None of my parents really ask if we stayed in the backyard or went to the park, they are happy as long as we made it outside.

I typically go for a walk in the morning (I only have 4 though and a quad stroller so they all go in it) and than we do the backyard in the afternoon and this is where they all get picked up from. I have the 8 in 1 like you plus a play house and multiple outside toys. I keep them all in the shed and an outdoor toy box (sun fading is a pet peeve of mine lol) so I take out different toys each day. This helps with the boredom and doesn't make my yard look like a disaster! lol. They typically have more fun in my yard than playgrounds because my structures and toys are age appropriate whereas I find a lot of school/public structures are geared towards older children.

When I only had a double stroller I had 2 walk with the harness "leashes" and we would just do a quick trip around the block and than back to the yard. Parents typically don't care where we go as long as their child had fun