
Redwood Road reopened in mid-February after more than two years of closure. We went there to check it out.
Redwood Road between Moraga and Castro Valley is like a little brother to Big Sur Highway One: it keeps imitating its bigger brother by also repeatedly collapsing whenever the rain gets heavy. It seems like it was a lifetime ago but it was only 2017 when we had a magnificently wet winter and like clockwork Highway One and Redwood Road both collapsed. It took the county a solid year to get Redwood rebuilt, one long year staring at the K-barriers below the Marciel entrance to Chabot Park.(Actually, I didn’t stare at the road closure at all because I just diverted to the Brandon Trail through Chabot Park, which also went down to the (then) Willows golf course bypassing the closure. Brandon was/is awesome, a jeep road converted into a trail that mountain bikers use as a highway to get into Chabot. That was fun while it lasted and when Redwood Road reopened I stopped using Brandon.)
Fast forward five years to January 1, 2023: torrential rains batter the Bay Area so much so that our annual Resolution Ride couldn’t take place when Mt. Diablo closed. Instead Roger and I decided to do Redwood-Norris and discovered that a huge chunk of Redwood Road had slid into the creek. We tippytoed with our bikes along the edge of the former road, now crater, safely to the other side—admittedly a stupid move—in order to continue our ride. But we knew then that given the extent of the missing road—it was completely gone for about thirty feet—this was going to be a longer closure. And it was: Redwood wasn’t reopened until this mid-February after more than twenty-five and a half months.
Friday Roger and I rode the Three Bears the ‘hard’ way (i.e. Papa Bear first) and to make it even more interesting I did the whole ride using nothing lower than a 39×23 gear. And sat grinding the whole way. Saturday I did a metric century. Sunday I was going to take the day off but Roger wanted to ride Redwood now that it’s open. The day was sunny, so what the hey, we wouldn’t be going that fast (or at least I wouldn’t!) and we hadn’t been to Redwood since New Years 2023. The best laid plans of mice and men…
Redwood is a road beloved by East Bay cyclists. It’s surrounded by open space, either regional park land or EBMUD territory—no houses, no businesses, just trees, wildland, and…lots of sports cars and motos!
About twenty years ago Mens Journal magazine published a squib touting Redwood Road as a great place to race your muscle car. Like, WTF? I was so incensed I wrote them a letter decrying their encouragement of racing on a constantly curving public road with a ton of blind corners. Things haven’t changed since and the word had apparently also gotten out to the motos and rice rocketeers that Redwood was open because despite the relative calm, we witnessed a slew of sports cars and mototastic Speed Racers careening down the road. Some love it so much they race to one end and turn around and race back and forth —we were seeing the same cars and motos over and over.
All was not lost because there were plenty of cyclists as well. So the car crowd clearly were aware they were sharing the road with slower fare and other than the screeching of rubber and roar of motors sending our adrenaline up we were otherwise unharmed.
Maybe you recall that before the Pandemic hit there were a spate of bikejackings along Skyline Blvd. in the Oakland hills. Well, long before that there was a bikejacking on Redwood Road. A cyclist was stopped by dudes with guns. They took his bike and his phone. He ended up having to walk to the Redwood Canyon fire station for help. Ever since then I’ve been very wary about cycling on Redwood alone. There’s nothing like living next to Oakland to make cycling exciting.
Two years may not seem like a long time but in the meantime I had forgotten the contour of Redwood. Considering how often we rode it I was taken aback at how much climbing it has. Maybe I’m just older (“No! Really??”) and everything seems like it has more climbing. Maybe it was because my legs were wasted after two hard days. Peaceful it was but I had tunnel vision trying to stay on Roger’s wheel. So I can’t say I noticed how beautiful it all was. Roger wasn’t exactly having a field day either since he had only recently restarted riding. But he didn’t seem slowed down by the climbs.
Eventually we passed the Marciel entrance to Anthony Chabot and the long descent to the Willows began. For many this is ‘dessert’. But for me this is a terrifying downhill. Why? Because the sightlines are good, the road is wide(r), and the pavement is decent. (Although it has noticeably degenerated since 2018 when it reopened.) For some that’s an invitation to let it all hang out and go to hell in blazes. But for me it’s like a potential disaster waiting to happen. So instead I meekly creep down the hill trying not to visualize too strongly all the possible mishaps that might—nay, shall!—occur. I never was a terror going downhill and now I’m definitely in the ‘live to fight another day’ cohort. Except I never fight another day, I just live.
We approached a section of brand new pavement; but it wasn’t the location of the total collapse. The County delayed reopening Redwood when it realized that there were two sections of the road above the collapse that also needed to be repaired; this must have been one of them. Whatever the problem it wasn’t as severe as the collapse but it apparently commanded all new asphalt.

Further down on a righthand curve we saw the repair: the whole curve had to be redone, i.e. tons of rock and earth had to be dumped to rebuild the earth beneath the road. There is probably a shit ton of pilings under there too. We were rather surprised to see this because when we crossed Redwood in 2023 it looked like there was no way you could rebuild a base since it was probably ten vertical meters of missing earth. We thought for sure they would cut into the curve to create a new road to go around the crater. Maybe that would have involved moving even more earth and a new retaining wall. Whatever the rationale someone decided to rebuild the base and boy, it’s a doozy: there is now a huge retaining wall to keep the roadway upright now. At least until the next big storm. The road collapse happened where a rivulet flows down from the left into a tributary of San Leandro Creek. Perhaps the New Year’s Day storms overwhelmed the culvert (or the culvert hadn’t been maintained, a not uncommon problem) causing the water to erode the road base. It sure looks durable.
At the bottom we stopped at the Willows to rest and take in the sunshine. We parked our butts on the benches in front of the busy driving range and watched the duffers ‘practice’ their shanks and slices. At least that’s what it looked like to me. We weren’t in the mood to get a meal at the restaurant—we’ll save that for a weekday when it’s quieter—so we headed back to Moraga.
No need to ask: of course we were wasted! It was one long slog up all those climbs. The enjoyment of the reopened road on a beautiful spring day was lost on me as I concentrated on willing my legs to spin in feeble circles.
The thing about cycling is that even when you’re tired you get somewhere eventually despite the seemingly interminable suffering. It’s just being patient and doing what you’re doing. We got to the top and no sooner had we started our ‘relaxing’ descent when Mr. Impatient tried to introduce his front bumper to my rear wheel. Yeah, I’m fuckin’ going slow. And no, I’m not going to be a gutter bunny on this narrow, curvy downhill. I’M GOING TO FUCKIN’ TAKE THE LANE AND MAKE YOU SLOW THE FUCK DOWN. Asshole. Eventually he screeched to the left and passed us. No, you don’t need to ask: of course, it was on a blind curve with a double line divider. There is no end of impatient, careless ass craters behind the wheel, which is why there are a lot of dead cyclists and pedestrians.
Back at the manse we were both tuckered out. Yeah, it was wonderful to be reintroduced to Redwood Road after a two-year absence. But maybe I’ll try to constrain my adventures to weekdays when the sport cars and motodudes are working from home. And I’ll do it when I’m fresh rather than already tuckered out. But then again, being old means you’re tuckered out all the time!











