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Route 66 | Day 1
Aug 29, 2023
Andy Wegener
Jul 30, 2023
St. Louis, MO to Springfield, MO
A Ride Through The Ozarks…
But the day's adventure is just warming up. A smorgasbord of wild endeavors beckons. Navigate the rugged trails on a hiking adventure or paddle your worries away with some tranquil canoeing.
Fancy a stroll through time? Missouri's laid-back small towns and a medley of museums are brimming with charming anecdotes from yesteryears. To fuel up, make pit stops at the nostalgic Route 66 diners, and end a “fabtastic” day in Springfield, the birthplace of Route 66.
Prepare for an unforgettable road trip odyssey through the heartland of America! Here's the rundown:
St. Louis ➤ Cuba ➤ Rolla ➤ Lebanon ➤ Springfield |
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~ 230 miles / 354 km | |
Central Time |
Attractions - Get Your Kicks on Route 66
Avoid the Traffic
To get to the open road much quicker and hassle-free, take I-44 West and then exit #261/Six Flags. At the end of the ramp, turn left, and reach Route 66 again just past the I-44 underpass. This is a 30-mile trip from downtown St. Louis and gets you out of the city limits and away from traffic in just over 30 minutes.
As you say cheerio to St. Louis, another crossroads awaits you at U.S. 67 and 366. Pick between the pre-1932 alignment that features the Big Chief Roadhouse, or the post-1932 route that houses the Missouri Route 66 State Park, the Black Madonna Shrine & Grottos, and the Red Cedar Inn.
Try to stop by the St. Clair Historical Museum in a former firehouse.
Sullivan! This quaint little town harbors the legendary Meramec Caverns, another jewel of Route 66 attractions. It's not just a mere hole in the ground - it's an underground kingdom of astonishing formations, whispering tales of a time long lost. Foremost the Meramec Caverns are believed to be a former hideout spot for outlaw Jesse James and his gang.
Bring out your cameras as you cruise into Bourbon! Not for the amber-colored spirit, mind you, but for the towering beacon of the town - a gigantic water tower proudly donning the town's name. Yes, 'Bourbon' it says, striking a pose against the sky, a must-snap memento for the traveling shutterbug. And you guessed it - the town did indeed get its name from the famed whiskey!
Don’t miss out on stopping in Cuba at the historic Wagon Wheel Motel. Right next door is Missouri Hick, the go-to place for BBQ - by now you must be hungry, it’s a great place for lunch! If Hick should be too crowded and you’re facing long lines, check out Weir on 66, or Shelly’s Route 66 Cafe.
Next stop, Fanning! Get your cameras ready for the Fanning 66 Outpost and a colossus of a rocking chair that would make any giant envious.
Buckle up for Rolla. With a tantalizing trove of curiosities to discover - from vintage cars at Route 66 Motors to souvenirs at the Mule Trading Post and the Totem Pole Trading Post - there's even a mini Stonehenge replica at the University of Missouri campus to behold!
Steer clear of any deals with the devil at Devil’s Elbow, an ominous-sounding town named after a notorious river bend. Check out the old 1923 bridge, refuel at the local BBQ joint, and browse through the little market. BTW, you're in the Ozarks now…
Uranus is where the humor is as plentiful as the souvenirs! In this quirky roadside attraction, you'll find more than just a cheeky name. Explore zany museums, indulge in fudge that's 'the best in Uranus', and snap a photo with the funniest town sign in America.
Entering the general store, loud greetings like "Uranus is open!" or "Thanks for picking Uranus!" are being shouted by the staff, leaving more than just one chuckle with the visitor. Remember, when you're in Uranus, laughter is always just around the corner!"
Make tracks to Waynesville next. Marvel at the Frog Rock, check out the Pulaski County Courthouse Museum, and admire the historic architecture.
Close to Hazelgreen, you can stretch your legs on the 1924 Gasconade River Bridge - closed to traffic, open to leisurely strolls.
Lebanon offers you the beloved Munger Moss Motel, the Wrinks Food Market, and an informative little Route 66 Museum nestled within the Lebanon-Laclede County Library.
In Phillipsburg, go antiquing at the Route 66 Antiques Mall and spot the restored Meramec Caverns advertising barns on the outskirts.
For a breather, stop at the Route 66 Welcome Center near Conway. It's packed with helpful maps, intriguing exhibits, restrooms, a playground, a neon sign, and a picnic area - everything a two-wheeled road warrior needs!
Then it's off to Marshfield, birthplace of Edwin Hubble of Hubble Space Telescope fame. Explore the local history at the Webster County Historical Museum, soak in the tranquility of Hidden Waters Park, and don't miss the replica Hubble telescope.
