Robert's willingness to help the Widow is repaid tenfold when she recommends to Mr. Tanner that he take the boy with him to the Rutland Fair. Robert has never been to the Fair, but has been longing to go. Because of the Widow's intercession on his behalf, one of his dearest dreams is fulfilled.
Robert is passing by the Widow Bascom's place one day when she asks him to help her move some heavy flower pots filled with dirt. Robert remembers that in the Book of Shaker "it says to do a good turn and neighbor well," and since he has the time, he is more than willing to do the work. When he is done moving the pots, the Widow treats him to milk and cookies, and while he is eating, Robert talks with her and Ira, the hired man, about the upcoming Rutland Fair. Robert confides that he longs to go to the Fair, but cannot because his family does not have a horse, and the Fair is "quite a ways away."
A few days later, Robert's father tells him that Mr. Tanner has offered to take him to the fair, as he is in need of someone to show the pair of young oxen he owns. Mr. Tanner has also volunteered to take Robert's precious pig Pinky, in case the boy might want to show her too. Elated, Robert does indeed get to attend the Fair, and Pinky wins a ribbon for "Best-Behaved Pig." Robert does not need to be reminded that he is beholden to the Widow Bascom for suggesting to Mr. Tanner that he take him to the Rutland Fair (Chapters 9 and 10).