Some years ago, my replacement unit (son Ian) and I drove the entire length of Route 66, from Chicago to Santa Monica. As the reader no doubt knows, Route 66 was one of this country’s first highways, dating back to 1926. It also had been the main way to get to southern California from points east, starting with the dust bowl migration and extending to the car culture of the 1950s and 1960s. Just one or two lanes in each direction, the road has an unhurried and scenic charm. Alas, as depicted in the movie “Cars,” Route 66 was eventually bypassed by various interstates, and the towns and businesses along the old Route slowly declined and eventually dried up. When Ian and I took our trip, we saw plenty of derelict buildings on the side of the road: motels, gas stations, diners, and the like. I suspect that many of those old landmarks that we saw over a decade ago are now gone.

Anyway, Route 66 has always occupied a soft spot in my heart, so I was inspired when my good friend Detlef recommended that I explore an old segment of Route 66 that crosses Cajon Pass (where one crosses from the Mojave Desert to the LA Basin. Or vice versa.) Now, when Ian and I drove Route 66, we didn’t drive on much of this particular segment, because it had been blocked by Interstate 15 in the 1970s. However, a few years ago, the good people of CalTrans redesigned the freeway and reconnected the discontiguous parts of old Route 66 over the pass.

I began today’s tour at the Cajon Summit (approx. 4000 feet above sea level). For over half a century, the Summit Inn stood as a well-known landmark here. The owner, Cecil Stevens, finally sold the place in 2016, and a few months later the structure was destroyed by the “Blue Cut Fire” that ravaged much of the area. Timing is everything. Sadly, Cecil died of Covid just a couple of months ago (February 5). He was 88.



Now, the first part of Route 66 over the pass has been overlaid with Interstate 15. That’s not especially interesting. But you can take an old, rickety, rutted dirt road that had been used as a “shortcut” by motorists in the early years. This dirt road began as a wagon trail called the John Brown Toll Road. It was constructed in 1861–just as the Civil War was erupting. So I set out on this old original road.


One wonders why this rutted, twisting road was ever considered a “shortcut” for Route 66. My understanding is that it used to be in better shape, and it even received pavement in 1914, but it’s narrow and steep and twisting. I was cruising along at about 5 mph.


Now, there’s one thing you should know about Cajon Pass: It’s a Mecca for railroad enthusiasts. The railroad first crossed the pass in 1885, and today over 150 trains can pass through in a single day. As I made my way down the John Brown Toll Road, I encountered four sets of tracks, including a trip under these tracks from 1915.

Eventually the John Brown Toll Road reconnects with the old Route 66 proper. At this location, there are several notable markers. One commemorates Camp Cajon, which was a popular resting spot, with various facilities, for travelers coming over the pass. It was developed in 1919, but was destroyed by a flood in 1938.


Another marker identifies this spot as the junction of the Santa Fe Trail and the Salt Lake Trail. It honors “the brave pioneers of California,” and was erected in 1917 by a group of eight pioneers. Notably, one of these pioneers in John Brown (of the Wagon Toll Road, which I’d just come down). Two others (Sheldon Stoddard and Sydney Waite) had been members of the “Lost 49ers” through Death Valley. Coincidentally, I’ve run into this group on two earlier trips: Death Valley and, more recently, Walker Pass. These three individuals, along with the other five who sponsored the monument, were all present at the dedication ceremony in 1917.

It was now time to get onto Route 66 proper. This segment parallels the modern Interstate 15. Now, as I mentioned, this is railroad country, and much of this road also parallels the old railroad line:

It struck me that this is the same segment of road where I’d camped out for over an hour, waiting for the Union Pacific’s restored “Big Boy” steam locomotive to come through in the fall of 2019. You can see my blog post about that event here.

What’s especially cool about this stretch of Route 66 is the good people at CalTrans have repaved the southbound lanes of the old road, and made them into a comfortable two-way road. Meanwhile, they’ve left the northbound lanes of Route 66 unrestored, with periodic K-rail barriers to prevent people from traveling along it, thus preserving it as an artifact. There are even some of the old, painted “Route 66” shields still extant on the original roadbed.

