Winding down is hard enough for a 2-year-old, but a sibling, older or younger, might raise the stimulation quotient. "If big brother or sister is intent on keeping your toddler up, make the older child a part of the prenap ritual," says Lerner. "It gives him the extra attention he may be craving." The same strategy works when the toddler is the instigator. "When I had my second child, Jessica, letting my toddler, Sam, help prepare her for her nap made him more cooperative about his nap because it gave us extra cuddle time after I put Jessica down."