3 day itinerary
Route 66
Itinerary
Route 66 is such a nostalgic and iconic journey, perfect for a fun three-day adventure with your friend. Let’s dive into an itinerary that captures the essence of the 1960s, with charming diners, vintage spots, and leisurely strolls. Buckle up, and let’s hit the road!
Day 1: Chicago to St. Louis
Morning: Chicago, IL
- Breakfast at : Start your day with a hearty breakfast at this classic diner, famous for its pancakes and friendly service. Don’t forget to grab a complimentary donut hole!
- Explore the : Snap a photo at the iconic start of Route 66 sign in downtown Chicago. It’s a must for your travel album!
Midday: Drive to Joliet
- Stop at the : Learn about the history of Route 66 and the local area. The museum has some cool exhibits that will take you back in time.
Lunch: in Joliet
- Enjoy a classic diner lunch with burgers and milkshakes. The retro decor will transport you straight to the 60s!
Afternoon: Drive to St. Louis
- Stop at the : Take a leisurely walk across this historic bridge. The views of the Mississippi River are stunning, and it’s a great spot for some photos.
Evening: St. Louis, MO
- Dinner at : Treat yourselves to some of the best frozen custard in the country. It’s a St. Louis tradition!
- Explore the : Take a stroll around the Arch and enjoy the park area. If you’re up for it, consider a tram ride to the top for breathtaking views of the city.
Day 2: St. Louis to Tulsa
Morning: St. Louis, MO
- Breakfast at the : This iconic diner is filled with memorabilia and has a great breakfast menu. Try the blueberry pancakes!
- Visit the : A quick stop to learn more about the history of the area and Route 66.
Midday: Drive to Springfield
- Lunch at the : Famous for inventing the corn dog, this spot is a must-visit! Enjoy a casual lunch and soak in the retro vibe.
Afternoon: Drive to Tulsa
- Stop at the : A small but charming museum that showcases the history of the Mother Road. Perfect for a quick break and some interesting facts!
Evening: Tulsa, OK
- Dinner at the 1950s-style diner, : Enjoy a classic meal with a side of nostalgia. The decor will remind you of the good old days!
- Stroll through the : Check out the local art scene and maybe catch some live music. The area has a vibrant atmosphere, especially in the evening.
Day 3: Tulsa to Oklahoma City
Morning: Tulsa, OK
- Breakfast at the : A local favorite with a retro feel. Their breakfast specials are delicious!
- Visit the : Snap a photo with this iconic statue, a symbol of the oil industry in Oklahoma.
Midday: Drive to Oklahoma City
- Stop at the : Take a break and enjoy a walk in this lovely park. Don’t miss the giant pop bottle at Pops, a quirky roadside attraction!
Lunch: The in Oklahoma City
- Enjoy a casual lunch with a local brew. The atmosphere is relaxed, and it’s a great spot to unwind.
Afternoon: Explore Oklahoma City
- Visit the : A poignant and beautiful tribute to the victims of the 1995 bombing. It’s a reflective experience that’s worth your time.
- Stroll through : This revitalized warehouse district is perfect for a leisurely walk. Check out the shops, and maybe take a boat ride on the canal!
Evening: Dinner at the
- End your trip with a classic steak dinner at this historic restaurant in the Stockyards City area. It’s been serving up delicious meals since 1910!
Wrap-Up
And there you have it! A delightful three-day journey along Route 66 filled with nostalgia, good food, and plenty of opportunities to soak in the sights and sounds of the 1960s. Make sure to take lots of pictures and enjoy every moment with your friend. Safe travels! 🚗✨