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Ultimate 8-Day USA Road Trip on Route 66 Itinerary

Last updated: 2024 Jun 14

Chicago's Finest Eats and Sights

Morning

Start your iconic Route 66 journey with a hearty breakfast at the historic Lou Mitchell's, a favorite Route 66 diner in Chicago. After breakfast, take a leisurely walk around the famous Millennium Park.

Afternoon

For lunch, savor the renowned deep-dish pizza at Giordano's. Afterward, explore the vibrant neighborhood of The Magnificent Mile for some shopping and sightseeing.

Evening

Conclude your day with a delightful dinner at The Purple Pig, known for its Mediterranean-inspired cuisine. Take a stroll along the Chicago Riverwalk to enjoy the city lights.

Bedtime

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Historic Landmarks and Local Flavors

Morning

Enjoy a classic American breakfast at Charlie Parker's Diner before immersing yourself in history at the Lincoln Home National Historic Site.

Afternoon

For lunch, try the famous horseshoe sandwich at D'Arcy's Pint. Afterward, visit the Route 66 Drive-Thru Red Barn for a unique photo opportunity.

Evening

Indulge in a cozy dinner at Nick & Nino's Penthouse Steakhouse with panoramic views of the city. Take a leisurely evening walk around downtown Springfield.

Bedtime

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Gateway to Fun and Flavor

Morning

Start your day with a delicious breakfast at Rooster, known for its crepes. Then, visit the iconic Gateway Arch National Park.

Afternoon

For lunch, enjoy some St. Louis barbecue at Pappy's Smokehouse. Afterward, explore the City Museum, a unique and eclectic attraction.

Evening

Dine at the historic The Hill neighborhood, known for its Italian cuisine. Take a relaxing evening stroll at Forest Park.

Bedtime

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Art, Culture, and Culinary Delights

Morning

Begin your day with a delightful breakfast at Tally's Good Food Cafe. Then, explore the impressive Philbrook Museum of Art.

Afternoon

For lunch, enjoy some local flavors at Smoke Woodfire Grill. Spend the afternoon visiting the Gilcrease Museum.

Evening

Dine at the unique The Chalkboard, known for its seasonal menu. Take a leisurely evening walk in the Blue Dome District.

Bedtime

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Texas Charm and Steakhouse Feasts

Morning

Start your day with a classic Texas breakfast at The Big Texan Steak Ranch. Then, visit the quirky Cadillac Ranch.

Afternoon

For lunch, enjoy a true Texas barbecue experience at The Big Texan Steak Ranch. Afterward, explore the Palo Duro Canyon State Park.

Evening

Indulge in a steakhouse dinner at The Big Texan Steak Ranch with its famous 72-ounce steak challenge. Enjoy the vibrant atmosphere of the Historic Route 66.

Bedtime

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Southwestern Flavors and Cultural Delights

Morning

Enjoy a traditional New Mexican breakfast at The Range Cafe. Then, take a hot air balloon ride to experience the stunning Albuquerque International Balloon Fiesta (seasonal activity).

Afternoon

For lunch, savor the flavors of the Southwest at Sadie's of New Mexico. Explore the Old Town Albuquerque for some shopping and cultural immersion.

Evening

Dine at The Pueblo Harvest, where you can enjoy authentic Pueblo cuisine. Take a leisurely evening walk along the Rio Grande River.

Bedtime

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Canyons, Craters, and Culinary Delights

Morning

Start your day with a cozy breakfast at MartAnne's Cafe. Then, embark on a journey to the Grand Canyon National Park for a day of exploration.

Afternoon

For lunch, enjoy a picnic at the Grand Canyon. Afterward, visit the Meteor Crater for a unique natural wonder experience.

Evening

Dine at The Tinderbox, known for its fine dining. Enjoy a relaxing evening in the charming town of Flagstaff.

Bedtime

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From the Desert to the Coast

Morning

Conclude your epic Route 66 journey with a final breakfast at The Pantry. Then, take a leisurely drive to Santa Monica Pier to dip your toes in the Pacific Ocean.

Afternoon

Enjoy a farewell lunch at In-N-Out Burger, a West Coast classic. Spend the afternoon exploring the vibrant city of Los Angeles.

Evening

Conclude your journey with a memorable dinner at The Ivy, a celebrity hotspot. Take a sunset walk along the Santa Monica Beach to reflect on your amazing road trip.

Bedtime

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