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Route 66 | Day 1

Springfield, IL to St. Louis, MO


Missouri bound…


Today you're heading to the city of St. Louis, a place so brimming with excitement, you might need an extra pair of eyes just to see it all! But hang tight, because there's more. Peppered along our route, you'll find quaint small towns each sporting a unique allure of their own. These charming spots are like time capsules, hosting soda fountains that make you feel like you've stepped into a black-and-white movie, and a colossal pink elephant that seems to have lost its circus.

And let's not forget about the bunnies – yes, you read that right, actual fluffy rabbits – that somehow found their way onto our itinerary! Now, for the real adventurous souls, there's the thrill of crossing the mighty Mississippi River, and the absolute joy of frozen custard, making you feel like you're 5 again.

Then the famous Gateway Arch, that's as iconic as St. Louis's legendary BBQ!  

And if you're thinking, 'Hey, I'd like to delve a bit more into this urban jungle, just be warned, the city lights might be too charming to resist!

Springfield ➤ Carlinville ➤ Staunton ➤ Edwardsville ➤ St. Louis

~ 195 miles (315 km)

Central Time

Route 66 Alignments - What??

We've got some explainin' to do:

The different alignments of Route 66, such as the 1926 alignment and the post-1930 alignment, came about as the result of changes in highway technology, the need to bypass or intersect certain cities, towns, or landmarks, or to improve the flow of traffic and the safety of the road. To make it even more complicated for you, the various states have different periods of alignment.


For example, the original 1926 Route 66 alignment in Missouri ran from St. Louis to Joplin, passing through such cities as Springfield, Rolla, and Lebanon. However, improvements in highway construction techniques, increased traffic, and the desire to streamline the route resulted in a realignment of the highway in 1930. This post-1930 alignment bypassed some towns and curved to more directly connect others, in an effort to make the route more efficient for travelers.


In some cases, changes were made to serve growing towns or areas of interest. As time passed and automobiles became more common, the needs of the drivers and their vehicles changed, so the highway had to be adjusted.


There is an unofficial further alignment of Route 66 which we like to call “the Post-1985 interstate alignment.”

As time passed and the U.S. interstate system developed, much of the original "Mother Road" was replaced by modern interstates, in particular Interstate 44 (I-44) and Interstate 40 (I-40). These two interstates now carry the majority of the east-west traffic through the areas once served by Route 66. Quite a few sections were paved directly on top of the old Route 66. So, if you find our itinerary routing you onto the interstate freeway, you’ll still find yourself riding were the historic Route 66 once was.


Interstate 44: After Route 66 was decommissioned in 1985, much of its path through Missouri and Oklahoma was replaced by I-44. Beginning in St. Louis, Missouri, I-44 runs southwest, passing through cities such as Rolla, Springfield, and Joplin in Missouri, continuing into Oklahoma, passing through Tulsa and Oklahoma City. These were all key towns on the original Route 66. I-44 ends in Wichita Falls, Texas.


Interstate 40: I-40 replaced most of the Route 66 path from Oklahoma City westward, going through Texas, New Mexico, Arizona, and ending in Barstow, California. Key cities along this route include Amarillo, Texas; Albuquerque, New Mexico; and Flagstaff, Arizona. From Barstow, traffic would continue to Los Angeles along I-15 and I-10.


These changes were part of the larger evolution of the U.S. highway system in the mid to late 20th century. The Federal Aid Highway Act of 1956, signed by President Dwight D. Eisenhower, created the Interstate Highway System we know today. The goal was to create a network of limited-access highways that could efficiently move goods and people across the country. The interstates were designed for high-speed travel with a minimum of interruptions, which contrasted sharply with Route 66, which meandered through small towns and had many intersections and stoplights.


While these modern interstates may have made travel more efficient, the shift away from Route 66 also had the effect of bypassing many of the small towns along the original route. This led to significant economic changes for those towns and a sense of nostalgia for the classic era of American highway travel represented by Route 66.


Today, while I-44 and I-40 may carry the traffic, most sections of the old Route 66 still exist and can be driven, and are treasured by enthusiasts (like you and us…) and historians for the glimpse they offer into a bygone era. Some of these segments have been listed in the National Register of Historic Places to preserve their historical significance.


Many Route 66 enthusiasts and historians enjoy exploring the different alignments of the route, as each offers a unique glimpse into the history and evolution of American highway travel. The changes in Route 66 over time can serve as a metaphor for the broader changes in American society during the 20th century.

Route-66-Alignment-pre-1930
Route-66-Attraction

Enough Already - let’s get going!

