3 day itinerary for Route 66

Itinerary

Day 1: Exploring Chicago and Starting the Journey

Welcome to the iconic Route 66! On your first day, we'll start in the vibrant city of Chicago. Begin your morning with a hearty breakfast at a local diner, fueling up for the exciting adventure ahead. Take a stroll along the Magnificent Mile, exploring the shops and landmarks like the Tribune Tower and the Wrigley Building.

Next, head to Grant Park and visit the famous Cloud Gate sculpture, also known as "The Bean." It's a great spot for some fun photos! Afterward, make your way to the Art Institute of Chicago, where you can admire an impressive collection of artworks from around the world.

In the afternoon, indulge in some deep-dish pizza, a Chicago specialty, before hitting the road. As you leave the city, you'll start your journey on Route 66. Enjoy the scenic drive through the Illinois countryside, passing by charming small towns and iconic roadside attractions.

Arrive in [Springfield](https://www.viator.com/searchResults/all?text=[Springfield](https://www.viator.com/searchResults/all?text=Springfield&pid=P00093752&mcid=42383&medium=link&campaign=roamaround")&pid=P00093752&mcid=42383&medium=link&campaign=roamaround"), Illinois, the hometown of Abraham Lincoln, where you can visit the Lincoln Home National Historic Site and the Abraham Lincoln Presidential Library and Museum. Wrap up your day with a delicious dinner at a local restaurant, savoring the flavors of the Midwest.

Day 2: From Illinois to Missouri

Rise and shine! Today, we'll continue our adventure along Route 66, crossing into Missouri. Start your day with a visit to the Route 66 Hall of Fame and Museum in Pontiac, Illinois. Learn about the history and significance of this legendary highway, and don't forget to take a photo with the giant Route 66 shield!

As you drive through the rolling hills of Missouri, make a stop in St. Louis. Visit the iconic Gateway Arch, a symbol of westward expansion, and take a tram ride to the top for breathtaking views of the city and the Mississippi River.

For lunch, try some delicious St. Louis-style barbecue, known for its unique flavors and slow-cooked meats. Afterward, continue your journey to the Meramec Caverns, a fascinating underground wonderland filled with stunning rock formations. Take a guided tour and marvel at the natural beauty hidden beneath the surface.

In the evening, arrive in [Springfield](https://www.viator.com/searchResults/all?text=[Springfield](https://www.viator.com/searchResults/all?text=Springfield&pid=P00093752&mcid=42383&medium=link&campaign=roamaround")&pid=P00093752&mcid=42383&medium=link&campaign=roamaround"), Missouri, where you can explore the birthplace of Route 66. Visit the Route 66 Car Museum and the Route 66 Drive-In Theater for a nostalgic experience. Enjoy a relaxing dinner at a local eatery, savoring the flavors of the Ozarks.

Day 3: From Missouri to Oklahoma

On your final day, we'll continue our journey through the heartland of America. Start your morning with a visit to the Route 66 Museum Complex in Lebanon, Missouri. Immerse yourself in the history and culture of the Mother Road, and don't forget to pick up some souvenirs to commemorate your trip.

As you drive through the picturesque landscapes of Missouri, make a stop at the Devil's Elbow Bridge, a historic landmark that offers stunning views of the Big Piney River. Take a moment to soak in the tranquility of the surroundings before hitting the road again.

Cross into Oklahoma and make your way to Tulsa, a vibrant city with a rich Route 66 heritage. Visit the Cyrus Avery Plaza, named after the "Father of Route 66," and explore the Blue Dome District, known for its unique architecture and trendy shops.

For lunch, try some mouthwatering Oklahoma-style barbecue, known for its smoky flavors and tender meats. Afterward, visit the Philbrook Museum of Art, housed in a beautiful Italian Renaissance-style villa, and admire its impressive collection of artworks.

As the day comes to an end, head to the iconic Route 66 landmark, the Golden Driller statue, for a memorable photo opportunity. Enjoy a farewell dinner at a local restaurant, reflecting on the incredible journey you've had along Route 66.

Remember, this itinerary is just a starting point, and there are countless other attractions and hidden gems along the way. So, buckle up, enjoy the open road, and let Route 66 take you on an unforgettable adventure!