Google Maps has failed us. In Lisbon, there is no good way to plan a route for your stroller. You can't use walking mode because it includes stairs. You can't use car mode because most streets are one-way, and you can't be promised a sidewalk. Not sure how cycling mode works, but it was equally lame.
I remember in 2016 when Jo and I were here last, we loved the hills and climbs in our daily walks of Lisbon's old town. With two kids, diaper bag and stroller, that becomes more complicated. It's not the first time the stroller has been swept over my head by Jo juggles two tiny people up 10 flights of stairs. But we're adjusting to more shoulder carrying, and keeping the stroller at home.