Get ready for a bit of “choose-your-own-adventure” on the legendary Route 66. Now, we've got two splits in the road today, which can be seen as multiple opportunities to flex your navigational prowess. First off, upon bidding adieu to Springfield, you'll face the grand decision of cruising the 1926 route, or the post-1930 path of historic Route 66. Both have their own allure, it's like choosing between tea or coffee, each charming in its own way. Feel free to consult the Attractions Section for a bit of help, like phoning a friend on a game show.


The second decision point arises when you wave goodbye to St. Louis, right at the intersection of U.S. 67 and 366. Here you have two options: the pre-1932 route that leads you to Des Peres or the post-1932 road heading to Eureka, with both paths meeting up again about 23 miles later in Gray Summit like long-lost twins. Now, the pre-1932 route is a touch more scenic, it's like the peacock of the pair, but it's a bit short on Route 66-themed sights. So, unless you're particularly fond of barren landscapes, I'd recommend the post-1932 route through Eureka. It's like the buffet at a wedding - it's got everything you want, and more!

Attractions - Get Your Kicks on Route 66

“Get ready for a magical journey folks, because this is going to be a hoot!”

As you shimmy out of Springfield, you've got a fork in the road, and no, not the kind you eat with. Choose your route - either the vintage 1926-1930 or the relatively sprightly post-1930 alignment.


Fancy the 1926-1930 route (which we recommend)? Be ready for attractions that pop up like surprises in a Cracker Jack box: old, quirky sections of red brick highway just north of Auburn, the Battle of Virden Monument (which isn't about a war on virgins, mind you), Doc’s Soda Fountain that's more nostalgic than your grandma's stories, turkey tracks (the birds, not the food) on the pavement in Nilwood, and a trip to the historical district of Carlinville.

Route-66-Brick-Road
Brick Road Section of Route 66, Auburn, IL

Thinking of the post-1930 alignment? Well, you'll be treated to the Sugar Creek Covered Bridge (not made of sugar, sorry), the eerie "Old Lady of the Highways" shrine, a still-operating Drive-in Theatre (bring your own popcorn) in Litchfield, and an old-school Soulsby Shell Station that screams retro louder than your dad's mustache.


Did you think we'd forget about the Henry’s Rabbit Ranch & Route 66 Emporium in Staunton? If you love furry critters or anything vintage, this place named "Illinois's strangest attraction", will be your paradise - chock full of old signs, historical vehicles, and bunnies that are cuter than a button. Grab a souvenir and support the place, after all, who doesn't need another fridge magnet?

UPDATE: August 16, 2024


Another Route 66 legend has left us forever. Rich Henry, the proprietor of Henry's Rabbit Ranch and one of the nicest people you could ever meet, sadly has passed away today 😢


Henry's Rabbit Ranch was a labor of love. Though new in terms of the Mother Road, it maintains the best traditions of Route 66. Apparently Henry's daughter Emily got a pair of rabbits and didn't account for the resulting population explosion. She lived in a single room apartment and things were getting a little out of hand. Rich stepped in and helped out and the next thing you know there was a new attraction on Route 66 - a rabbit ranch.

Rabbit Ranch Route 66
Rich Henry

We currently don't know what's in the future for the Rabbit Ranch and if the place will continue to operate. We encourage you to stop by and if they're open, pay tribute and buy something. It's the only way the ranch has a chance to survive.

Henrys-Rabbit-Ranch-Route-66-Staunton
Henry's Rabbit Ranch
Rabbit-Ranch-Route-66-Staunton

Also in Staunton, you can find the Country Classic Cars LLC. In an unassuming warehouse shed, you can gaze at a fine collection of classics and curiosities, and if you're very lucky you get to take a ride in a 1929 Ford Model A.


And there's more! In Hamel, you'll spot a giant neon cross on top of the St. Paul Lutheran Church - a glowing reminder of a local war hero. In Livingston, expect to be ambushed by an army of Route 66-era statues, signs, a giant pink elephant, and even a UFO at the Pink Elephant Antiques Mall which presents you with the largest amassment of knick-knack you’ve ever seen. Don't forget to fuel up on ice cream and sandwiches at the Twistee Treat diner - because shopping is hungry work, right?


Now, in Edwardsville, make sure to pop into the 1836 Weir House, home to the Madison County Historical Museum. It's like time travel, only cheaper.


Fancy a bit of a stroll? Walk across the iconic Chain of Rocks Bridge before crossing over the Mississippi River. Park on the Illinois side of the bridge as the Missouri side is currently under construction for the build of a new visitor center. Once you've crossed the majestic Mississippi, welcome to Missouri!