Springfield, our final stop and the largest city west of St. Louis on today’s route, teems with reminders of Route 66 - old gas stations, vintage motels, neon signs, and an array of attractions, from Bass Pro Shop Outdoor World to the Fantastic Caverns.
Springfield claims the title of the "Birthplace of Route 66," and while the iconic highway does indeed start in Chicago, the nickname isn't referring to the physical starting point of the road. Instead, it's all about a critical meeting and a legendary designation that happened in Springfield.
In 1926, highway officials were debating the layout of a new road that would connect Chicago to Los Angeles, traversing the heartland of America. The discussions included influential figures like John T. Woodruff of Springfield and Cyrus Avery of Tulsa. They envisioned a highway that would link small towns and big cities alike, fostering commerce and offering a new way to see the country.
The meeting in Springfield resulted in the decision to name this new highway "Route 66." The officials agreed that the double sixes were easy to remember and that the number had no other significant associations with the U.S. Highway System. The name was catchy and resonated with the public, helping to promote the route and the places it connected.
In a sense, the identity of Route 66 was born in Springfield, and that's why the city proudly heralds itself as the birthplace of this legendary road. The adoption of the "66" designation marked the beginning of an era, turning a simple highway into a symbol of freedom, adventure, and the American Dream.
So while Route 66 physically starts in Chicago, the spirit and name of the Mother Road were conceived in Springfield, Missouri. The city celebrates this heritage with a range of attractions, museums, and events that pay homage to the famous highway, keeping the history and romance of Route 66 alive for new generations to discover.
Also Worthwhile
Branson, MO, fondly referred to as the "Live Music Show Capital of the World", is a hub of entertainment and sightseeing. It boasts over 50 live performance theaters that offer a wide variety of shows, from country music to magic, comedy to acrobatics. The iconic Titanic Museum, a replica of the ill-fated ship, is a must-see. For adventure seekers, there's the Silver Dollar City, an 1880s-style theme park with thrilling rides and artisan crafts demonstrations. Nature lovers will appreciate Table Rock Lake and the Dogwood Canyon Nature Park for their stunning beauty and outdoor activities, while history buffs might enjoy the ancient Marvel Cave. Also, don't forget the Hollywood Wax Museum, Butterfly Palace, and the scenic Branson Landing with its dining, shopping, and spectacular fountain show.
Devil’s Elbow detour via State Route P: if you’d like to get a feel for what it’s like to ride the Ozarks, then take a left onto Truman Street (State Route T) in Doolittle and pick up State Route P (right turn) after the little town of Newburg. The road meanders through shadowy forest parts, along rivers and rugged hilly terrain; it turns into State Route J and just before you reach I-44 you'll make a left at the intersection of Clementine Outer Road and RT66 and again find yourself back on the old Route 66.
This little veer-off from Route 66 won’t take anything away from your Route 66 experience, you won’t miss any sights or curio shops and it’s a fantastic, remote road to ride.
Dining Recommendations
Here's a full and detailed list of great places to eat along the way. The blue “thumbs up” dots state our top recommendation(s):
PS: since we don’t know when you’re feeling peckish, we have included an “along the way list” - pick your poison…
Spencer’s Grill in Kirkwood, MO, is a classic diner where you can enjoy American comfort food in a 1947 setting. 🏠 223 S. Kirkwood Rd |
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Moving on to St. Clair, Lewis Cafe has been dishing up farm-fresh American food since 1938. 🏠 145 S. Main Street |
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In Sullivan, you'll find Cracker Barrel, a Southern chain featuring rustic country decor and classic American homestyle meals, including homestyle soups, chicken fried steak, and meatloaf. Its hours run from breakfast till dinner. 🏠 701 W. Springfield Rd. |
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Step into a blast from the past at the Circle Inn Malt Shop in Bourbon. With its roots back to 1955, this all-American diner is renowned for its divine ice cream and milkshakes that could bring anyone to the yard. But the party doesn't stop there - from sun-up to sundown, the diner dishes out appetizing breakfasts, juicy burgers, hearty sandwiches, and dinner plates that scream comfort food. Every meal's a feast here! 🏠 171 N. Old Route 66 |
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Once known as the Coachlight Inn and dating back to 1970, Skippy’s Route 66 Restaurant in Leasburg now stands as a beacon for road-weary travelers seeking some hearty sustenance. Here, you can sink your teeth into delectable sandwiches, savor crispy fried chicken that'll have you licking your fingers, or dive into a comforting, cheesy pizza. It's a culinary pit-stop you won't want to miss. 🏠 247 Hyw H |
