What's worth noting here is the format: this isn't a one-time event or a ticketed social, it's a recurring group where the whole point is showing up more than once. That's a different proposition than a festival. Trails have included spots in Marin, the East Bay hills, and the Peninsula, so having a car or being willing to carpool helps — not every trailhead is BART-accessible. No age restriction listed.
The practical reality of groups like this: the first hike is a little awkward, the third one isn't. If you're coming from SF, the East Bay trails tend to have easier parking and shorter drives than Marin on a weekend morning. Bring layers regardless of the forecast.
If you have two hours to make a decision: find their current posting, check the next date and trailhead, look up the drive time, and just go once.