In St. Louis, you're spoiled for choice. Highlights include the renowned Jefferson National Expansion Memorial with its awe-inspiring Gateway Arch, the Museum of Westward Expansion, the Old Courthouse, and last but not least, the delightful Ted Drewes Frozen Custard stand. This custard's so good, it's criminal!

You can easily spend 4 hours at the newly renovated visitor center of the Gateway Arch and that’s not taking a ride to the top of the Arch into consideration (we highly recommend it!). 

Learn about the Gateway Arch in more detail by reading the interesting article “The Gateway Arch: A Triumph of Design, Engineering, and Vision

Chain-Of-Rocks-Bridge
© Adam Alexander Photography
Chain of Rocks Bridge
Gateway-Arch-St-Louis-on-Route-66
Gateway Arch, St. Louis, MO
Route-66

Also Worthwhile

St. Louis: A Jewel of the Midwest


St. Louis, known as the "Gateway to the West," is a vibrant city on the Mississippi River known for its iconic Gateway Arch, rich history, world-class attractions, and dynamic culinary scene.


Must-See Attractions:


1. Gateway Arch: The city's most iconic symbol. You can take an elevator to the top for a panoramic view of the city and the Mississippi River.


2. Forest Park: Spanning 1,300 acres, it's home to several major institutions including the St. Louis Zoo, the St. Louis Art Museum, and the Missouri History Museum.


3. Missouri Botanical Garden: One of the oldest botanical institutions in the U.S., it offers 79 acres of stunning horticultural displays.


4. City Museum: A surreal urban playground of repurposed architectural and industrial objects. It's an interactive wonder, especially for kids.


5. Busch Stadium: For baseball enthusiasts, catch a St. Louis Cardinals game in this iconic stadium.


Culinary Delights:


1. The Hill: Renowned for its Italian eateries, bakeries, and mom-and-pop shops. Don't miss toasted ravioli, a St. Louis original!


2. Central West End: Offers an array of trendy restaurants, cafés, and bars. Perfect for brunching and people-watching.


3. BBQ: St. Louis boasts its unique style of barbecue. Places like Pappy's Smokehouse and Bogart's Smokehouse are local legends.


4. Gooey Butter Cake: A rich, must-try dessert native to the city. Find it in many local bakeries across town.


5. Ted Drewes Frozen Custard: A Route 66 staple since 1929, known for its "concrete" shakes that are so thick you can turn them upside down!


Local Gems:

1. Cherokee Street: Known for its antique shops, local arts scene, and the Cinco de Mayo celebration.


2. Soulard Market: The oldest farmer's market west of the Mississippi, filled with fresh produce, meats, and local delicacies.


3. Delmar Loop: A buzzing district filled with shops, restaurants, live music venues, and the St. Louis Walk of Fame.


4. Budweiser Brewery Experience: Learn about the legacy of one of the country's oldest breweries and sample their classic American lagers.


St. Louis seamlessly combines its historic charm with modern attractions, making it a diverse and delightful destination for visitors of all interests. Whether you're a history buff, a foodie, or just looking for a vibrant urban experience, St. Louis has a little bit of everything to offer. The above is stating just enough for a day or two

Dining Recommendations

Prepare your taste buds for a culinary adventure, as today's stretch of Route 66 is peppered with vintage food joints that are as tempting as the open road itself. What better day than today to dive into the divine realm of ice cream and frozen custard tasting! Now, if your palate is screaming for a break from the usual suspects of fast food and classic diners, the sophisticated culinary scene of St. Louis is ready to spoil you with its array of fine dining options. Gourmet bliss awaits!


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…

 

Ready to embark on a tastebud-tickling tour? Start your gastronomic journey with a stop at Doc's Soda Fountain, also located in Girard. This vintage soda fountain serves sandwiches, pies, ice creams, and of course, old-fashioned sodas that will leave you bubbling with nostalgia! 

🏠 133 S 2nd Street

 

Next on the menu is Ariston’s Cafe in Litchfield. Mixing American classics with a Greek twist, this family-run landmark has been a Route 66 staple since 1924. Not many eateries can boast such an impressive run! 

🏠 413 Old Rte 66

 

 

 

Swing by the Twistee Treat Diner in Livingston for a quick sandwich or ice cream treat, the perfect pitstop when you're exploring the Pink Elephant Antiques Mall next door. 

🏠 908 Veterans Memorial Dr

 

If hunger strikes you in Hamel, you better make sure to grab a bite at Weezys, a historic diner on the 'ol route with great food. 

