It’s surprising how Missouri’s busiest highway, the I-70 corridor, hides charming small towns that you might not know exist! Conveniently located along this major route, these hidden gems are easily accessible via scenic, tree-lined two-lane highways and rolling fields. Many of these towns are along the Katy Trail, a 237-mile scenic route following the Missouri River that offers beautiful hiking and biking. You can easily hop onto the trail during your trip to stretch your legs. At just 69 miles and under an hour and a half drive time, this small-town road trip is perfect for an afternoon, though I recommend extending your visit over a few days or a weekend to fully appreciate the historic towns.

You can use this Google Maps link to guide you on the route. Feel free to customize it as needed.

1. Rocheport

When I visit Rocheport, Missouri, it feels like I’ve stepped into another world. The town’s quaint, peaceful, and historic charm makes it seem like a movie set. It’s entirely walkable, with charming bed and breakfasts, the scenic Katy Trail, al fresco dining, and lovely shops and galleries, all nestled among the bluffs and hills of the Missouri River region. Be sure to stop at Les Bourgeois Vineyards on your way into the historic village; this award-winning winery and restaurant offers breathtaking views of the river.

2. Boonville

Boonville, Missouri, offers a variety of attractions for every interest. Outdoor enthusiasts can enjoy the Katy Trail State Park, ideal for hiking and biking, and admire the historic pedestrian rail bridge featured in the photo above. Visit the Budweiser Clydesdales Breeding and Training Facility at Warm Springs Ranch to see these impressive horses up close. For car enthusiasts, the town has the largest collection of Mitchell wagons, bicycles, and cars in the world at the Mitchell Antique Motorcar Museum. History lovers can enjoy a self-guided walking tour and visit the Rivers, Rails, and Trails Museum. Additionally, you can play a round of golf at the scenic Hail Ridge 18-hole course or try to get lucky at the Isle of Capri Casino.

3. Blackwater

Blackwater, Missouri, is a quintessential railroad town where visitors can explore the restored Depot near the railroad tracks, a reminder of its rich history dating back to 1887 when the Missouri Pacific Railroad established the "River Route" connecting many towns along the Missouri River. Like many rural towns, it had its boom in the mid-20th century; the town now has about 200 residents. Luckily, the town’s community is passionate about preserving its history, with local businesses like boutiques, a coffee shop, the historic Iron Horse Hotel, and a quirky telephone museum—complete with a vintage phone booth, perfect for a photo op. The Blackwater Preservation Society’s website is a great resource for seasonal events, festivals, and more information. 

4. Arrow Rock

Arrow Rock, Missouri, is one of the most charming tiny towns in the state. It is a must-visit destination for history buffs and nature lovers. Nestled within the Arrow Rock State Historic Site, the town offers scenic walking trails, picnic areas, and a chance to explore the natural beauty of the Missouri River valley right on the Katy Trail. Visitors can also enjoy a musical performance [off-Broadway quality] at the renowned Lyceum Theatre, one of Missouri's oldest regional theaters. The town’s rich history comes alive through engaging guided tours offered by the Friends of Arrow Rock, showcasing beautifully preserved 19th-century buildings and homes.

5. Fayette

Historic downtown Fayette, Missouri, boasts a rich history with numerous 19th-century buildings and homes that reflect the town's architectural heritage. It's the perfect setting for a leisurely stroll. Be sure to walk past the architecturally impressive Howard County Courthouse. There are over 25 buildings on the National Historic Register, most of which are in the downtown area. After spending the day exploring nearby Arrow Rock or enjoying a performance at the Lyceum Theatre, my family often stays in Fayette, drawn by its quaint atmosphere. Hotel Frederick is a beautifully restored hotel in the heart of downtown. The hotel exudes charm with its vintage décor and has a reputation for being haunted, adding a touch of mystery. For guests looking to unwind, the hotel features an inviting basement bar that offers live music and a speakeasy vibe, a delightful surprise in this rural setting.

Are you ready to explore some of Missouri's most charming small towns on a road trip? This may be my personal favorite route. Nature, history, shopping, dining, theater, wineries, haunted hotels - what more could you ask for? Before you hit the road, make sure you check out our Ultimate Road Trip Packing List for all you'll need for a lengthy ride in the car.