Home / Journey Drop it like it’s hot —27-month-old “Let's start by taking a smallish nap or two."—Winnie the Pooh. Oh, naps—they are so confusing. On the one hand, they give us a much needed break. On the other hand, we have to plan our whole day around them. So how do you know when to let them go? Turns out, there are some guidelines around this to make the decision a little easier. XO, TeamMotherly P.S. Moms love the OK to Wake Clock to make sleep transitions much more manageable. By Motherly July 28, 2017