🏠 108 S. Old Route 66

 

Don't miss the scrumptious frozen custard at Ted Drewes in St. Louis. You've never tasted 'concretes' (thick milkshakes), malts, sundaes, floats, and ice cream sodas quite like these! 

🏠 6726 Chippewa St.

 

Blueberry Hill Cafe, also in St. Louis, is a buzzing place known for its hearty burgers, electrifying live music (Chuck Berry was a regular!), and its vast collection of historic memorabilia. 

🏠 6504 Delmar Blvd

If you're in the mood for BBQ, Bogart’s Smokehouse is the city's top choice.

🏠 1627 S 9th St, St. Louis



For a more upscale, fine dining experience, the Cinder House & Bar inside the Four Seasons Hotel should be on your list.. They are offering a fantastic rooftop bar and specialize in South American-inspired dishes & cocktails in a contemporary dining room. Don’t forget to order the homemade chips and onion dip! 

🏠 999 N. 2nd Street.

 

The Hill: Renowned for its Italian eateries like Adriana’s, Charlie Gitto’s, Mama’s or Zia’s (just to name a few…), top bakeries, and mom-and-pop shops, this Italian neighborhood is a must-go for every fan of Italian cuisine. Don't miss the toasted ravioli, a St. Louis original! 

🏠 just south of I-44 (exit 287 when travelling west)

Stop by the scrumptious frozen custard at Ted Drewes on your way out of (or back into…) St. Louis. You've never tasted 'concretes' (thick milkshakes), malts, sundaes, floats, and ice cream sodas quite like these! 

🏠 6726 Chippewa St.

Hotel Recommendations


Hyatt Regency St. Louis at the Arch

Talking location, it doesn’t get much better than that. Located right at Gateway Arch Park, it’s just footsteps to the arch & visitor center and the Mississippi River. Most rooms have the so-called “arch view” and parking is right underneath.


The Pennywell St. Louis Downtown

Smart and sophisticated, yet lively and welcoming, The Pennywell St. Louis Downtown, a Hilton Hotel, offers a cultured hotel experience in the heart of downtown St. Louis. Formerly a late-19th century bank, the hotel honors the spirit, purpose and hospitality that established the city and offers a compelling blend of historic and modern design details.

With an enviable location minutes from the Gateway Arch, America’s Center, Busch Stadium, The Dome, St Louis City Museum, Union Station and countless other spots to shop, eat and explore, the pursuits here are seemingly endless.


Drury Plaza Hotel St. Louis At The Arch


The Drury Plaza Hotel in downtown St. Louis seamlessly blends historic charm with contemporary comforts. Conveniently located, it's a stone's throw from the city's key attractions. Guests are treated to spacious rooms, often complemented by stunning views of the urban skyline. The complimentary breakfast is a delightful bonus, and their evening "Kickback" sessions with free snacks and drinks are a hit. The indoor pool and rooftop terrace are standout features, offering relaxation amidst the city buzz. With its mix of prime location, excellent amenities, and attentive staff, the Drury Plaza ensures a comfortable stay in the heart of St. Louis.



Four Seasons Hotel


Nestled within the dynamic heart of St. Louis, the Four Seasons Hotel offers an exquisite blend of metropolitan elegance and Midwestern charm. The moment you step into the opulent lobby, you're greeted with impeccable service reminiscent of the Four Seasons brand worldwide.


The rooms and suites, adorned with modern amenities and plush comforts, offer breathtaking views of the city's iconic landmarks, including the Gateway Arch. 


Dining at the hotel's in-house restaurant is an experience in itself. With a menu that combines local flavors with international delicacies, every dish is a testament to culinary excellence. The rooftop bar, with its panoramic vistas of the city skyline, is the perfect spot to unwind with a signature cocktail as the sun dips below the horizon.


For those seeking relaxation, the spa is a haven of tranquility. From rejuvenating massages to bespoke beauty treatments, the spa's offerings are both indulgent and therapeutic.


One of the hotel's standout features is its rooftop pool next to the bar. Lounging by the poolside, with the city sprawling below, is a surreal experience that encapsulates the essence of luxury urban vacations.



Hampton Inn & Suites St. Louis at Forest Park

This is another great option near Forest Park. Hampton Inn & Suites are known for their consistent quality, and this location is no exception. Guests can enjoy a complimentary breakfast, indoor pool, and a fitness center.


Red Roof+ St. Louis Forest Park

This budget option is conveniently located and offers clean, modern rooms. It's a great choice for travelers who want basic amenities without any frills.

Congrats! You have successfully mastered Day 2 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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