Many travelers mistakenly believe that transformative journeys can only happen abroad. However, the heart of America holds hidden gems that can offer equally enriching experiences. In this article, we’ll embark on an exploration of Route 66 in Missouri, a stretch of road filled with history, quirky attractions, and mouth-watering cuisine. Get ready to discover the charm of this iconic highway!
This year, I set an ambitious goal: to step outside my international travel bubble and delve deeper into the stunning landscapes and culture of the United States. After years of prioritizing overseas trips, I wanted to focus on destinations that hadn’t previously caught my attention but were right in my backyard.
Thanks to the wonderful team at Visit Missouri, I transformed that aspiration into reality by embarking on an unforgettable journey down the legendary Route 66. This historic highway, stretching from Chicago, Illinois, to Santa Monica, California, is not only a key migration route of the 20th century but also an enduring symbol of American freedom and adventure. Much to my surprise, I discovered that there is so much more to Missouri than its flat farmland and highways.
Join me as I unveil a three-day itinerary packed with the best sights, activities, and culinary delights Missouri has to offer along Route 66, showcasing massive caves, lush parks, and quirky roadside attractions.
Day 1: Discovering St. Louis and Beyond
National Museum of Transportation
Kick off your adventure at the National Museum of Transportation in St. Louis. This museum boasts an impressive collection that spans various modes of transport, including vintage cars, model trains, and historical aircraft. Among the stars of the show is the Virgin Hyperloop, a futuristic concept designed to transport cargo at incredible speeds through a vacuum tube. While it remains in the realm of potential, it’s fascinating to imagine a future where this technology could be commonplace.
Location: 2933 Barrett Station Rd., St. Louis. Open daily from 9am-4pm. Admission is $15 ($6 for kids, $12 for seniors).
Meramec Caverns
Next, explore the underground wonder of the Meramec Caverns, often referred to as “The Cave State.” Missouri is home to over 6,400 caves, and this particular cavern is the largest. The guided tour lasts about 45 minutes, showcasing stunning rock formations and a dazzling light show that brings the subterranean world to life. It’s an ideal family-friendly adventure, perfect for those seeking a unique experience.
Location: 1135 Hwy. W, Sullivan. Tours run from 9am-4pm. Admission is $27 ($14 for kids).
Missouri Hick Bar-B-Que
No trip to Missouri would be complete without indulging in some authentic barbecue. Stop at Missouri Hick Bar-B-Que in Cuba, where the rustic log cabin ambiance sets the stage for a delightful meal. The sample platter is a must-try, offering a delectable variety of pulled pork, ribs, and mouth-watering mac ‘n’ cheese.
Location: 913 E. Washington Blvd., Cuba. Open daily from 11am–9pm.
If you have extra time, consider these notable stops along the way:
- Hi-Pointe Drive-In – A retro diner serving up locally sourced burgers and sandwiches. Don’t miss their sweet potato tots!
- Egg @ Midtown – A breakfast haven known for its unique dishes like shrimp & grits and breakfast tacos.
- Ted Drewes Frozen Custard – This iconic spot has been serving frozen custard for over 80 years, with an impressive menu of flavors.
- Big Chief Roadhouse – A historic diner dating back to 1929, offering classic American fare in a nostalgic setting.
Accommodation: Wagon Wheel Motel
After a fulfilling day of exploration, unwind at the Wagon Wheel Motel. The charming Ozark stone buildings, complete with original wooden details from the 1930s, provide a cozy atmosphere that blends historic character with modern amenities.Location: Cuba, MO.
Day 2: Quirky Attractions and Culinary Delights
Shelly’s Route 66 Café
Start your second day with breakfast at Shelly’s Route 66 Café, known for its delicious biscuits and gravy. The diner’s warm and welcoming atmosphere, adorned with Route 66 memorabilia, will make you feel like you’ve stumbled upon a local treasure.
Location: 402 E. Washington Blvd., Cuba. Open daily from 6am–2pm.
Fanning 66 Outpost
As you continue your journey, make a pit stop at the Fanning 66 Outpost, home to the world’s largest rocking chair—a quirky attraction that stands 42 feet tall. It’s a perfect photo opportunity and a fun place to grab some snacks or souvenirs.
Location: 5957 State Hwy. ZZ, Cuba. Open daily from 8am–5pm.
St. James Winery
Indulge in a free tasting at St. James Winery, Missouri’s largest wine producer. The staff is friendly, and the picturesque setting makes for a pleasant afternoon. Try their award-winning wines, particularly the dry reds and whites.
Location: 540 State Rte. B, St James. Tasting room open daily from 8am–6pm.
