Reach out to the group and see if you could lead a more casual run distance as part of their Wednesday run. The run groups I've been a part of were receptive to things like that. The more important aspect of the run was the general finish time and not the distance.
Most of the ones that pop up on Meetup for me (and I'm referring to hiking groups, not running groups, I can't run for very long at all) seem to pick trail routes that will be at least 5-8 miles long, and you risk getting lost if you have to stop early, or they insist on a specific fast pace in the description, or it's an hour drive away just to get there, or they're in the middle of the day on a weekday, which I pretty much can't ever do.
Pretty rare I find one of these that are both around 3 miles (about my limit most days unless I'm at a park all day with breaks, my feet and sometimes lower back start getting pretty sore) and a more casual pace. I do attend those that I find, though. But that tends to be like 3 per year. Kind of defeats the purpose of making friends in these groups.
I don't think I've found any that are just 'go as far as you want and we'll meet you back at the local Starbucks' though, at least not near me.
Here's the next few upcoming, as an example:
"6 mile Hike Not a Beginner's hike" - (Tuesday midday)
"About 4.5- or 5-miles total" - (Tuesday midday)
"Walk about 2 miles" (but Tuesday midday and 45 minutes away, can't drive there, hike 2 miles, and drive back during a workday)
"We will be hiking 4.5 miles at a faster pace (3.75 mph) dependent on trail conditions." - (Evening, but fast pace and a bit too long)
"6.5 miles with shorter options" - (from the map it looks like the shorter option is "turn back around", it's one big loop. it's on a Sunday but it's also over an hour drive away from me)
No mention of meeting anywhere afterwards in any of those.
Is there a hash hounds harriers group in mountain view (https://www.hashhouseharriers.com/what-is-hashing/)? I would be somewhat surprised if not given they are everywhere. Excellent both socially and physically for all abilities. I recommend checking them out. Essentially you run as a group, but someone has marked out a forking trail in advance. Fast runners risk taking the wrong route and so have to backtrack when someone shouts they found the marker indicating the right route. Slower runners usually know which is the right route by the time they reach the fork so have a chance to catchup. On the social side, it is excellent for meeting new people. I had family members involved in HHH groups where every week a different person would volunteer to host drinks or a meal after. This is not universal but usually there is some social meetup after each run.
I'm in the far suburbs of Chicago, but I wasn't aware of this, and it does look like there's one of these in downtown Chicago: https://www.chicagohash.com/
Downtown Chicago is a bit far for me to drive for a run, but I'll keep an eye on it in case one of them ends up a bit closer to me. And maybe this will help someone else that does live downtown. Thanks for the suggestion!
The sadness. Most groups end up chatting along the way or in the parking lot afterwards.
The other option would be to start your own.
My most local group was started as a Facebook group by a lady who wanted to run with other people. She lives on a country road and wanted to run with others in town, so she took over an existing but dead Facebook group. The time and schedule would be up to you.
This is pretty much her strategy, being intentional that you want, and welcome, people to join you.
I'm familiar with the chat during (harder for the faster pace ones, though, another reason I prefer casual pace) and parking lot afterwards. If I have to turn back at or before the halfway point for most of these I imagine I'd be waiting a while in the parking lot for them to get there, though. Also from social pressure (and feeling embarrassed of having to turn back) I'd want to try to do the full trail and I'd regret it afterwards, most of the time.
I'm aware I could start my own. I once was the admin of a different type of Meetup group that had over 1000 members. It's just more way work than I have the time and energy for anymore, and also pretty expensive if done on Meetup.com nowadays ($200/year). For as infrequently as I'd host meetups it wouldn't be worth it.
I could also try to become a co-organizer of another group, but that would probably require me being able to go to enough of these for them to trust me to be a co-organizer.
It's certainly not impossible, but it's more hassle than I want to go through, for something that I can do on my own whenever I feel like it (and with my dogs).
This. Most groups are casual, but they all have their own styles. One is a trail run where we stop every mile or so for a few minute break (if needed). Another is a 'meet at starbucks at 8am and we'll see you at 9am for coffee' where everyone runs their own pace/distance, sometimes shared, sometimes not. Another is hill repeats where walking is also 'acceptable' and we chat at the bottom and top and wait for walkers so they don't feel alone (and we get more time to rest :)
Just show up and try to improve yourself. Be friendly.
