Bed time routine
Does the toddler have a regular bed time routine? Does he fall asleep in his bed? Establish a regular bedtime routine, which may include a bath, reading a book, and falling asleep in his bed without a bottle or sippy cup.
Toddlers and babies do best by falling asleep where they will be sleeping otherwise this can have them wake often. Consider teething
, molars may be coming in, try motrin