Windmill Weekend is a series of events held on Windmill Green and other locations around town. Activities include a sand art competition, road races, band concerts, arts and craft show, tricycle race, and dancing. Continuous entertainment is held on the Green both Saturday and Sunday.

A highlight of the weekend is the public recognition, as Windmill Honorees, of one or more Eastham citizens, who have demonstrated unusual dedication to the town through volunteer activities. Excitement peaks with Sundays Parade.