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The Ultimate Vintage Businesses on Historic Route 66 Quiz
by Staff
Route 66 is a famous highway linking Chicago and Los Angeles via small, rural towns. Besides providing a path for landlocked American towns to the Pacific, it also brought business and tourism to the towns it passed through. Many of these businesses remain historic landmarks today. Take this quiz to learn more about the vintage businesses on Route 66.

In what year was Route 66 opened?

  • 1901
  • 1914
  • 1927

Why did people like to visit the Georgian Hotel in Santa Monica, California?

  • It was a speakeasy during Prohibition.
  • It offered free accommodation.
  • It was the only hotel in Santa Monica in the 1930s.

Which famous Hollywood star used the Georgian Hotel as a hideout from the press?

  • Humphrey Bogart
  • Micke Rooney
  • Clark Gable

Who currently owns the town of Amboy, California?

  • the Route 66 Museum
  • the Burris family
  • the family of Roy and Velma Crowl

James Taylor used a shack to build the Jackrabbit Trading Post in Joseph City, Arizona. How many jackrabbits did Taylor line the roof with?

  • 5
  • 15
  • 30

How far from the Jackrabbit Trading Post can billboards for the shop be seen?

  • 10 miles
  • 500 miles
  • 1000 miles

How many Wigwam Village Motels still exist?

  • three
  • five
  • seven

What was the Tee Pee Curios Trading Post in Tucumcari, New Mexico, originally built as?

  • a convenience store
  • a gas station
  • a novelty store

What was the Haunted Natatorium when it was opened in 1922?

  • a motel
  • a dance hall
  • an indoor swimming pool

Why is the Natatorium haunted?

  • The dance floor fell in, killing many people.
  • There is a spooky echo when people dance.
  • People have seen a ghostly couple dancing.

What is unique about the Cadillacs at Cadillac Ranch in Amarillo, Texas?

  • They are half buried in the ground.
  • They are coated in silver.
  • They are each a stall for a different food.

How have the owners of Cadillac Ranch tried to encourage people to visit their ranch?

  • Travelers get free drinks.
  • Travelers can decorate the cars.
  • Travelers are filmed for a documentary.

What movie depicted the Cadillacs at Cadillac Ranch?

  • Cars
  • Planes, Trains and Automobiles
  • Who Killed the Electric Car?

Lucille's is named after Lucille Hamons, who operated her porch-style gas station until she died in what year?

  • 1980
  • 1990
  • 2000

How tall is Ed Galloway's Totem Pole?

  • 90 feet
  • 110 feet
  • 130 feet

How many drive-in theaters were there in the 1950s and 1960s?

  • 1,000
  • 3,000
  • 5,000

What did Ted Drewe sell in his store, located on Route 66 in St. Louis, Missouri?

  • frozen yogurt
  • frozen custard
  • ice cream

How did the Cozy Dog Drive-In in Springfield, Illinois, get its name?

  • The owner loved dogs.
  • The owner invented corn dogs.
  • The owner sold coats made of dog fur.

What is significant about Buckingham Fountain in Chicago, Illinois?

  • It is where Route 66 began.
  • It is the largest fountain in the world.
  • It is the oldest fountain in the world.

How much water comes out of the jets of the fountain each minute?

  • 140 gallons
  • 1,400 gallons
  • 14,000 gallons