In his will, he left the bulk of his possessions to his eldest daughter, Susanna. Though entitled to a third of his estate, little seems to have gone to his wife, Anne, whom he bequeathed his "second-best bed." This has drawn speculation that she had fallen out of favor, or that the couple was not close. However, there is very little evidence the two had a difficult marriage. Other scholars note that the term "second-best bed" often refers to the bed belonging to the household's master and mistres—the marital bed—and the "first-best bed" was reserved for guests.

Shakespeare also wrote several comedies during his early period: the witty romance A Midsummer Night's Dream, the romantic Merchant of Venice, the wit and wordplay of Much Ado About Nothing, the charming As You Like Itand Twelfth Night. Other plays, possibly written before 1600, include Titus Andronicus, The Comedy of Errors, The Taming of the Shrew and The Two Gentlemen of Verona.

In William Shakespeare's final period, he wrote several tragicomedies. Among these are Cymbeline, The Winter's Tale and The Tempest. Though graver in tone than the comedies, they are not the dark tragedies of King Lear or Macbeth because they end with reconciliation and forgiveness.