A.S.
We keep getting new strollers as our boys get older - my husband thinks it's a little out of control :) We got a sit 'n stand last year, and it's definitely more difficult to steer than our side-by-side double (Baby Jogger City Mini). With the crowds during holiday shopping season, a sit 'n stand will be difficult to steer, especially when it gets weighed down with packages. You might want to go with a lightweight double umbrella stroller, like Chicco or maybe Combi since your oldest is still a good size for either of these.