Looking for a classic Arkansas road trip that winds through the heart of the state’s Delta, farmland, and city outskirts? Join us as we drive the 37-mile stretch of Arkansas Highway 365 from White Hall all the way into Little Rock. This isn’t just a shortcut between towns—this is a living slice of Arkansas history, small towns, military landmarks, and a behind-the-scenes look at the outskirts of Little Rock that most folks miss if they just blast up I-530.
We kick things off in White Hall, turning north onto Dollarway Road (Arkansas 365) from Jefferson Parkway. White Hall is best known as a suburban anchor for nearby Pine Bluff, and if you have a few minutes, check out the local coffee shops or the White Hall Museum before you head out. As we leave town, AR 365 curves northwest and soon passes by the Pine Bluff Arsenal—a sprawling military installation that’s played a key role in the area since WWII. While the Arsenal itself isn’t open to the public, its legacy has shaped both the local economy and the landscape, and you’ll spot various turnoffs and signage as you skirt its eastern edge.
Continuing northwest, we roll into the small community of Jefferson (not to be confused with the county). Here, Arkansas 365 briefly angles north toward Redfield. You won’t find a bustling downtown, but Jefferson offers a glimpse into rural Arkansas life with its classic general store, a few churches, and a steady parade of trucks and farm equipment. The road here keeps you close to the railroad and the original alignments that once funneled travelers up from the southern Delta.
Approaching Redfield, we meet Arkansas Highway 46 at both east and west junctions. Redfield is a great spot to stretch your legs. If you’re hungry, grab a bite at one of the local diners—these are the sort of places where the walls are covered in Razorback memorabilia and you’ll probably overhear a story or two about the old Dollarway pavement. In fact, this segment of AR 365 overlays the historic Dollarway Road, which was once the longest continuous concrete road in the country and is listed on the National Register of Historic Places. You can still find stretches of the original Dollarway surface nearby, making this route especially interesting for road history buffs.
Leaving Redfield, the road swings northeast and then north again, closely paralleling Interstate 530. We briefly cross into Grant County before entering Pulaski County and the tiny community of Hensley. Hensley is small but welcoming, with a handful of old storefronts and a community park. Look for the classic water tower as you roll through town—it’s a snapshot of small-town Arkansas.
Next up is Woodson, reached after another northward stretch. Here, AR 365 turns briefly east at Woodson Lateral Road—if you’re interested in history, take a quick detour to the Woodson Community Center, which has deep ties to the local African-American farming heritage. As we swing north again, the highway passes through a landscape of rich Delta farmland. Depending on the season, you’ll see fields full of soybeans, cotton, or corn, and it’s not uncommon to spot herons or hawks along the roadside ditches.
After about five miles, we reach Wrightsville, just south of the intersection with Arkansas Highway 386. Wrightsville is a working-class community anchored by agriculture and a correctional facility on the edge of town. Despite its small size, Wrightsville has a strong local identity and a proud tradition of high school sports.
Back on the road, we head north into Sweet Home, an unincorporated area known for its fishing lakes and community events. If you have time, Gillam Park is worth a visit—just a couple miles off the highway, it’s one of Little Rock’s largest city parks, with wooded trails and a fishing lake that’s popular with locals.
At Sweet Home, Arkansas 365 takes a sharp westward jog for a few hundred feet at the northern end of Arkansas Highway 338 (Dickson Road), then turns north again. The landscape begins to feel more suburban as we approach the edge of Little Rock. After one more westward jog at 3M Road, we turn north onto Springer Boulevard, passing under Interstate 440 and into the industrial heart of southeast Little Rock.
Springer Blvd (formerly Confederate Blvd) serves as a key connector through this part of the city. At the intersection with Roosevelt Road, we head west, skirting historic neighborhoods and several city parks. Crossing under Interstate 30, we’re now officially deep into Little Rock, with the city skyline starting to peek through the trees.
Our journey ends at the intersection of U.S. Highway 70 (Broadway Avenue), just south of downtown Little Rock. From here, it’s a quick hop to the heart of the city—whether you want to visit the River Market, explore the Clinton Presidential Library, or just enjoy the urban bustle that makes Little Rock unique.
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