Hello! As part of the BikePGH BikeFest events this month, I'm hosting a bike ride for families with young children on Monday August 6. We're meeting at the Frick Park Bowling Greens at 5:30, and leaving for a 3 mile loop, no-drop ride. One gentle hill. Bike laned or bike marked roads the whole way.
Details are at http://bike-pgh.org/events/bikefest/. It's called Babes, Tots, Kids on Board. PM me if you have any questions.
This ride would be awesome for you if you are nervous about riding on city streets and want to try it out with some people who are experienced with it.
The ride went well. Four families showed up, and we had 14 people total. We made a big show riding down the business district main drag and every head turned to see all our trailers. One of the kids was playing a harmonica, which added to the festive feel.
I think there was enough interest that I'll organize more in the future. Probably post them on BikePgh.