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Missouri Hick BBQ in Cuba might not have been part of the original Route 66 tableau, but since its opening, it's become a popular culinary waypoint on the historic route. The eatery commands attention with its tantalizing smoked meats – from finger-licking BBQ ribs to lusciously tender pulled pork and succulent chicken. Accompany your meaty feast with their selection of beers and wines, and you're in for a treat! 🏠 913 E. Washington |
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For a contemporary twist on your Route 66 expedition, the Cuba Bakery & Deli in Cuba offers a delectable array of high-quality sandwiches and baked goods that would give any French patisserie a run for its money. And for those on a gluten-free journey, they've got you covered too! 🏠 615 W Main St. |
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It's all happening at Rob & Kricket’s Tater Patch in Rolla. Dine and dance in this restaurant-cum-bar-cum-live music venue. They're renowned for their pork tenderloin sandwiches, catfish, and oven-baked potatoes. 🏠 103 Bridge School Rd |
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Make a devilish detour to Devil’s Elbow to the Elbow Inn Bar & BBQ. This American BBQ joint is one of the oldest operating restaurants on Missouri’s stretch of Route 66, exuding a laid-back bar vibe. 🏠 21050 Teardrop Rd |
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Gary Dowd’s Catfish & BBQ in Lebanon is a catch, with a menu filled to the brim with American classics from seafood to BBQ, steaks, chicken, and burgers. Their catfish dishes are the stuff of local legend. 🏠 1760 W. Elm |
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Satisfy your craving for Italian food at Da Vinci’s in Lebanon. This local favorite serves pizza, pasta, seafood, veal, and salads. It's la dolce vita, Route 66 style! 🏠 1683 S. Jefferson Ave |
The Cottage Cafe in Phillipsburg is a true local treasure. They serve breakfast and lunch while giving back to the community, with some of the profits going to local charities. 🏠 201 West Pine Street |
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Get a taste of the American diner experience at Joe’s Diner in Strafford. Renowned for their burgers and onion rings, they’ve recently switched owners but the charm remains intact. 🏠 201 E. Chestnut St |
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Rustic charm meets American homestyle meals at Cracker Barrel Country Store in Springfield. Be sure to peruse their gift store selling old-fashioned items, candies, and gifts. 🏠 2858 N. Glenstone Ave |
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Slide into Steak ‘n Shake in Springfield for a juicy steak burger and a milkshake. This fast food chain, originated in Normal, Illinois, has its 1962 building on the National Register of Historic Places. 🏠 1158 St. Louis St |
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The Springfield Brewing Company is not just another brewpub; it's an institution in Springfield's craft beer scene. Serving a variety of hand-crafted beers, they also have an extensive menu that offers everything from pub classics to more upscale dishes. Industrial yet cozy, the establishment is spacious with a mix of wood and metal finishes, creating a modern, rustic aesthetic. High ceilings with exposed beams and brewing vats on display showcase the brewery's authentic roots. The environment is casual, making it a popular spot for gatherings, watching a game, or simply enjoying a fresh brew. 🏠 305 S Market Ave |
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Black Sheep Burgers & Shakes A chic burger joint that pushes the envelope with inventive burger combinations. With edgy, contemporary decor, the restaurant flaunts a vibrant atmosphere. Exposed brick walls and dim lighting give it an urban, somewhat industrial feel. A mix of young professionals and families often frequent the spot. Favorite Dish: The Black Sheep Burger 🏠 2160 W Chesterfield Blvd |
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The Order at Hotel Vandivort Situated within the boutique Hotel Vandivort, this upscale restaurant offers modern American cuisine. It boasts a stylish and luxurious ambiance. Tall ceilings, elegant chandeliers, and plush seating give diners a sophisticated experience. The clientele usually leans toward business travelers and couples on date nights. Favorite Dish: Vandivort Eggs Benedict and Wagyu Smash Burger 🏠 305 E Walnut St |
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Vantage Rooftop Bar inside the Vandivort Hotel. Like the hotel, Vantage Rooftop Bar consists of two parts. An opulent indoor lounge has seats for 60, decorated with a big Masonic "V" logo, deep green furniture, black-and-white geometric tiles, a lofty skylight, cozy wood-paneled walls, and hanging plants. When you step out onto the open rooftop, Vantage offers incredible sweeping views of north, west, and south Springfield, giving visitors unusual glimpses of downtown architecture and skylines that are difficult to see at street level. Vantage offers an array of sharable plates perfect for group settings or intimate parties. Guests can choose from a wide variety of hand-crafted cocktails, an extensive wine list, and beer menu. Food options range from snack mixes to pineapple orange shortcake to mushroom and goat cheese flatbread pizzas. 🏠 305 E Walnut St |
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Rama Thai Cafe A family-owned eatery, Rama Thai serves authentic Thai cuisine with a touch of personal flair. The interiors have warm, welcoming tones with traditional Thai decor. Soft lighting and wooden elements give it a cozy feel. It's a favorite among locals and those looking for genuine, heartwarming Asian fare. Favorite Dish: Pad Thai 🏠 1129 E Walnut St |
