The sector of "downtown" is roughly defined as the area between Strongs Avenue, State, Wales, Washington, Pine, and Cottage Streets.

[1] Some of these buildings date to the late 18th century, when Rutland was founded, but the greatest amount of expansion in downtown came after the marble industry became established on a large scale after 1850.

[3] The exterior of the Playhouse had a classical style reflecting the City Beautiful movement of the time, while the interior resembled a Victorian era opera house with lavish decoration.

The theatre reopened in March 2000 and serves again as a center for artistic, cultural, and educational events.

[4] Numerous events are held in this area, including, in winter, the lighting of the Christmas tree and the Christmas lights near the plaza by Santa Claus, performances by a magician, a Santa Claus children's lineup, hot chocolate and wagon rides; and, weekly during the summer, a "Friday Night Live" public entertainment, shopping, and dining experience.