Driving Route 66 from St. Louis, MO to Springfield, MO: Marvel at the Arch, Missouri’s Largest Cave, & a Giant Roadside Hillbilly

With over 300 miles of Route 66, the route’s largest city besides its start and end points, and some truly lovely scenery, Missouri has a great portion of Route 66. And unlike some states where the route is really chopped up by the interstate, you can drive almost the entire thing unencumbered by semi trucks and speeding SUVs. 

Like all of my Route 66 posts, I cover the road going westbound. 

Route 66 from St. Louis to Springfield, MO

Here are some of the best Route 66 stops across Missouri from St. Louis to Springfield (keep an eye on this post in the future, as it will be always changing and growing as I spend more time in different areas and discover new places to stop on Route 66 in Missouri):

Route 66 Stops in St Louis

Behind Chicago and Los Angeles, St Louis is the biggest city along Route 66 so as you can imagine, there’s plenty to do in the area. Also, the route is a big ol mess of spaghetti going through St Louis (different routes from different years) so to cover it all, check out this post that’s all about JUST Route 66 through St Louis.

But here are the absolute don’t miss highlights:

Chain of Rocks Bridge

It’s not every day you can walk across the mighty Mississippi River! Park on the Illinois side and you can get a good look at this classic Route 66 era bridge. 

Candy Crown Kitchen

If you only have time for one meal in St Louis, make it the Candy Crown Kitchen. Well over 100 years old, this classic soda fountain serves up really tasty sandwiches too. 

Gateway Arch National Park

There’s no bigger icon in St Louis (along Route 66!!) than the Gateway Arch. And surprisingly, a lot of people don’t know that you can actually go all the way to the top. Reserve your tickets in advance because they sometimes sell out. Read more about visiting the Gateway Arch here. 

Ted Drewes

A Route 66 road trip is all about the food, right? Well if you’re only going to have one roadside snack in Missouri, it’s got to be a concrete from Ted Drewes. On the route since 1929, it’s a St Louis tradition. Frozen custard is ice cream but it’s made with eggs (still plenty of cream and sugar!) so it’s thicker. It’s actually so thick that they mix it with toppings and call it a “concrete” and even when they turn it upside down it won’t fall out. Go during the day if you can because it gets PACKED at night. Especially during the summer. 


This isn’t a Route 66 stop, but every road trip traveler appreciates a good place to stop for gas (with clean restrooms and plenty of snacks) so you need to know about Wally’s. It’s just west of St Louis on I-44 (Fenton, MO) and it is enormous. If you’re from Texas or travel through then it’s similar to Buccee’s (except nothing is as legendary as Buccee’s). 75 gas pumps and everything you could ever want to eat or drink. There’s also one in Pontiac, IL. 

Route 66 Stops St Louis to Sullivan, MO

There are a couple of different routes through St Louis so as you leave the suburbs (Kirkwood), you’ll have to decide which way you want to go. Both roads connect back at Gray Summit about 25 miles west of town. 

The POST 1932 route more or less follows I-44 and there’s portions where you’re actually driving on the interstate so it’s the quicker route. There’s really not a ton to see along this stretch, but there are some big rock formations if you’re into that. Between the two routes, I would take the PRE 1932 route. 

The PRE 1932 route follows Highway 100 and for quite a ways you’re just driving through St Louis suburbs and newer construction (not much vintage Route 66-ness), but once you get a ways west out of town, the road opens up and there’s some scenic country. 

Big Chief Roadhouse: Wildwood, MO

On the PRE 1932 alignment, you’ll pass the Big Chief Roadhouse. Even if you’re not there when it’s open, it’s a cool building to see. 

Sunset Motel: Villa Ridge, MO

Near Villa Ridge, you’ll pass the Sunset Motel which is in the process of being renovated. The neon sign has been replaced and it’s a good one!

Meramec Caverns: Stanton, MO

If you’ve only got time for one roadside attraction in Missouri, make it the Meramec Caverns. It’s the largest commercial cave in Missouri (a state that’s known for its caves!) and it has some truly unique and wonderful formations. They offer tours every 20-30 minutes that last about an hour and 20 minutes and it’s worth the time. 

Read all about the cave tour at Meramec here. 

Jesse James Wax Museum: Stanton, MO

Meramec Caverns was a famous hideout of Jesse and Frank James so naturally Jesse James’ legacy has been immortalized in a nearby wax museum. And they have theories, people! Including one that James didn’t die in a shootout in 1882 but instead lived under an alias until 1951. The museum is open every day in the summer, closed during the winter and open only on weekends during the spring and fall so call ahead to make sure they’re open during your trip. 

Route 66 Stops Sullivan to Rolla

From Sullivan to Rolla you’ll have to follow your map pretty closely to stick to the route. Sometimes it’s right on I-44 and sometimes it meanders a bit. Here are a few sites to look out for:

Shamrock Court: Sullivan, MO

I LOVE a good Route 66 renovation project and can’t wait to circle back in a few years to see how it turned out!

Wagon Wheel Motel: Cuba, MO

This place is a gem. I’ll be honest…I love the idea of vintage Route 66 motels but in reality there are very few I would actually stay in. Well this is one of them. It’s on a nice property and feels more like you’re in the country than in town even though it’s right on the route. 

