The New Town Common is a .963 acre triangular greensward situated on a flat grassy plateau on otherwise sloping ground which drops to the Saugatuck River from the hilltop upon which the Town Hall above the park (formerly the Bedford Elementary School; 1927) is sited. It comprises the center section of a triangular parcel which is bounded by Main Street on the west, Myrtle Avenue on the east and Avery Place on the south. On the northern tip of the triangle and screened from the green by trees is a two-story residence built in 1933 now used as attorney's offices. On the southern end is the Wheeler House (1795), now used by the Westport Historical Society and the past owner of the parcel that is now the green, and Avery Common, a small shopping center. Both buildings are oriented away from the green and the property lines are vaguely marked by evergreen trees and some bushes.

To the east of the green across Myrtle Avenue is the Town Hall, an imposing building in the Classical Revival style with a two-story columned front portico. It strikes a commanding presence on top of the hill overlooking the green and beyond to the river. It also houses a performing arts center. There is a flagpole and a war memorial plaque set in stone in front of the Town Hall on the high point of the lawn which slopes down toward the green and acts as an extension of the open space.

Across Main Street and forming the green's fourth side are mainly wood frame, two and three-story houses converted to commercial use. The dominating presence on the street, however, is the modern, three-story brick office building. This area is not within the local historic district.

The green itself is a grassy expanse with trees mainly along the northern and southern property lines to shield the adjacent buildings from the green. An archaeological investigation discovered artificial fill on the west side of the common which makes it three feet above street level along Main Street. Pedestrian passage is uninvited and quite unsafe as there is no sidewalk here but a stone retaining wall and chain link fence that make it appear more like private property than common land. However, four young maples along Main Street close to the base of the retaining wall help soften its effect. To the north are a row of maple trees and a fence that act as a backdrop to the World War Two memorial, a large bronze statue of a soldier. It was moved from a previous location and stands on a 12' tall stone base surrounded by stone bollards supporting chains and a flower bed concealing upturned spotlights.

While the green is a newcomer to the area, its youth is mitigated by the commanding presence of the Town Hall addressing it from across the street and imbuing it with a sense of importance.