Well I would say maybe wait until spring when they are in lighter clothes? Snowsuits can be so bulky and difficult to walk in for toddlers...also keep in mind that a 10 minute walk might stretch itself into a 30 mins walk! Toddlers get distracted very easily! Tried getting my 19 month old daughter to walk to the bus stop and put her back in the stroller for this very reason, but also because it was just too close to the street.