drunk driving in town. Clyde Barrow (of Bonnie and Clyde) also busted out one of his gang-members from this building. And while Willie Nelson never did time here, inside you’ll find a collection of his platinum albums and guitars among all the other collectibles telling the story of Hill County. You can also read messages written in soot on the jail cell walls left by prisoners long ago.

The Texas Heritage Museum is another must-see museum while you’re in town. Located inside Hill College, its mission is to tell the story of the brave Texans who fought in wartime. The museum has artifacts and guns from both sides of the battles dating all the way back to the Texas Revolution. You can hear the stories of well-known soldiers like Milton Holland (the first Texan to receive the Medal of Honor) and see the medals of heroes like Audie Murphy (the most decorated WWII soldier).