The Highway 237 Bikeway parallels State Route 237 between McCarthy Boulevard in Milpitas and Calabazas Creek in Sunnyvale. The trail consists of two main segments: the first is between McCarthy Boulevard and Zanker Road (on either side of the highway), and the second is between N. First Street and Calabazas Creek, crossing from the south to the north side of the highway at Lafayette Street. Between N. First Street and Zanker Road, you can follow dedicated bike lanes on Holger Way.
The trail also provides direct access to several other popular trails in San Jose, including the San Tomas Aquino Creek Trail, Guadalupe River Trail, Coyote Creek Trail and San Francisco Bay Trail. A portion of the Highway 237 Bikeway is actually part of the latter trail system, a developing effort to create a 500-mile multiuse trail encircling San Francisco Bay.
There is no offical parking for the Highway 237 Bikeway, but you can jump on it from either endpoint or its several connecting trails. You can also access the trail from any road crossing at street level.
Felt like riding through a pile of trash!
It's a decent connector path to get between the Bay Trail, the San Tomas Aquino Trail, and the Guadalupe River Trail.
This is probably a useful trail for commuters but it is not so easy to follow and the surface is not great either.
The gap between Zanker and 1st street is crossable. There are bike lanes but there is not a single sign or splash of paint to guide you from one segment to the other. The gap is also too far see across. You need to follow the roads for some blocks keeping as close to 237 as you can and know that the trail will resume again at 1st or Zanker depending on which direction you are going.
The jog at Gold Street is much easier. You can see the other endpoint if you look carefully but it is still a jog.
The surface is mostly adequate but not great: A bit rough with cracks and debris here and there. There is a small section with fresh looking pavement. Alas, it hard to enjoy it because of spots of sand and debris.
I have heard that some parts of the trail flood during the rainy season. That may explain some of the pavement conditions.
TrailLink is a free service provided by Rails-to-Trails conservancy
(a non-profit) and we need your support!