Missouri Hicks BBQ: Cuba, MO

Next door to the Wagon Wheel Motel is one of Missouri’s most famous bbq joints. I haven’t eaten here yet, but I’m planning a stop soon. 

Other Spots in Cuba, MO

The town of Cuba is pretty much covered in murals that detail the town and region’s history including its spot on Route 66. Also there’s a very nicely preserved 1932 Phillips 66 station. It was previously a restaurant, but it’s sitting empty for now. 

Fanning General Store: Fanning, MO

This one is a don’t miss. Yes, you’ll want to see the giant rocking chair out front (once the world’s largest but not anymore), but it’s a very quaint general store where you can stock up on snacks and drinks. Their selection of bottled pop almost rivals Pops in Oklahoma. 

St James & Rosati

The area around St James and Rosati is a place I need to go back and explore a little more. Downtown St. James is very cute and I have a feeling that you’d find some treasures in the antique stores. There are several wineries in this area and it’s worth the quick detour into Rosati to check them out. 

Spots in Rolla, MO

Coming into Rolla, there’s a couple of neat sites to watch out for:

The Giant Faucet & the Mule Trading Post: I haven’t seen the giant faucet sign at night, but I bet it’s a site. And the Mule Trading Post has certainly seen better days (it’s not currently open), but the big hillbilly out front is something to see. 

Stonehenge: On the campus of Missouri S&T, there’s a half scale replica of Stonehenge (14th St & Bishop). I felt like I saw it fine just driving by. 

Totem Pole Trading Post: This is a classic Route 66 stop. The sign out front is pretty great and inside it’s a mish mash of Route 66 souvenirs and antiques. 

Tater Patch: From the outside it looks like a classic roadhouse, but it’s very family friendly and a popular lunch spot with locals. They’re known for their spuds, but the burger I had was fantastic. Portions are HUGE. 

Slice of Pie: For a lighter lunch option, head to Slice of Pie for chicken salad sammies, chicken pot pie, etc.  But you really come for the pie. Or cake or brownies. They have a large dessert menu, but go early if your heart is set on something specific. They get quite a few tour buses that wipe out the selection.  

Route 66 Stops Rolla to Springfield

The road between Rolla and Springfield is one of my favorite stretches through Missouri. 

Devil’s Elbow, MO

Arguably the most scenic part of Route 66 through Missouri is around Devil’s Elbow. Through Hooker is the first bit of 4 lane Route 66 built in MO, and the 90 foot Hooker Cut was the deepest road cut in Missouri at the time. 

Devil’s Elbow refers to a bend in the river that was notorious for causing logjams. 

Uranus, MO

I really hate to even mention this place because it is tacky in the worst way haha, but I did like their neon map of Route 66. It’s a modern roadside attraction that capitalizes on bathroom humor. Fudge shop, souvenir shop, everything shop and they even advertise sideshows. I saw enough just driving through the parking lot. But I can imagine that kids of a certain age would really get a kick out of it.


Frog Rock: Waynesville, MO

Keep your eyes peeled for this green guy just east of Waynesville. Ribbet. 

Munger Moss Motel: Lebanon, MO

This stretch of Route 66 through Lebanon has a pretty high concentration of preserved Route 66 spots, starting with the Munger Moss Motel. Built in 1946, the Munger Moss Motel isn’t quite as charming as the Wagon Wheel Motel in nearby Cuba (in my opinion), but WOWZERS THAT SIGN. And in all honesty, I would give this motel a shot. It’s a shame that Cuba and Lebanon are so close together and you probably won’t need to spend the night in both places. 

Starlite Lanes: Lebanon, MO

Across the street from the Munger Moss is Starlite Lanes. Vintage bowling alleys aren’t as prevalent as they used to be, but this one just might be worth the stop to play a game or two. 

Wrinks Market: Lebanon, MO

Wrinks Market has been there forever and although new businesses come and go (it’s currently something called the “Vintage Cowgirl”), they always keep the original facade. 

Route 66 Museum: Lebanon, MO

I haven’t stopped at this museum yet, but it’s home to several 50s era Route 66 recreations including a motel room, a soda fountain, and a diner. If you have time, it’s probably worth the stop.

The Road from Lebanon to Springfield

West of Lebanon around Phillipsburg the road rambles away from the interstate all the way through Marshfield and it’s a particularly nice drive. You’ll see cows and pastures, grain silos, etc. And not a semi in sight. 

Route 66 Stops in Springfield

I’ve got a full post coming on Route 66 through Springfield, but for now the don’t miss spots in Springfield are:

Rail Haven Motel (where Elvis Presley stayed!)

Reds Hamburg

Route 66 Car Museum

Planning a Route 66 road trip? I’ve got all of the info you need! 

I’ve broken down each segment driving westbound so you know exactly what to expect: St. Louis MO to Springfield MO, Springfield MO to Tulsa OK, Tulsa OK to Oklahoma City OK, Oklahoma City OK to Amarillo TX, Amarillo TX to Albuquerque NM

Plus I’ve rounded up my absolute favorite experiences (things to do, where to eat, where to stay, etc.) by state here: Missouri, Kansas, Oklahoma, Texas, New Mexico

And I’ve got more in-depth posts on certain cities: St. Louis, Tulsa, Amarillo, Tucumcari, and Albuquerque.