Also, some of the bridges from the early days are still in place, with their year of construction stamped in concrete:

A bit later I came to an old rest area that had been constructed in 1952. All that remains are some pavement markings and a memorial plaque.


Incidentally, this location sits on the San Andreas Fault, where the Pacific Plate and the North American Plate meet. In fact, it was the San Andreas Fault that created Cajon Pass in the first place.
On a hillside next to the road I saw the faintly visible number “66” somehow carved into the earth. I can’t find any information about who did this and when. Tips are welcome!


Now, let me explain that on my drive from LA to the Pass I was listening to a podcast called “Stuff You Should Know.” (If you’re not already familiar with it I’d recommend it to you.) At the end of the podcast, the hosts always read a letter from a listener. In today’s episode they read a letter they received from the great-great-great niece of one Helen Boss, who caused the car accident in which Sammy Davis Jr. lost his eye in 1954. You can listen to the podcast here (listener mail starts at 59:40).
So imagine my surprise when, shortly after listening to that podcast, I found myself passing the exact place on Route 66 where Sammy’s accident occurred. I’m not making this up. The accident happened where the road passes under a railroad track. Evidently the 72-year-old Mrs Boss had missed her exit, and decided to back up in the early morning gloom. Sammy rear ended her and lost his left eye in the accident. Fortunately, no one was killed.

Before long Route 66 completes its journey through Cajon Pass, and it enters the city of San Bernardino. At this point, almost no remnants of the old road and infrastructure remain. So I decided to jump back onto the interstate to head back home. But it’s worth noting that some other stretches of the original Route 66, along with some roadside structures, still exist on its final leg westward toward Santa Monica, on a road now named Foothill Boulevard. I drove that stretch a few years ago, and will assemble the photos into a blog entry at a later time.
So there you have it: A good stretch of the original Route 66 can still be driven over the Cajon Pass, bypassing the soulless and numbing Interstate. Thanks to Detlef for calling this to my attention!
Steve: Another great blog post, thanks! You tempted me to make up another fanciful explanation for that rusting machinery at the Summit Inn but I’ll show uncharacteristic self-restraint instead. Maybe it was used to service the Arizona fog horns? I’m surprised that you’re still puzzled by the “66” number on the hillside. If you had looked more closely, you would’ve seen the third “6” that Leslie Van Houton & Squeaky Fromm carved, as directed by Charlie Manson… Yeah, right “666” – Peter
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Yeah, when I requested tips, I was wondering if you’d come up with a tall tale…
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Steve, Loved this, and shared it with Thyra. She now thinks we should add part of your route to a future bike journey. I agree! Route 66 was how we came out to CA in 1964, picking it up somewhere between Illinois and Missouri. Still remember my sister cracking a toilet tank lid at a Holiday Inn around there, and the Indian Trading Post in NM or AZ, where I SWORE I would not use the rubber tomahawk on my siblings in the back seat if my parents bought it for me. They remained unpersuaded. Of course this Navajo or Laguna trading post was in the shape of a tee-pee…. Peace, Jonathan
Jonathan Chute Senior Pastor Rolling Hills UMC 26438 Crenshaw Blvd. Rolling Hills Estates, CA 90274 310-377-6771 ext. 301 jonathan@rhumc.org
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I’m sure there’ s a good story behind that toilet tank lid…
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Greetings OMOD:
Congratulations on another excellent blog! I used to travel the 15 over the Cajon Pass when I was working in San Bernardino (a.k.a., the “Dirty Dino”) when visiting our office in Victorville (what an excellent name for a city!). It never occurred to me that I was near a section of Route 66.
An interesting note. When Peg worked for the Office of Emergency Services, she said that one of the things that keeps emergency planners up at night is what would happen if an earthquake severely damaged the Cajon Pass. Between all of the trains you mentioned that pass through it, plus all of the traffic (trucks) that travel on the 15, huge amounts of goods are transported through the Pass every day. Their concern was what would happen to the LA Basin area if a quake were to stop the transportation of all of those goods and people started running out of food, water, etc.
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