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Route 66: The Mother Road

Welcome to the start of the ultimate American pilgrimage. We're kicking things off in Chicago, where the neon lights meet the Great Lakes. Get your photo at the iconic sign, fuel up on deep dish, and prep your playlist for the 2,400 miles ahead.

11days
25stops
DAY01

Route 66 Begin Sign → Chicago Hotel

Overnight in Chicago Hotel
  1. 09:00
    Route 66 Begin Sign· start
  3. Navy Pier
  5. 20:00
    Chicago Hotel· overnight
Chicago Classics
  • Lou Mitchell's · The legendary 'first stop' for Route 66 travelers since 1923.
  • Giordano's · You can't leave Chicago without a massive deep-dish pizza.
Day 1 Budget
Hotel
$220
DAY02

Chicago Hotel → St. Louis Hotel

Overnight in St. Louis Hotel
  1. 08:00
    Chicago Hotel· start
  3. 10:30
    Gemini Giant
  5. 16:00
    Gateway Arch
  7. 19:00
    St. Louis Hotel· overnight
Roadside Bites
  • Cozy Dog Drive-In · Home of the original corn dog on a stick. A must-stop.
  • Pappy's Smokehouse · Incredible St. Louis ribs that fall right off the bone.
Daily Spend
Gas
$45
Hotel
$160
DAY03

St. Louis Hotel → Springfield Hotel

Overnight in Springfield Hotel
  1. 08:30
    St. Louis Hotel· start
  3. 10:30
    Meramec Caverns
  5. 18:00
    Springfield Hotel· overnight
Local Eats
  • Missouri Hick BBQ · Smoked meats in a rustic, Route 66-themed setting.
Activity Costs
Cavern Tour
$25
DAY04

Springfield Hotel → Oklahoma City Hotel

Overnight in Oklahoma City Hotel
  1. 08:00
    Springfield Hotel· start
  3. 11:30
    Blue Whale of Catoosa
  5. 18:30
    Oklahoma City Hotel· overnight
Diner Stops
  • Tally's Good Food Cafe · Classic diner food with neon lights and 1950s charm.
Today's Budget
Gas
$50
DAY05

Oklahoma City Hotel → Amarillo Hotel

Overnight in Amarillo Hotel
  1. 08:30
    Oklahoma City Hotel· start
  3. 14:00
    Cadillac Ranch
  5. 19:00
    Amarillo Hotel· overnight
Texas Sized Eats
  • The Big Texan Steak Ranch · Home of the 72oz steak challenge. Go for the atmosphere!
  • Midpoint Café · Famous for 'ugly crust' pie and being the exact center of the route.
Fun Fund
Spray Paint
$10
DAY06

Amarillo Hotel → Santa Fe Hotel

Overnight in Santa Fe Hotel
  1. 08:00
    Amarillo Hotel· start
  3. 09:30
    Midpoint Café
  5. 16:00
    Santa Fe Plaza
  7. 19:00
    Santa Fe Hotel· overnight
Santa Fe Flavors
  • The Shed · World-class red and green chili. Ask for 'Christmas' style.
Daily Budget
Gas
$55
DAY07

Santa Fe Hotel → Wigwam Motel

Overnight in Wigwam Motel
  1. 09:00
    Santa Fe Hotel· start
  3. 13:00
    El Rancho Hotel
  5. 18:00
    Wigwam Motel· overnight
Campsite · Wigwam Motel
Campsite details not verified yet
Historic Dining
  • El Rancho Hotel Restaurant · Eat where the movie stars stayed during the Golden Age of Hollywood.
Unique Stays
Wigwam Stay
$110
DAY08

Wigwam Motel → Flagstaff Hotel

Overnight in Flagstaff Hotel
  1. 09:00
    Wigwam Motel· start
  3. 11:00
    Petrified Forest
  5. 18:00
    Flagstaff Hotel· overnight
Flagstaff Eats
  • Miz Zip's · Classic Flagstaff diner known for great burgers and homemade pie.
Park Fees
Park Entry
$25
DAY09

Flagstaff Hotel → Kingman Hotel

Overnight in Kingman Hotel
  1. 07:30
    Flagstaff Hotel· start
  3. 09:30
    Grand Canyon South Rim
  5. 19:00
    Kingman Hotel· overnight
Kingman Classics
  • Mr D'z Route 66 Diner · Famous for root beer floats and neon-pink exterior.
Daily Spend
Gas
$50
DAY10

Kingman Hotel → San Bernardino Hotel

Overnight in San Bernardino Hotel
  1. 08:30
    Kingman Hotel· start
  3. 10:30
    Oatman
  5. 14:30
    Roy's Motel
  7. 19:00
    San Bernardino Hotel· overnight
Desert Stops
  • Roy's Motel & Café · Iconic mid-century stop. Great for a cold soda and a photo.
Fuel Budget
Gas
$60
DAY11

San Bernardino Hotel → Santa Monica Pier

  1. 09:00
    San Bernardino Hotel· start
  3. 13:00
    Santa Monica Pier
Victory Meal
  • The Albright · Fresh seafood right on the pier to celebrate your finish.
LA Prices
Parking
$20
Heads Up
  • Book vintage motels early
  • Check car fluids daily
  • Carry physical maps