Day 1

Pennsylvania to Toledo, OH

Welcome Dinner at Mancy's Steakhouse - iconic 100-year-old Toledo tradition, famed for 28-day aged steaks.
Check in at Hampton Inn & Suites Toledo/Westgate. (Baggage handling unavailable)

Day 2

Toledo, OH to Chicago, IL

Drive by the official start of Route 66 in Chicago.
Lunch at Weber Grill Restaurant.
Chicago River Architecture Cruise
Visit 360 Chicago Observation Deck.
Check in at Homewood Suites by Hilton Chicago Downtown.
Dinner on your own nearby.

Day 3

Chicago, IL to Springfield, IL

Guided Chicago city tour: The Bean, Buckingham Fountain, Navy Pier, Magnificent Mile, Prohibition history & Great Fire stories.
Lunch at The Berghoff Restaurant, Chicago's oldest eatery on Route 66.
Joliet Area Historical Museum - Route 66 Diner photo op.
Dinner at Route 66 Motorheads Bar & Grill & Museum, Springfield.
Visit the Illinois Route 66 Experience at State Fairgrounds.
Check in at President Abraham Lincoln Springfield - DoubleTree by Hilton.

Day 4

Springfield, IL to St. Robert, MO

Scenic drive with Route 66 photo ops: Muffler Man in Lauterbach, restored 1931 brick road in Chatham, Sears kit homes in Carlinville.
Walk the historic Old Chain of Rocks Bridge across the Mississippi.
Lunch on your own at City Foundry STL Food Hall (17 local eateries).
Gateway Arch & Museum, St. Louis - Top of the Arch Tram Ride.
Route 66 State Park Visitor Center, Eureka, MO.
Photo stop in Cuba, MO ("City of Murals").
George M. Reed Roadside Park, St. Robert - restored neon Route 66 signs.
Dinner at Colton's Steakhouse & Grill.
Check in at Holiday Inn Express & Suites St. Robert - Leonard Wood. (Baggage handling unavailable)

Day 5

St. Robert, MO to Springfield, MO

Stop at Buc-ee's mega travel center - road trip essential!
History Museum on the Square, Springfield - birthplace of Route 66.
Lunch at Cozy Dog Drive-In - home of the original corn dog.
Route 66 Car Museum, vintage automobiles.
Wonders of Wildlife National Museum & Aquarium at Bass Pro HQ.
Dinner at Hemingway's Blue Water Café, inside Bass Pro.
Check in at Courtyard Springfield Airport. (Baggage handling unavailable)

Day 6

Springfield, MO to Tulsa, OK

Fantastic Caverns - America's only ride-thru cave.
Gay Parita Sinclair Station, Ash Grove - living Route 66 museum.
Lunch at Granny Shaffer's, Joplin.
Guided Joplin tour: murals, Grand Falls, Bonnie & Clyde hideout, tornado memorials.
Scenic drive through Kansas into Oklahoma.
Photo op at the Blue Whale of Catoosa.
Check in at Hampton Inn & Suites Tulsa Downtown.
Dinner on your own.

Day 7

Tulsa, OK to Oklahoma City, OK

Tulsa highlights: Art Deco architecture, Golden Driller statue, Cyrus Avery Plaza, Center of the Universe.
Lunch on your own at Mother Road Market, Tulsa's food hall.
Route 66 Historical Village, open-air museum with tallest oil derrick in N. America.
Drive through Stroud, OK - Rock Café, inspiration for Pixar's Cars.
Visit McJerry 66 Gallerie, Chandler - meet Route 66 historian/artist Jerry McClanahan
Check in at Hyatt Place Oklahoma City/Bricktown.
Dinner on your own.

Day 8

Oklahoma City, OK

Tour the Oklahoma State Capitol - only capitol in the world with working oil wells.
Oklahoma City National Memorial - Park-led tour & First Person: Stories of Hope.
Walk the Skydance Pedestrian Bridge, inspired by Oklahoma's state bird.
Visit the American Banjo Museum.
Bricktown Water Taxi tour along the canal.
Dinner at Charleston's Restaurant.
Visit the Centennial Land Run Monument, one of the world's largest bronze sculptures.
Return to hotel.

Day 9

Oklahoma City, OK to Memphis, TN

Lunch at Brown's Catfish, Russellville, AR. (Driver included)
Check in at Hampton Inn & Suites Memphis - Beale Street.
Dinner at Charlie Vergos' Rendezvous, famous for dry rub ribs.
Evening free to explore Beale Street nightlife.

Day 10

Memphis, TN to Nashville, TN

Tour Loretta Lynn's Ranch - Mansion, Museum & Butcher Holler Home replica.
Lunch at Loretta Lynn's Kitchen.
Belle Meade Historic Site & Winery - guided mansion tour + wine tasting.
Check in at Drury Plaza Hotel Nashville Downtown.
Enjoy Kickback Reception (snacks, drinks, hot buffet).
Dinner on your own nearby.

Day 11

Nashville, TN to Pigeon Forge, TN

Guided tour of the Ryman Auditorium - backstage access + photo on stage.
Arrive in Pigeon Forge; visit Alcatraz East Crime Museum.
Dinner at Applewood Farmhouse Restaurant, Sevierville - famous for apple fritters & apple julep.
Check in at Black Fox Lodge Pigeon Forge.

Day 12

Pigeon Forge, TN to Pennsylvania

Meal and rest stops enroute home.

B=Breakfast, L=Lunch, D=Dinner