Logan enjoys baby-sitting and he becomes an associate member of the Baby-sitters Club, but when he tries out for the track team the jocks give him a hard time. He doesn't want to let the Baby-sitters down, but he is tired of being picked on.
Kristy's stepfather has invited all the Baby-sitters to his family's cabin on beautiful Shadow Lake. At the lake there are boys, water skiing, kids to baby-sit for, and even a mystery.
When Stacey's friend from New York arrives, she can't believe Stacey is still into baby-sitting and sleepover parties. Stacey wonders if her friend is growing up faster than she is.
Mallory's parents agree to let her take professional riding lessons. She is so thrilled she can hardly concentrate. Then the lessons begin and Mallory discovers that dreaming about horses can be a lot more fun than actually riding them.
Claudia's grandmother has died and Claudia is angry with her for leaving. To avoid thinking about it, Claudia stays busy babysitting, but sometime she will have to face the sad goodbye.
The members of the Baby-sitters Club, along with the other students at Stoneybrook Middle School, encounter love, competition, mystery, and work when they arrive for their annual week of winter adventure at Leicester Lodge in Vermont.