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Flame Steakhouse and Wine Bar As the name suggests, Flame is an upscale steakhouse that offers prime cuts of meat and a diverse wine selection. With dark wood, leather booths, and soft ambient lighting, the restaurant exudes a classic steakhouse charm. It's a go-to spot for special occasions, romantic dinners, or business meetings. Favorite Dish: Dry-Aged Ribeye Steak 🏠 314 W Walnut St |
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Druff's is a fun, casual eatery specializing in gourmet grilled cheese sandwiches and comfort food. Look & Vibe: The interiors are playful and laid-back, featuring light wood tones, vibrant colors, and quirky decor. It's a hit with a younger crowd, making it a bustling hub during meal times. Favorite Dish: “The Hangover”, a gourmet grilled cheese sandwich packed with ham, egg, havarti, and white cheddar. 🏠 331 Park Central E. |
Hotel Recommendations
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The Vandivort Hotel is a shining gem in the heart of Springfield, effortlessly exuding a blend of urban sophistication and historic charm. Housed in a beautifully restored century-old building, the hotel invites guests with its chic, modern interiors that pay homage to its storied past. Upon entering, one is immediately struck by the attention to detail - from the artfully curated décor to the friendly staff ready with a warm greeting. Rooms are spacious, offering a plush haven of comfort with all the mod-cons a discerning traveler expects. The large windows often provide engaging views of downtown Springfield, making you feel right in the pulse of the city. The on-site restaurant is a culinary revelation, serving up a delightful array of dishes that celebrate both local flavors and international inspirations. Whether you're stopping in for a morning coffee or a sunset cocktail, the lounge area offers the perfect ambiance for relaxation and conversation. Perhaps one of the most defining features of the Vandivort is its commitment to celebrating local art and culture. The walls are adorned with captivating pieces from local artists, turning the hotel into a dynamic gallery space. Location-wise, it's unbeatable. With Springfield's vibrant attractions and nightlife just a stroll away, guests are perfectly positioned to explore and enjoy. |
Tru by Hilton Springfield Downtown In the bustling center of Springfield emerges a refreshingly vibrant oasis - the Tru by Hilton Springfield Downtown. This hotel is not just about offering a place to rest your head, but about delivering an experience that is authentically 'Tru' to modern travelers' desires. Upon entry, the colorful, contemporary design sets an energetic mood. It's clear from the outset that this is not your typical hotel; it's a lively hub meant for the modern nomad. The lobby, with its spacious and interactive zones, invites guests to work, play, lounge, or even engage in a game or two. The rooms, while streamlined, boast thoughtful amenities. They're designed with the modern traveler in mind, offering efficient spaces that are both comfortable and functional. The large windows often frame engaging city views, adding to the urban experience. Breakfast at the Tru is a delight. Their 'Build Your Own' breakfast station allows guests to get creative, ensuring a meal that's just right for them. And if you're in a rush, there are plenty of grab-and-go options to kick-start your day. Perhaps one of the hotel's greatest assets is its central location. Situated in downtown Springfield, guests are perfectly poised to explore the city's myriad attractions, eateries, and entertainment venues. |
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Best Western Route 66 Rail Haven Nestled in the heart of Springfield, the Best Western Route 66 Rail Haven is a delightful ode to a bygone era. With its nostalgic 1950s charm, the motel pays fitting tribute to the legendary Route 66, making it an absolute treat for history enthusiasts and road-trippers alike. The motel's exterior, with vintage cars and neon signs, immediately transports guests back in time. However, the interiors, while retaining hints of retro flair, offer all the contemporary comforts one expects from the Best Western brand. The rooms are cozy and well-appointed, ensuring a restful night after a day of adventures. Its location is a strategic advantage for those wanting to explore Springfield. Many of the city's attractions are a short drive away, making sightseeing a breeze. While there are certainly more luxurious options in Springfield, the Best Western Route 66 Rail Haven provides a unique experience. It's more than just a motel; it's a journey back in time, making it perfect for those looking to relive the golden days of American road travel. |
Congrats! You have successfully mastered Day 3 of Route 66.
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A complete link list to Route 66
DAY 1 | Chicago - Springfield
DAY 2 | Springfield - St. Louis
DAY 3 | St Louis - Springfield
DAY 4 | Springfield - Tulsa
DAY 5 | Tulsa - Weatherford
DAY 6 | Weatherford - Amarillo
DAY 7 | Amarillo - Santa Fe
DAY 8 | Santa Fe - Gallup
DAY 9 | Gallup - Winslow
DAY 10 | Winslow - Williams
DAY 11 | Williams - Needles
DAY 12 | Needles - Victorville
DAY 13 | Victorville - Santa Monica
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