Sybill’s Restaurant
For dinner, head to Sybill’s Restaurant, a fine dining establishment set in a charming manor. The family-friendly ambiance combined with upscale New American cuisine makes for a memorable dining experience. Sample their appetizers, including fried mushrooms and scallops, for a true taste of local flavors.
Location: 1100 N. Jefferson St., St. James. Open daily from 11am–9pm.
Uranus Fudge Factory
The Uranus Fudge Factory is a whimsical stop that offers a blend of novelty shopping and delicious fudge. This unique establishment has transformed an old gas station into a bustling attraction featuring a tattoo parlor, general store, and a variety of quirky shops. Don’t forget to try some fudge while you explore!
Location: 14400 State Hwy Z, St. Robert. Open daily from 8am-9pm.
Other interesting stops to consider:
- A Slice of Pie – A charming dessert shop famous for its delicious pies, especially the apple pie!
- Devil’s Elbow Bridge – A scenic historic bridge that offers picturesque views of the Big Piney River.
- Frog Rock – A whimsical roadside attraction featuring a large painted rock shaped like a frog.
- Route 66 Museum – A museum showcasing the rich history of Route 66 through engaging exhibits and artifacts.
Accommodation: Rail Haven Motel
For your overnight stay in Springfield, choose the Historic Best Western Rail Haven. This quaint motel offers comfortable rooms and convenient access to downtown, making it an ideal base for your adventures.
Day 3: Exploring Springfield
Druff’s Diner
On your final day, fuel up at Druff’s Diner in downtown Springfield, known for its inviting atmosphere and fantastic breakfast options. Pair your meal with a cup of coffee from nearby Mudhouse Coffee for the perfect start to your day.
Location: 331 Park Central E., Ste. 101, Springfield. Open daily from 8am–4pm.
Route 66 Car Museum
Car enthusiasts will relish a visit to the Route 66 Car Museum, which showcases an impressive collection of vintage cars, including sports cars and celebrity vehicles. The back corner of the museum features a flea market with unique finds that are worth exploring.
Location: 1634 W. College St., Springfield. Open daily from 9am–5pm.
Finley Farms
Located along the scenic Finley River, Finley Farms is a delightful gathering place featuring restaurants, event venues, and an urban farm. The farm-to-table dining experience is exceptional, and the atmosphere is perfect for a leisurely lunch or dinner.
Location: 802 Finley Farms Ln., Ozark. Open daily from 11am–9pm.
History Museum on the Square
Wrap up your trip with a visit to the History Museum on the Square. This interactive museum offers a glimpse into Springfield’s role in American history through eight engaging galleries. Don’t miss the exhibit on Wild Bill Hickok and the famous shootout that took place right here.
Location: 154 Park Central Square, Springfield. Open daily from 1pm–5pm. Admission is $16 ($13 for seniors, $10 for kids).
Traveling along Route 66 in Missouri is akin to stepping into a nostalgic time capsule, filled with the charm and character of America. From quirky roadside attractions to stunning natural landscapes, this journey reminds us that adventure awaits just beyond our front doors.
Route 66 in Missouri is often overlooked, but this three-day itinerary proves that it is a treasure trove of experiences and sights worth exploring. If you’re considering a road trip through the heart of the United States, I encourage you to make Missouri a priority on your travel list.
Raimee Iacofano is a travel content creator with over a decade of exploration under her belt. Residing in Los Angeles, she shares valuable travel tips and insights to help others navigate the globe with ease.
Planning Your Route 66 Adventure: Practical Tips
Book Your Flight
Utilize platforms like Skyscanner to find affordable flights. This search engine scours multiple travel websites and airlines to ensure you get the best rates.
Accommodation Options
For budget-friendly stays, consider Hostelworld. For hotels and guesthouses, Booking.com is a reliable option known for its competitive prices.
Travel Insurance
Protect yourself with travel insurance that covers illness, theft, or cancellations. My go-to providers include:
- SafetyWing (ideal for budget travelers)
- World Nomads (great for mid-range travelers)
- InsureMyTrip (best for travelers ages 70 and over)
- Medjet (for additional evacuation coverage)
Using Credit Cards for Travel
Travel credit cards can help you earn points for free flights or accommodation. Explore guides on credit card options to maximize your benefits.
Rental Cars Made Easy
For budget car rentals, check out Discover Cars, which offers a range of options at competitive prices.
Finding Activities
Visit Get Your Guide for an array of activities, including walking tours, excursions, and tickets to popular attractions.
Getting Ready for Your Trip
Visit my resource page for the best travel companies and tools that I personally use to enhance my adventures.
