No journey has captured the imagination of America over the last century more than Route 66. It has long been considered the “Mother Road”, beckoning travelers, wayfarers and people looking for a fresh start out West.

Well we have lived “out west” our entire lives, and this year we decided to take the kids on a road trip in reverse, going UP Route 66 to see the quirky roadside attractions, historic eateries, and iconic landmarks that make this trek such a unique and characteristically American experience to this day.

In this post, we preview our custom Route 66 road trip itinerary and highlight what we plan to do in each city.

Before we get started, though, I want to explain real quick how this road trip materialized virtually out of nowhere. I’ve long wanted to visit Santa Fe (for reasons you’ll see later in the post), but didn’t realize it was along Route 66 until I got the chance to review a book called “The Best Hits on Route 66: 100 Essential Stops on the Mother Road” by Amy Bizzarri.


Bizzarri’s book is full of beautiful photos and snippets of fascinating details about the best places to visit along Route 66, including custom maps and itineraries and information that is relevant for families with kids.

Historic Route 66 Sign

We were so inspired reading through this book that we stayed up late one night and just put together the perfect road trip itinerary (for us, anyways) to do over Spring Break while the kids were out of school.

We are also super excited to announce that we are partnering again with Best Western Plus for this road trip! There are Best Western hotels all along Route 66, and as you know, we have come to appreciate the dependability and value of Best Western hotels on our many adventures across the country.

Here is the Route 66 family road trip itinerary that we came up with…


Oatman AZ on Route 66

Oatman, Arizona

Day 1, Stop 1 (passing through)

Once upon a time, Oatman was a main gold producer and was chock full ‘o prospectors trying to strike it rich. Now it is a historic ghost town full of…wild burros!? Yes, you read that right – there are (mostly) friendly little jackasses roaming the streets of Oatman daily. We love visiting Old West ghost towns like Tombstone and Calico, and hearing all the fascinating stories. I expect Oatman will fit the bill just perfectly.

Things we plan to do:

  • Pet wild Burros of Oatman
  • Have lunch at Olive Oatman Restaurant and Saloon
  • Shop the eclectic souvenir shops
  • Kick off the trip with a cold beer
Williams AZ on Route 66

Williams, Arizona

Days 1-2 (stay 2 nights)

Williams has long been considered the gateway to the Grand Canyon, one of the true wonders of the world. We plan to take a train tour on the historic Grand Canyon Railway from Williams Depot, which made its first journey into the Canyon way back in 1901 (and also doubles as the Polar Express)! The quaint but rather bustling town in the high desert is also home to numerous shops and fun places to eat.

Things we plan to do:

  • Stay overnight at Best Western Plus Inn of Williams
  • Train tour of the Grand Canyon
  • See Williams Depot
  • Eat at Route 66 style diner or restaurant
  • Check out the Route 66 zipline
Madrid NM on Route 66

Madrid, New Mexico

Day 3 (passing through)

A small town with a storied history, the lands in and around Madrid have been mined for centuries – for turquoise by native inhabitants, for silver by Spaniards in 1500’s, and coal in the 1800’s. But what is drawing me to stop by this ghost town on Route 66 is the Mine Shaft Tavern, which has been serving miners and travelers since 1895. Word is that orbs often appear in photos taken inside the tavern, so we expect to experience a variety of spirits in Madrid.

Things we plan to do:

  • Eat lunch at Mine Shaft Tavern
  • Walk around the artsy Ghost Town
  • Maybe catch a photo with a ghostly orb
Santa Fe NM on Route 66

Santa Fe, New Mexico

Days 3-5 (3 nights)

Santa Fe has been calling me for years, and we made it the centerpiece of our Route 66 family road trip. We are staying three nights in the city because there is just so much we want to see and do in Santa Fe. History, music, art, natural beauty, hatch chiles and margaritas – you can find it all in Santa Fe and two full days is likely not enough…but we will do our best!

Things we plan to do:

  • Stay at Best Western Plus Inn of Santa Fe
  • Meow Wolf insane art installation
  • Live music at La Fonda on the Plaza
  • Explore Santa Fe Plaza
  • Santa Fe Margarita Trail
  • Various historic sites around the city
Gallup NM Route 66

Gallup, New Mexico

Day 6 (passing through)

Gallup has served as the backdrop for over 100 old Western Movies over the years, predominantly through the 1930’s and 40’s. A jewel of this sleepy old town on Route 66 is the El Rancho Hotel, which was built in 1936 to serve the burgeoning film industry around Gallup. We plan to grab lunch and a drink at El Rancho’s 49ers Lounge, and take a tour of rustic El Rancho Hotel.

Things we plan to do:

  • El Rancho Hotel
  • Stroll around the city
Kingman AZ on Route 66

Kingman, Arizona

Day 6 (1 night)

After a long drive leaving Gallup, NM, we plan to stay the night and rest up in Kingman. We might take a 25 min excursion to visit the legendary Hackberry General Store and stock up on Route 66 memorabilia. Otherwise not sure what else we will do in Kingman except eat dinner and sleep before another long drive home.

Things we plan to see:

  • Stay at Best Western Plus A Wayfarer’s Inn
  • Eat dinner somewhere unique in town
  • Maybe pay visit to Hackberry General Store
Barstow CA on Route 66

Barstow, California

Day 7 (passing through)

About halfway home to Orange County, CA, we almost always stop for gas and a meal in Barstow on our way home from Vegas. However, this time we also plan to visit the Route 66 Mother Road Museum following lunch for one last nostalgic experience of Route 66 culture and memorabilia.

Things we plan to do:

  • Grab lunch
  • Visit Route 66 Mother Road Museum
Santa Monica CA on Route 66

Santa Monica, California

Day 7 (END)

While the Santa Monica Pier is the official ending point of historic Route 66, we will actually be heading home to Anaheim after a long road trip with kids. I wanted to include Santa Monica on our map, and most people that want to do this itinerary will want to finish the trip in Santa Monica anyways.

Things we would do:

  • Santa Monica Pier
  • Visit Muscle beach in Venice
  • Explore nearby Getty Museum
  • Eat really good food
  • Watch sunset of the Pacific

That’s a Wrap!

Well there you have it. Spring Break 2019 we are taking the kids on the “Mother of all road trips”, and I couldn’t be more excited! Follow us on social media to follow our trip LIVE, and subscribe to our newsletter to get updates when videos and blog articles are posted to show highlights of our family trip along Route 66.

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Mother of all Road Trips: An inspired family trip up historic Route 66